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alcohol

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Dictionary: al·co·hol   (ăl'kə-hôl', -hŏl') pronunciation
 
n.
  1. A colorless volatile flammable liquid, C2H5OH, synthesized or obtained by fermentation of sugars and starches and widely used, either pure or denatured, as a solvent and in drugs, cleaning solutions, explosives, and intoxicating beverages. Also called ethanol, ethyl alcohol; Also called grain alcohol.
  2. Intoxicating liquor containing alcohol.
  3. Any of a series of hydroxyl compounds, the simplest of which are derived from saturated hydrocarbons, have the general formula CnH2n+1OH, and include ethanol and methanol.

[Medieval Latin, fine metallic powder, especially of antimony, from Arabic al-kuḥl : al-, the + kuḥl, powder of antimony.]

WORD HISTORY   The al– in alcohol may alert some readers to the fact that this is a word of Arabic descent, as is the case with algebra and alkali, al- being the Arabic definite article corresponding to the in English. The origin of –cohol is less obvious, however. Its Arabic ancestor was kuḥl, a fine powder most often made from antimony and used by women to darken their eyelids; in fact, kuḥl has given us the word kohl for such a preparation. Arabic chemists came to use al-kuḥl to mean “any fine powder produced in a number of ways, including the process of heating a substance to a gaseous state and then recooling it.” The English word alcohol, derived through Medieval Latin from Arabic, is first recorded in 1543 in this sense. Arabic chemists also used al-kuḥl to refer to other substances such as essences that were obtained by distillation, a sense first found for English alcohol in 1672. One of these distilled essences, known as “alcohol of wine,” is the constituent of fermented liquors that causes intoxication. This essence took over the term alcohol for itself, whence it has come to refer to the liquor that contains this essence as well as to a class of chemical compounds such as methanol.


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A member of a class of organic compounds composed of carbon, hydrogen, and oxygen. They can be considered as hydroxyl derivatives of hydrocarbons produced by the replacement of one or more hydrogens by one or more hydroxyl (SOH) groups.

Classification

Alcohols may be mono-, di-, tri-, or polyhydric, depending upon the number of hydroxyl groups they possess. They are classified as primary (RCH2OH), secondary (R2CHOH), or tertiary (R3COH), depending on the number of hydrogen atoms attached to the carbon atom bearing the hydroxyl group. Alcohols can also be characterized by the molecular configuration of the hydrocarbon portion (aliphatic, cyclic, heterocyclic, or unsaturated). There are two systems in use for alcohol nomenclature, the common naming system and the IUPAC (International Union of Pure and Applied Chemistry) naming system. The common name is sometimes associated with the natural source of the alcohol or with the hydrocarbon portion (for example, methyl alcohol, ethyl alcohol). The IUPAC method is a systematic procedure with agreed-upon rules. The name of the alcohol is derived from the parent hydrocarbon which corresponds to the longest carbon chain in the alcohol. The final “e” in the hydrocarbon name is dropped and replaced with “ol”; and a number before the name indicates the position of the hydroxyl. Examples of these two systems are given in the table.

Alcohols and their formulas

Name

Common

IUPAC

Formula

Methyl alcohol

Methanol

CH3OH

Ethyl alcohol

Ethanol

CH3CH2OH

n-Propyl alcohol

1-Propanol

CH3CH2CH2OH

Isopropyl alcohol

2-Propanol

(CH3)2CHO

n-Butyl alcohol

1-Butanol

CH3(CH2)2CH2OH

sec-Butyl alcohol

2-Butanol

CH3CH2CHOHCH3

tert-Butyl alcohol

2-Methyl-2-propanol

(CH3)3COH

Isobutyl alcohol

2-Methyl-1-propanol

(CH3)2CHCH2OH

n-Amyl alcohol

1-Pentanol

CH3(CH2)3CH2OH

n-Hexyl alcohol

1-Hexanol

CH3(CH2)4CH2OH

Allyl alcohol

2-Propen-1-ol

CH2&dbnd;CHCH2OH

Crotyl alcohol

2-Buten-1-ol

CH3CH&dbnd;CHCH2OH

Ethylene glycol

1,2-Ethanediol

HOCH2CH2OH

Propylene glycol

1,2-Propanediol

CH3CHOHCH2OH

Trimethylene glycol

1,3-Propanediol

HOCH2CH3CH2OH

Glycerol

1,2,3-Propanetriol

CH2OHCHOHCH2OH

Oxidation of primary alcohols produces aldehydes (RCHO) and carboxylic acids (RCO2H); oxidation of secondary alcohols yields ketones (RCOR′). Dehydration of alcohols produces alkenes and ethers (ROR). Reaction of alcohols with carboxylic acids results in the formation of esters (ROCOR′), a reaction of great industrial importance. The hydroxyl group of an alcohol is readily replaced by halogens or pseudohalogens. See also Aldehyde; Alkene; Carboxylic acid; Ester; Ether; Ketone.

Uses

Industrially, the monohydric aliphatic alcohols are classified according to their uses as the lower alcohols (1–5 carbon atoms), the plasticizer-range alcohols (6–11 carbon atoms), and the detergent-range alcohols (12 or more carbon atoms). The lower alcohols are employed as solvents, extractants, and antifreezes. Esters of the lower alcohols are employed extensively as solvents for lacquers, paints, varnishes, inks, and adhesives. The plasticizer-range alcohols find their primary use in the form of esters as plasticizers and also as lubricants in high-speed applications such as jet engines. The detergent-range alcohols are used in the form of sulfate and ethoxysulfate esters in detergents and surfactants.

Alcohols are derived either from natural-product processing, such as the fermentation of carbohydrates and the reductive cleavage of natural fats and oils, or by chemical synthesis based on the hydrocarbons derived from petroleum or the synthesis gas from coal.

The fermentation of sugars and starches (carbohydrates) to produce alcoholic beverages has been employed at least since history has been recorded. The industrial fermentation process is the biological transformation of a carbohydrate by a highly specialized strain of yeast to produce the desired product, such as ethanol, or 1-butanol and acetone. Fermentation is no longer the major source of 1-butanol, but still accounts for all potable ethanol and a large proportion of the ethanol used industrially worldwide. As sources of hydrocarbons based on petroleum continue to be depleted, fermentation processes based on renewable raw materials are likely to become more important.


 
Food and Nutrition: alcohol
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Chemically alcohols are compounds with the general formula CnH (2n+1)OH. The alcohol in alcoholic beverages is ethyl alcohol (ethanol, C2H5OH); pure ethyl alcohol is also known as absolute alcohol. The energy yield of alcohol is 7 kcal (29 kJ)/gram.

The strength of alcoholic beverages is most often shown as the percentage of alcohol by volume (sometimes shown as % v/v or % ABV). This is not the same as the percentage of alcohol by weight (% w/v) since alcohol is less dense than water: 5% v/v alcohol = 3.96% by weight (w/v); 10% v/v = 7.93% w/v and 40% v/v = 31.7% w/v. See also proof spirit.

 
Food and Fitness: alcohol
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Alcohol (or more precisely ethanol) is a colourless, tasteless, flammable liquid, formed during the fermentation of yeasts. In medicine, it is used as a tincture and antiseptic but its greatest use is in drinks. It is quickly absorbed into the bloodstream from the mouth cavity and stomach. After absorption, it acts as a depressant on the central nervous system. This may have the beneficial effect of reducing feelings of fatigue but it also reduces judgement, self-control, and concentration. Reactions are slowed by alcohol and muscular coordination is impaired. Alcohol also acts as a diuretic, stimulating the kidneys to eliminate more urine which can result in dehydration.

Alcohol can lessen hand tremor and improve performance in ‘aiming’ sports such as archery, fencing, and shooting, but because of its potentially harmful effects, its use is restricted by some sports federations.

Alcohol and its after-effects decrease aerobic fitness. Tests of rugby players showed that those suffering from a hangover 16 hours after drinking alcohol performed on average almost 12 per cent worse than when they had no hangover.

Alcohol is no great friend to the athlete, nor is it to those on a weight-loss diet. Each gram of pure alcohol provides 7 Calories (7000 calories) of energy. In addition, alcoholic beverages often contain sugar and other nutrients, increasing their calorific value. A single measure of spirits contains about 50 Calories, and one pint of lager contains about 170 Calories. Drinking too much alcohol can lead to obesity because some is converted to fat. Despite its relatively high energy content, alcohol is a poor energy source compared with carbohydrate because it cannot be used directly by muscles, and because of its adverse effects. Before it can be used by heart muscle and skeletal muscle, alcohol has to be broken down in the liver to acetate or acetaldehydes. The breakdown is relatively slow which is why alcohol can remain in the bloodstream for several hours. Alcohol can also inhibit the conversion of glycogen to glucose in the liver. If it is ingested during prolonged exercise it can increase the likelihood of hypoglycaemia (abnormally low blood sugar).

Moderate drinking has not been linked to any significant health problems. On the contrary, several studies have shown that it can be beneficial and may reduce the risk of coronary heart disease by preventing platelets in the blood from sticking together. However, chronic, heavy drinking is a significant health risk: it can shrink the brain; it irritates the stomach and small intestine, resulting in malabsorption and deficiencies of vitamins and minerals; it can damage the liver and cause cirrhosis; and it can adversely affect the cardiovascular system, increasing the risk of heart attacks. Heavy drinking is not compatible with a healthy, active lifestyle.

As a general rule the following alcoholic drinks contain roughly the same amount of ethyl alcohol (about 8 grams):

a single measure of whisky or other spirit (about 25 ml)
a glass of wine (125 ml)
a small glass of sherry or other fortified wine (about 80 ml)
half a pint of cider, lager or beer (figure 4).

Figure 4 Alcohol. Each of these glasses contains 1 unit of alcohol
Figure 4 Alcohol. Each of these glasses contains 1 unit of alcohol

These amounts are often said to equal ‘1 unit of alcohol’. Although this guide is useful, it can be misleading because some drinks are stronger than others. You can work out exactly how many units are in a drink by the alcohol percentage on the label:
number of units = % alcohol/1000 × volume in ml
For example, a bottle of claret with 12 per cent alcohol has 9 units (12/1000 × 750). Assuming six glasses to the bottle, each glass will contain 1.5 units.

The safe maximum amounts per week are:

21 units for a man, plus at least 2 days without alcohol
14 units for a non-pregnant woman, plus 2 days without alcohol.

It should be remembered, however, that effects of alcohol depend not only on the amount of consumption, but also on the rate. Drinking more than one glass of wine per hour can damage your liver.

A Scottish study showed that there was no adverse effect on the babies of women who drank up to 8 units a week when they were pregnant. Nevertheless, pregnant women, those planning a pregnancy, and nursing mothers are generally advised to take no alcohol because it can pass from the mother's bloodstream to the baby. The risk is greatest during the early stages of pregnancy when the baby's brain is developing.

 

1. The only alcohol suitable for drinking is ethyl alcohol, a liquid produced by distilling (see distillation) the fermented juice of fruits or grains. Pure ethyl alcohol is clear, flammable and caustic. Water is therefore added to reduce its potency. In the United States, the average amount of alcohol in distilled spirits is about 40 percent (80 proof). Pure alcohol boils at 173°F, water at 212°F. A mixture of the two will boil somewhere between these two temperatures. When cooking with alcohol, remember that the old saw claiming that it "completely evaporates when heated" has been proven invalid by a USDA study. In truth, cooked food can retain from 5 to 85 percent of the original alcohol, depending on various factors such as how and at what temperature the food was heated, the cooking time and the alcohol source. Even the smallest trace of alcohol may be a problem for alcoholics and those with alcohol-related illnesses. Because alcohol freezes at a much lower temperature than water, the amount of alcohol used in a frozen dessert (such as ice cream) must be carefully regulated or the dessert won't freeze. Calorie-wise, a one-and-a-half-ounce jigger of 80-proof liquor (such as Scotch or vodka) equals almost 100 calories, a four-ounce glass of dry wine costs in the area of 85 to 90 calories and a twelve-ounce regular (not light) beer contributes about 150 calories. 2. A general term for any alcoholic liquor.

 
Dental Dictionary: alcohol
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(al′kəhôl)
n

A transparent, colorless liquid that is mobile and volatile. Alcohols are organic compounds formed from hydrocarbons by the substitution of hydroxyl radicals for the same number of hydrogen atoms.

 
Drug Info: Ethanol
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Chemical formula:



Last updated: 7/1/2002

Important Disclaimer: The drug information provided here is for educational purposes only. It is intended to supplement, not substitute for, the diagnosis, treatment and advice of a medical professional. This drug information does not cover all possible uses, precautions, side effects and interactions. It should not be construed to indicate that this or any drug is safe for you. Consult your medical professional for guidance before using any prescription or over the counter drugs.

 

The Cavalier poet Richard Lovelace testifies to the connection between military life and alcohol.

Let others glory follow
In their false riches wallow
And in their grief be merry,
Leave me but love and sherry.


In peacetime alcohol helped blur the boredom of barracks life. British soldiers often drank themselves into insensibility in the ‘wet canteen’. As the 19th century went on reformers helped institute libraries and day rooms where tea and lemonade presented less risk, and the Army Temperance Society encouraged total abstinence. Officers and men on lonely garrison duty were especially vulnerable. The future Union general, Grant, fell victim to drink in the Pacific Northwest, while in the Caucasus Lermontov's character Capt Maxim Maximich, drawn from life, warned: ‘I've gone a whole year without seeing a soul, and if you once take to drinking vodka, you're done.’

Drink also played its part in the bonding process. Anglo-Saxon warriors boasted over their drinking-horns about the deeds they would perform in battle; Capt Stuart Mawson noted ‘a subtle parade of manhood, an unconscious swagger in the manner of drinking’ the night before his battalion dropped on Arnhem in 1944, and Samuel Janney recalled how a night's drinking with his new platoon in Vietnam ‘definitely initiated me’.

But alcohol has played a more spectacular part on the battlefield. British soldiers campaigning in the Low Countries in the 16th century were so impressed by the effects of a nip of genever as to coin the expression ‘Dutch courage’. British civil war armies were well aware of it. In 1643 the parliamentarian governor of Gloucester was reported to give raiding parties ‘as much wine and strong waters as they desired’, and at Preston in 1648 Capt John Hodgson's men had martial zeal revived by ‘a pint of strong waters among several of us’. The two French divisions which attacked the Pratzen plateau at Austerlitz in 1805 had received a triple ration of brandy—nearly half a pint—per man: small wonder that they were reported to ‘burst with eagerness and enthusiasm’.

Drinking helped calm pre-battle nerves. While the forlorn hope waited to assault Badajoz in 1812, Maj O'Hare of the 95th Regiment confided to Capt Jones of the 52nd that he felt depressed. ‘Tut, tut man!’ replied Jones. ‘I have the same sort of feeling, but keep it down with a drop of the cratur’, and passed his calabash. As they endured filthy weather the night before Waterloo, the British drank what they could. A footguards officer reported that with plenty of gin he was ‘wet and comfortable’, while the formidable prize-fighter Cpl John Shaw of the Life Guards rather overdid things and was killed the following day, fighting drunk, after hewing down several Frenchmen. Jack Vahey, regimental butcher of the 17th Lancers, spent the night before Balaclava in 1854 under guard because of over-indulging in commissariat rum, but the next morning he took part in the Charge of the Light Brigade in his bloody overalls, wielding an axe.

The British army issued rum in both world wars. Brig Gen James Jack argued that it was ‘in no sense a battle dope’. It helped men endure the misery of the trenches: an officer told the 1922 War Office shell shock Committee that he did not think the war could have been won without it. Col W. N. Nicholson agreed that rum made life more bearable, but thought that it also blunted the impact of battle and aided recovery from its shock. ‘It is an urgent devil to the Highlander before action, ’ he wrote, ‘[and] a solace to the East Anglian countryman after the fight.’ Rudolf Binding guessed that 50, 000 Germans were the worse for captured drink during the offensive of March 1918, and Stephen Westmann complained that the attack was delayed ‘not for lack of German fighting spirit, but on account of the abundance of Scottish drinking spirit’.

There was a similar pattern in WW II. John Horsfall, an officer in an Irish regiment, acknowledges that ‘We simply kept going on rum. Eventually it became unthinkable to go into action without it.’ Maj Martin Lindsay of the Gordon Highlanders saw some of his comrades get ‘well rummed-up’ and leave for an attack ‘in a state bordering on hilarity’. A German infantryman said that ‘There's as much vodka, schnapps and Terek liquor on the [Eastern] front as there are Paks [anti-tank guns] … Vodka purges the brain and expands the strength.’ Alcohol was often home-made. Aqua-Velva aftershave could be mixed with orange juice to make a Tom Collins, and in both Italy and the Pacific copper piping from crashed aircraft was used by American soldiers to make stills for ‘raisin jack’ or ‘swipe’.

Alcohol has played its part in promoting fighting spirit, but it is far from risk-free. It can inhibit clear thought. The royalist Capt ‘Wicked Will’ Hodgkins launched a successful raid on the parliamentarians but ‘was so loaded with drink that he fell off by the way’, and a parliamentarian gunner in the Lostwithiel campaign of 1644 was too drunk to reload his piece. It may provoke fighting frenzy, but is incompatible with the use of the sophisticated equipment: it was for this reason that the Royal Navy discontinued its rum ration. Lastly, exultation is followed by drop-off, and the combination of exhaustion and hangover is an unenviable one. Yet alcohol is not without merits. Lt Col Alan Hanbury-Sparrow, an infantry officer on the western front, admitted: ‘Certainly strong drink saved you. For the whole of your moral forces were exhausted. Sleep alone could restore them, and sleep, thanks to this blessed alcohol, you got.’ Cdr Rick Jolly, a medical officer in the Falklands war, noted that ‘the traditional use of alcohol’ helped stressed men sleep.

There seems no sign that armed forces' thirst for alcohol has disappeared. If there was little of it in the Gulf war it was because of a rigid Saudi Arabian policy of prohibition, while in the (former) Yugoslavia there have been many painful confrontations between tender constitutions and local slivovitz.

— Richard Holmes

 

Any of a class of common organic compounds that contain one or more hydroxyl groups (-OH) attached to one or more of the carbon atoms in a hydrocarbon chain. The number of other substituent groups (R) on that carbon atom make the alcohol a primary (RCH2OH), secondary (R2CHOH), or tertiary (R3COH) alcohol. Many alcohols occur naturally and are valuable intermediates in the synthesis of other compounds because of the characteristic chemical reactions of the hydroxyl group. Oxidation (see oxidation-reduction) of primary alcohols yields aldehydes and (if taken further) carboxylic acids; oxidation of secondary alcohols, ketones. Tertiary alcohols break down on oxidation. Alcohols generally react with carboxylic acids to produce esters. They may also be converted to ethers and olefins. Products of these numerous reactions include fats and waxes, detergents, plasticizers, emulsifiers, lubricants, emollients, and foaming agents. Ethanol (grain alcohol) and methanol (wood alcohol) are the best-known alcohols with one hydroxyl group. Glycols (e.g., ethylene glycol, or antifreeze) contain two hydroxyl groups, glycerol three, and polyols three or more. See also alcoholic beverage, alcoholism.

For more information on alcohol, visit Britannica.com.

 

Any of a large group of organic compounds derived from hydrocarbons in which a hydrogen atom has been replaced by a hydroxyl (-OH) group. The alcohol commonly used in drinks is ethyl alcohol or ethanol (C2H5OH), a colourless, tasteless liquid, formed during the fermentation of yeast. In medicine, alcohol is used as a solvent and an antiseptic. As a drink, it is rapidly absorbed into the bloodstream from the buccal cavity and stomach. After absorption, alcohol acts as a depressant of the central nervous system, reducing feelings of fatigue, but also adversely affecting judgement, self-control, and concentration. Reactions are slowed and muscular coordination impaired. Alcohol is broken down in the liver to acetate, a potential source of fuel for cardiac and skeletal muscle, which has an energy value of about 7 kcal g−1. Alcohol interacts harmfully with some drugs, including antihistamines and many analgesics. A moderate intake of alcohol may reduce the risk of coronary heart disease, but excessive chronic use may result in cirrhosis of the liver, and damage to the kidneys and heart. In sport, alcohol has been used as a mild tranquillizer by archers and as an energy source for cyclists. However, it interferes with the release of antidiuretic hormone, causing the body to excrete more urine and increasing the risk of dehydration when exercising in hot environments. In cold environments, alcohol may increase the risk of hypothermia by causing blood vessels in the skin to dilate. It is generally accepted that heavy drinking is not compatible with serious sport participation. Alcohol (ethanol) is on the World Anti-Doping Agency's 2005 Prohibited List. It is considered prohibited when in-competition blood levels exceed the doping violation threshold of the relevant sports Federation. The following lists the doping threshold for each Federation aeronautic, FAI (0.20 g l−1); archery, FITA (0.10 g l−1), automobile, FIA (0.10 g l−1) billiards, WCBS (0.20 g l−1); boules, CMSB (0.20 g l−1); karate, WKF (0.10 g l−1); modern pentathlon, UIPM (0.10 g l−1) for disciplines involving shooting; motorcycling, FIM (0.00 g l−1); skiing, FLS (0.10 g l−1). Alcohol is classified in the Prohibited List as a ‘specified substance'. Specified substances are so generally available that it is easy for an athlete to unintentionally violate anti-doping rules. Doping violations involving a specified substance, such as a alcohol, may result in a reduced sanction if the athlete can establish that its use was not intended to enhance sport performance. Use of alcohol is banned at some sports venues (such as Scottish soccer grounds) because of its association with crowd violence.

 
alcohol, any of a class of organic compounds with the general formula R[sbond]OH, where R represents an alkyl group made up of carbon and hydrogen in various proportions and [sbond]OH represents one or more hydroxyl groups. In common usage the term alcohol usually refers to ethanol. The class of alcohols also includes methanol; the amyl, butyl, and propyl alcohols; the glycols; and glycerol. An alcohol is generally classified by the number of hydroxyl groups in its molecule. An alcohol that has one hydroxyl group is called monohydric; monohydric alcohols include methanol, ethanol, and isopropanol. Glycols have two hydroxyl groups in their molecules and so are dihydric. Glycerol, with three hydroxyl groups, is trihydric. The monohydric alcohols are further classified as primary, secondary, or tertiary according to the number of carbon atoms bonded to the carbon atom to which the hydroxyl group is bonded. Many of the properties and reactions characteristic of alcohols are due to the electron charge distribution in the C[sbond]O[sbond]H portion of the molecule (see chemical bond). Chemical reactions involving the hydroxyl group in an alcohol molecule include: those in which the hydroxyl group is replaced as a whole, e.g., reaction of ethanol with hydrogen iodide to form ethyl iodide and water; those in which only the hydrogen in the hydroxyl group is replaced, e.g., the reaction of ethanol with sodium, an active metal, to form sodium ethoxide and hydrogen; and those in which the carbon-oxygen bond becomes a double bond to form an aldehyde or ketone depending on whether it is a primary or secondary alcohol. Alcohols are generally less volatile, have higher melting points, and are more soluble in water than the corresponding hydrocarbons (in which the [sbond]OH group is replaced with hydrogen). For example, at room temperature methanol is a liquid, while methane is a gas.


 

The word "alcohol" is derived from the Arabic word al kuhul, meaning 'essence'. The favorite mood-altering drug in the United States, as in almost every human society, continues to be alcohol. One of the reasons for the significant use of alcohol and its health impact is its feature of being (along with nicotine) a legally available drug of abuse and dependence.

Our knowledge of alcohol rests on a heritage of myth and speculation. Many health benefits have been attributed to alcohol by ancient healers who saw ethanol as the elixir of life, but almost none of its positive benefits have stood the test of time. Alcoholic beverages have been revered, more than any other substance, as mystical and medicinal agents. In recent years, however, we have stripped away much of the mystery surrounding alcohol and now recognize it as a drug with distinct pharmacological effects. However, one of the reasons that beverages containing alcohol continue to be consumed is related to the folklore and history that surround its many combinations with other flavors and its many sources of fermentation and distillation.

Chemist's View

Today one thinks of alcohol and alcoholic spirits as being synonymous, yet to a chemist an alcohol is any of an entire class of organic compounds containing a hydroxyl (OH) group or groups. The first member of its class, methyl alcohol or methanol, is used commercially as a solvent. Isopropyl alcohol, also known as rubbing alcohol, serves as a drying agent and disinfectant. Ethyl alcohol or ethanol shares these functions but differs from other alcohols in also being suitable as a beverage ingredient and intoxicant. Ethanol also differs from other alcohols in being a palatable source of energy and euphoria. It is a small, un-ionized molecule that is completely miscible with water and also somewhat fat-soluble. The remainder of this article pertains to ethanol, but refers to it simply as alcohol.

Biology of Production

Making alcoholic beverages dates back at least eight thousand years; for example, beer was made from cereal mashes in Mesopotamia in 6000 B.C.E. and wine in Egypt in 3700 B.C.E.

Ethyl alcohol is actually a by-product of yeast metabolism. Yeast is a fungus that feeds on carbohydrates. Yeasts are present ubiquitously. For example, the white waxy surface of a grape is almost entirely composed of yeast. When, for example, the skin of a berry is broken, the yeast acts quickly and releases an enzyme that, under anaerobic conditions, converts the sugar (sucrose, C12H22O11) in the berry into carbon dioxide (CO2) and alcohol (C2H5OH). This process is known as fermentation (if the mixture is not protected from air, alcohol turns into acetic acid, producing vinegar). When cereal grains and potatoes are used, each requires a sprouting pretreatment (malting) to hydrolyze starch, during which diastase enzymes are produced that break down starches to simple sugars that the yeast, which lacks these enzymes, can anaerobically convert to alcohol. This process makes the sugar available for the fermentation process. The yeast then continues to feed on the sugar until it literally dies of acute alcohol intoxication.

Because yeast expires when the alcohol concentration reaches 12 to 15 percent, natural fermentation stops at this point. In beer, which is made of barley, rice, corn, and other cereals, the fermentation process is artificially halted somewhere between 3 and 6 percent alcohol. Table wine contains between 10 and 14 percent alcohol, the limit of yeast's alcohol tolerance. This amount is insufficient for complete preservation, and thus a mild pasteurization is applied.

Distillation, which was discovered about 800 C.E.in Arabia, is the man-made process designed to take over where the vulnerable yeast fungus leaves off. The distilled, or hard, liquors, including brandy, gin, whiskey, scotch, bourbon, rum, and vodka, contain between 40 and 75 percent pure alcohol. Dry wines result when nearly all the available sugar is fermented. Sweet wines still have unfermented sugar. Pure alcohol also is added to fortify wines such as port and sherry. This addition boosts their percentage of alcohol to 18 or 20 percent (such wines do not require further pasteurization). "Still wines" are bottled after complete fermentation takes place. Sparkling wines are bottled before fermentation is complete so that the formed CO2 is retained. "White" wines are made only from the juice of the grapes; "reds" contain both the juice and pigments from skins.

The percentage of alcohol in distilled liquors commonly is expressed in degrees of "proof" rather than as a percentage of pure alcohol. This measure developed from the seventeenth-century English custom of "proving" an alcoholic drink was of sufficient strength. This was accomplished by mixing it with gunpowder and attempting to ignite it. If the drink contained 49 percent alcohol by weight (or 57 percent by volume), it could be ignited. Thus, proof is approximately double the percentage of pure alcohol (an 86 proof whiskey is 43 percent pure alcohol).

Pure alcohol is a colorless, somewhat volatile liquid with a harsh, burning taste, which is used widely as a fuel or as a solvent for various fats, oils, and resins. This simple and unpalatable chemical is made to look, taste, and smell appetizing by combining it with water and various substances called congeners (pharmacologically active molecules other than ethanol, including higher alcohols and benzene). Congeners make bourbon whiskey taste different from Scotch whiskey, distinguish one brand of beer from another, give wine its "nose" and sherry its golden glow. In trace amounts, most congeners are harmless, but their consumption has been linked to the severity of hangovers and other central nervous system symptoms that include sleepiness.

Use in Food Products

Wines, liqueurs, and distilled spirits are used to prepare main dishes, sauces, and desserts, creating new and interesting flavors. The presence of alcohol in significant amounts affects the energy value of a food. Alcohol is rich in energy (29 kJ/g, or 7.1 kcal/g). It is assumed that, because of its low boiling point, alcohol is evaporated from foods during cooking. However, almost 4 to 85 percent of alcohol can be retained in foods. Foods that require heating for prolonged periods (over two hours—for example, pot roast), retain about 4–6 percent; foods like sauces (where alcohol is typically added after the sauce has been brought to a boil) may retain as much as 85 percent.

Alcohol and Malnutrition

Alcoholism is a major cause of malnutrition. The reasons are threefold. First, alcohol interferes with central mechanisms that regulate food intake and causes food intake decreases. Second, alcohol is rich in energy (7.1 kcal/g), and like pure sugar most alcoholic beverages are relatively empty of nutrients. Increasing amounts of alcohol ingested lead to the consumption of decreasing amounts of other foods, making the nutrient content of the diet inadequate, even if total energy intake is sufficient. Thus chronic alcohol abuse causes primary malnutrition by displacing other dietary nutrients. Third, gastrointestinal and liver complications associated with alcoholism also interfere with digestion, absorption, metabolism, and activation of nutrients, and thereby cause secondary malnutrition.

It is important to note that although ethanol is rich in energy, its chronic consumption does not produce the expected gain in body weight. This may be attributed, in part, to damaged mitochondria and the resulting poor coupling of oxidation of fat metabolically utilizable with energy production. The microsomal pathways that oxidize ethanol may be partially responsible. These pathways produce heat rather than adenosine triphosphate (ATP) and thereby fail to couple ethanol oxidation to useful energy-rich intermediates such as ATP. Thus, perhaps because of these energy considerations, alcoholics with higher total caloric intake do not experience expected weight gain despite physical activity levels similar to those of the non-alcohol-consuming overweight population.

Absorption and Metabolism

Unlike foods, which require time for digestion, alcohol needs no digestion and is absorbed quickly. The presence of food in the stomach delays emptying, slowing absorption that occurs mainly in the upper small intestine.

Only 2 to 10 percent of absorbed ethanol is eliminated through the kidneys and lungs; the rest is metabolized, principally in the liver. A small amount of ethanol also is metabolized by gastric alcohol dehydrogenase (ADH) [first-pass metabolism (FPM)]. This FPM explains why, for any given dose of ethanol, blood levels are usually higher after an intravenous dose than following a similar amount taken orally. FPM is partly lost in the alcoholic.This lost function is due to decreased gastric ADH activity. Premenopausal women also have less of this gastric enzyme than do men. This difference partially explains why women become more intoxicated than men when each consume similar amounts of alcohol.

Hepatocytes are the primary cells that oxidize alcohol at significant rates. This hepatic specificity for ethanol oxidation, coupled with ethanol's high energy content and the lack of effective feedback control of alcohol hepatic metabolism, results in the displacement of up to 90 percent of the liver's normal metabolic substrates.

Oxidation. Hepatocytes contain three main pathways for ethanol metabolism. Each pathway is localized to a different subcellular compartment: (1) the alcohol dehydrogenase (ADH) pathway (soluble fraction of the cell); (2) the microsomal ethanol oxidizing system (MEOS) located in the endoplasmic reticulum; and (3) catalase located in the peroxisomes. Each of these pathways produces specific toxic and nontoxic metabolites. All three result in the production of acetaldehyde (CH3CHO), a highly toxic metabolite. The MEOS may account for up to 40 percent of ethanol oxidation. Normally, the role of catalase is small. It is not discussed further here.

  1. The ADH pathway. The oxidation of ethanol by the ADH results in the production of acetaldehyde (CH3CHO) and the transformation of nicotinamide adenine dinucleotide (NAD) to nicotinamide adenine dinucleotide-reduced form (NADH). Substantial levels of acetaldehyde can result in skin flushing. Regeneration of NAD from NADH is the rate-limiting step in this ADH pathway of alcohol metabolism. It can metabolize approximately 13 to 14 grams of ethanol per hour (the amount in a typical drink). This rate is observed when blood alcohol concentrations reach 10 mg/dL. The large amounts of reducing equivalents that are generated by the alcohol oxidation overwhelm the hepatocyte's ability to maintain homeostasis and as a consequence a number of metabolic abnormalities ensue. Increased NADH, the primary form of reducing equivalents, promotes fatty acid synthesis, opposes lipid oxidation, and results in fat accumulation.
  2. MEOS. This pathway also converts a portion of ethanol to acetaldehyde. Cytochrome P4502E1 (CYP2E1) is the responsible enzyme. As other microsomal oxidizing systems, this system also is inducible, that is, it increases in activity in the presence of large amounts of the target substrate. This induction contributes to the metabolic tolerance to ethanol that develops in alcoholics. This tolerance, however, should not be confused with protection against alcohol's toxic effects. It is important to note that, even though larger amounts of alcohol may be metabolized by individuals when this capability has been induced fully, most of alcohol's harmful effects remain unabated.

Physiological Effects At Different Levels

Beneficial effects. A large variety of alcoholic beverages are available, and most people can find at least one that provides gustatory and other pleasures. Alcohol is said to reduce tension, fatigue, anxiety, and pressure and to increase feelings associated with relaxation. It also has been claimed that drinking in moderation may lower the risk of coronary heart disease (mainly among men over 45 and women over age 55), but whether that putative protection is due primarily to the alcohol or some other associated factors, such as lifestyle, remains controversial. Moderate alcohol consumption provides no health benefit for younger people, and in fact may increase risks to alcohol's ill effects because the potential for alcohol abuse increases when drinking starts at an early age.

Harmful effects. The problems of individuals who occasionally become drunk differ from those who experience drinking binges at regular intervals.

"Acute" harmful effects of alcohol intoxication: Occasional excess drinking can cause nausea, vomiting, and hangovers (especially in inexperienced drinkers). The acute neurological effects of alcohol intoxication are dose-related. These progress from euphoria, relief from anxiety, and removal of inhibitions to ataxia, impaired vision, judgment, reasoning, and muscle control. When alcohol intakes continue after the appearance of these signs and symptoms, progress to lethal levels occurs very quickly, resulting in the anesthetization of the brain's circulatory and respiratory centers.

"Chronic" harmful effects of alcohol excess: Chronic excessive alcohol consumption can affect adversely virtually all tissues. Alcoholics have a mortality and suicide rate 2½ times greater, and an accident rate 7 times greater than average. Some of the dire consequences that are associated with alcohol abuse are:

  1. Cardiovascular problems. Alcohol causes vasodilation of peripheral vessels (causing flushing), vasoconstriction (producing resistance to the flow of blood and increasing work load on the heart) and alcoholic cardiomyopathy (characterized by myocardial fiber hypertrophy, fibrosis, and congestive heart failure).
  2. Cancer. Alcohol increases the risk of alimentary, respiratory tract, and breast cancers.
  3. Liver disease. Alcohol can result in fatty liver, hepatitis, and cirrhosis.
  4. Central nervous system disorders. Alcohol causes premature aging of the brain. Blackouts may occur (for example, those affected walk, talk, and act normally and appear to be aware of what is happening, yet later have no recollection of events experienced during the blackout).
  5. Gastrointestinal disorders. Alcohol increases risk of esophageal varices, gastritis, and pancreatitis.
  6. Metabolic alterations. Alcohol increases nutritional deficiencies (primary and secondary), and adversely affects absorption and utilization of vitamins. It impairs the intestinal absorption of B vitamins, notably thiamin, folate, and vitamin B12. Wernicke's encephalopathy also may occur. This condition is the result of severe thiamine deficiency. It is characterized by visual disorders, ataxia, confusion, and coma.
  7. Immunological disorders. Alcohol decreases immunity to infections and impairs healing of injuries.
  8. Others. Alcohol causes personality changes, sexual frigidity or impotency, sleep disturbances, and depression.

Treatment

There are two major approaches that are used in the treatment of alcohol abuse: (1) correction of the medical, nutritional, and psychological problems; and (2) the alleviation of dependency on alcohol. Many sedatives or tranquilizers (for example, chlordiazepoxide) are effective in controlling minor withdrawal symptoms such as tremors. More serious symptoms include delirium tremens and seizures. For treatment of alcohol dependence, the anticraving agent naltrexone has shown promising results. Nutritional deficiency, such as lack of thiamine or magnesium, when present, must be corrected. Psychological approaches such as the twelve steps of Alcoholics Anonymous are also effective in achieving more sustained abstinence. These approaches, although helpful, too often come too late to revert the liver to its normal state. Other approaches, such as those focusing on prevention (utilizing biochemical markers), screening (through use of improved blood tests), and early detection are needed to impact on the prevalence of liver disease. The correction of nutritional deficiencies and supplementation with other substrates that may be produced in abnormally low quantities by affected patients, for example, S-adenosylmethionine (SAMe) and polyunsaturated lecithin have been shown to offset some of the adverse manifestations of alcohol's toxic effects. These and others are now being tested in humans.

Conclusion

Alcoholism, an addiction to heavy and frequent alcohol consumption, is a major public health issue. However, many believe that this condition does not attract attention that it merits from either the public or the health professions. Alcoholism is a multifaceted problem that cannot be solved by any single approach. The "consumption control approach" is a worthwhile endeavor with proven efficacy, but consumption control efforts by themselves are not sufficient. Prevention of alcohol misuse before it occurs also can be beneficial. Another prevention strategy includes establishing standards and guidelines for advertising and emphasizing responsibility and moderation in the serving and consumption of alcohol. "Behavioral" approaches focus on recognition of social and psychological factors and their correction. Finally, the "disease-control" approach provides new insights. Continued research into the pathophysiology of alcohol-induced disorders increases understanding of the condition and provides prospects of earlier recognition, and improved efforts for its early prevention and treatment, prior to the medical and social disintegration of its victims. By combining all of these approaches, chances to alleviate the suffering of the alcoholic are multiplied in a positively synergistic manner and the public health impact of alcoholism on our society can be minimized.

Bibliography

Lieber, Charles S. Medical and Nutritional Complications of Alcoholism: Mechanisms and Management. New York: Plenum, 1992.

Lieber, Charles S. "Medical Disorders of Alcoholism." New England Journal of Medicine 333 (1995): 1058–1065.

Lieber, Charles S. "Alcohol: Its Metabolism and Interaction with Nutrients." Annual Reviews in Nutrition 20 (2000): 395–430.

—Khursheed P. Navder; Charles S. Lieber

 
Law Encyclopedia: Alcohol
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This entry contains information applicable to United States law only.

A Congressman was once asked by a constituent to explain his attitude toward whiskey. "If you mean the demon drink that poisons the mind, pollutes the body, desecrates family life, and inflames sinners, then I'm against it," the Congressman said. "But if you mean the elixir of Christmas cheer, the shield against winter chill, the taxable potion that puts needed funds into public coffers to comfort little crippled children, then I'm for it. This is my position, and I will not compromise."

The legal history of alcohol in the United States closely parallels the economic and social trends that shaped the country. The libertarian philosophy that ignited the Whiskey Rebellion was born in the American Revolution. Shifting concerns about morality and family harmony that were characteristic of the industrial revolution inspired the temperance movement and brought about Prohibition, which began with the passage of the Eighteenth Amendment to the Constitution in 1919 and ended with its repeal in 1933. The return of legalized drinking in the United States led to renewed discussion of the many health and safety issues associated with alcohol consumption. Over the years, the states have addressed these issues through a variety of laws, such as those dealing with a minimum age for the purchase or consumption of alcohol, the labeling of alcoholic beverages, and drunk driving. Private litigants have expanded protections against harm from alcohol through tort actions, and various groups, both national and local, continue to lobby for increased legislation and higher penalties for alcohol-related acts that lead to injury.

Historical Background of Alcohol in the United States

Drink is in itself a good creature of God, and to be received with thankfulness, but the abuse of drink is from Satan, the wine is from God, but the Drunkard is from the Devil. (Increase Mather, Puritan clergyman, Wo to Drunkards [1673])

Alcoholic beverages have been consumed in the United States since the days of Plymouth Rock. Beer and wine were staples on the ships carrying settlers to the New World. However, debate and controversy have surrounded alcohol consumption throughout the nation's history.

In colonial times, water and milk were scarce and susceptible to contamination or spoilage, and tea and coffee were expensive. The Pilgrims turned to such alternatives as cider and beer, and, less frequently, whiskey, rum, and gin. In 1790, per capita consumption of pure alcohol, or absolute alcohol, was just under six gallons a year. (Pure alcohol constitutes only a small percentage of an alcoholic drink. For example, if a beverage contains 10 percent alcohol by volume, one would have to drink ten gallons of it to consume one gallon of pure alcohol.)

Although the majority of the colonists drank alcohol regularly, strong community social strictures curbed any tendency toward immoderation. Drunken behavior was dealt with by emphasizing the need to restore community harmony and stability, rather than by imposing punishment.

Alcohol consumption continued without much controversy until after the Revolutionary War when whiskey and other distilled spirits became valuable commercial commodities. When Congress imposed an excise tax on the farmers who produced liquor in the 1790s, they resisted paying the tax. Their resistance became known as the Whiskey Rebellion, a protest movement of farmers who felt the tax placed an undue burden on their commercial activities.

Before the nineteenth century, farming was the predominant occupation, and although it involved grueling work, it did not demand precision or speed. The industrial revolution brought millions of workers into factories where efficiency, dexterity, and rigid scheduling were necessary. With these economic changes came a shift in societal attitudes toward alcohol. Gone was the time when people considered the midday liquor break a benign diversion.

The Temperance Movement

'Mid pleasures and palaces, though we may roam, Be it ever so humble, there's no place like home. But there is the father lies drunk on the floor, The table is empty, the wolf's at the door, And mother sobs loud in her broken-back'd chair, Her garments in tatters, her soul in despair. (Nobil Adkisson, Ruined by Drink [c. 1860])

As the United States entered the industrial age, attitudes about alcohol consumption gradually changed. A moralistic and punitive view of alcohol replaced the laissez-faire attitudes of earlier times. What had been the "good creature of God" in the eighteenth century became the "demon rum" of the nineteenth.

The U.S. temperance movement emerged around 1826 with the formation of the American Society for the Promotion of Temperance, later called the American Temperance Society. In the 1840s, the society began crusading for complete abstinence from alcohol. Dissemination of the temperance message caused a fall in per capita consumption of pure alcohol from a high of over seven gallons a year in 1830 to just over three in 1840, the largest ten-year drop in U.S. history. By the outbreak of the Civil War, thirteen states, beginning with Maine in 1851, had adopted some form of prohibition as law.

Other temperance organizations became prominent during the middle to late 1800s. In 1874, the Woman's Christian Temperance Union (WCTU) was founded. The only temperance organization still in operation, the WCTU has worked continuously since its inception to educate the public and to influence policies that discourage the use of alcohol and other drugs. In 1990, the group was nominated for a Nobel Peace Prize.

In 1869, the antialcohol movement created its own political party — the National Prohibition party — devoted to a single goal: to inspire legislation prohibiting the manufacture, transportation, and sale of alcoholic beverages. The party made modest showings in state elections through the 1860s and 1870s, and reached its peak of popular support in 1892 when John Bidwell won almost 265,000 votes in his bid for the presidency. The Prohibition party's main effect was its influence on public policy. It succeeded in placing Prohibition planks into many state party platforms and was a potent impetus behind passage of the Eighteenth Amendment.

One of the most powerful forces in the Prohibition movement was the Anti-Saloon League, a nonpartisan group founded in 1893 by representatives of temperance societies and evangelical Protestant churches. The Anti-Saloon League, unlike the Prohibition party, worked within established political parties to support candidates who were sympathetic to the league's goals. By 1916, the league, with the help of the Prohibition party and the WCTU, had sent enough sympathetic candidates to Congress to ensure action on a Prohibition amendment to the Constitution.

Prohibition

Prohibition is an awful flop. We like it. It can't stop what it's meant to stop. We like it. It's left a trail of graft and slime It don't prohibit worth a dime It's filled our land with vice and crime, Nevertheless, we're for it. (Franklin P. Adams, quoted in Era of Excess)

In December 1917, the temperance movement achieved its goal when Congress approved the Eighteenth Amendment, which prohibited the manufacture, sale, transportation, importation, or exportation of intoxicating liquors from or to the United States or its territories. The amendment was sent to the states, and by January 1919 it was ratified. In January 1920, the United States became officially dry.

The demand for liquor did not end with Prohibition, however. Those willing to violate the law saw an opportunity to fill that demand and become wealthy in the process. Illegal stills produced the alcohol needed to make "bathtub gin." Rum and other spirits from abroad were commonly smuggled into the country from the east and northwest coasts, and illegal drinking establishments, known as speakeasies or blind pigs, proliferated. The illicit production and distribution of alcohol, called bootlegging, spawned a multibillion-dollar underworld business run by a syndicate of criminals.

Perhaps the most famous of the bootleggers was Al Capone, who ran liquor, prostitution, and racketeering operations in Chicago — one of the wettest of the wet towns. At the height of his power in the mid-1920s, Capone made hundreds of millions of dollars a year. He employed nearly a thousand people and enjoyed the cooperation of numerous police officers and other corrupt public officials who were willing to turn a blind eye in return for a share of his profits. For years, Capone and others like him evaded attempts to shut down their operations. Capone's reign finally ended in 1931 when he was convicted of income tax evasion.

Historians differ about the success of Prohibition. Some feel that the effort was a ludicrous failure that resulted in more severe social problems than had ever been associated with alcohol consumption. Others point to ample evidence that Prohibition, although never succeeding in making the country completely dry, dramatically changed U.S. drinking habits. Per capita consumption at the end of Prohibition had fallen to just under a gallon of pure alcohol a year, and accidents and deaths attributable to alcohol had declined steeply.

Although Prohibition enjoyed widespread popular support, a substantial minority of U.S. citizens simply ignored the law. Also, although Prohibition unquestionably fostered unprecedented criminal activity, many people were concerned that the government's enforcement efforts unduly intruded into personal privacy. In cases such as Carroll v. United States, 267 U.S. 132, 45 S. Ct. 280, 69 L. Ed. 543 (1925), the Supreme Court indicated its willingness to stretch the limits of police power in order to enforce Prohibition. In Carroll, the Court held that federal agents were justified in conducting a warrantless search of an automobile, because they had probable cause to believe it contained illegal liquor.

Concerns over diminished liberties led to feelings that Prohibition was too oppressive a measure to impose upon an entire nation. This sentiment was bolstered by arguments that the production and sale of alcohol were profitable enterprises that could help bolster the nation's depressed economy. By the beginning of the 1930s, after little more than a decade as law, Prohibition lost its hold on the U.S. conscience. The promise of jobs and increased tax revenues helped the anti-Prohibition message recapture political favor. The Twenty-first Amendment, repealing Prohibition, swept through the necessary thirty-six-state ratification process, and the "noble experiment" ended on December 5, 1933.

Post-Prohibition Regulation and Control

The repeal of Prohibition forced states to address once more the dangers posed by excessive alcohol consumption. The risks are well documented: figures compiled in 1990 indicate that as many as 10.5 million U.S. citizens are alcohol dependent and an additional 7.2 million drink heavily enough to cause impaired health and social functioning. Mothers against Drunk Driving (MADD) reported in 1995 that over eighteen thousand alcohol-related traffic deaths occur each year in the United States. Alcohol is the most widely used drug among teenagers and is linked to juvenile crime, health problems, suicide, date rape, and unwanted pregnancy. Alcohol-related traffic accidents are the leading cause of death among fifteen- to twenty-four-year-olds.

In the face of rising concerns about liquor consumption and personal injury, many states chose to regulate alcohol through dramshop laws. A dramshop is any type of drinking establishment where liquor is sold for consumption on the premises. Dramshop statutes impose liability on sellers of alcoholic beverages for injuries caused by an intoxicated patron. Under such statutes, a person injured by a drunk patron sues the establishment where the patron was served. The purpose of dramshop laws is to hold responsible those who enjoy economic benefit from the sale of liquor, thereby ensuring that a loss is not borne solely by an innocent victim (as when the intoxicated person who caused the injuries has no assets and no insurance).

The first dramshop law, enacted in Wisconsin in 1849, required saloons or taverns to post a bond for expenses that might result from civil lawsuits against their patrons. Many states followed Wisconsin's lead, and dramshop laws were prominent until the 1940s, 1950s, and 1960s, when most were repealed. However, the 1980s brought renewed concern over the consequences of overindulgence in alcohol, and public pressure led to the passage of new dramshop statutes. By 1993, thirty-six states had imposed some form of liability on purveyors of alcoholic beverages for injuries caused by their customers.

All states and the District of Columbia also regulate the sale of liquor to minors or to individuals who are intoxicated. Challenges to the age restriction on equal protection grounds have been unsuccessful.

Along with statutory measures, most courts have also recognized a common-law cause of action against alcohol vendors for the negligent sale of alcohol. In Rappaport v. Nichols, 31 N.J. 188, 156 A.2d 1 (1959), the court held that a tavern could be held liable for the plaintiff's husband's death after the tavern served an intoxicated minor who caused the accident that killed the man. The court relied on the public policy concerns underlying liquor control laws. Such laws are intended to protect the general public as well as minors or intoxicated persons, the court reasoned, and therefore the tavern should be held liable if its negligence was a substantial factor in creating the circumstances that led to the husband's death. Under Rappaport, serving as well as consuming alcohol can be construed to be the proximate cause of an injury. A majority of jurisdictions now follow the Rappaport court's reasoning.

In determining the extent of an alcohol vendor's liability, a growing number of courts apply comparative negligence principles. Comparative negligence assesses partial liability to a plaintiff whose failure to exercise reasonable care contributes to his or her own injury. In Lee v. Kiku Restaurant, 127 N.J. 170, 603 A.2d 503 (1992), and Baxter v. Noce, 107 N.M. 48, 752 P.2d 240 (1988), the plaintiffs sued under dramshop statutes for injuries suffered when they rode with drunk drivers. The courts in both cases recognized the importance of dramshop statutes in protecting innocent victims of drunk behavior. However, they also recognized the need to hold individuals responsible to some degree for their own safety. Under comparative negligence, which divides liability among the parties in accordance with each party's degree of fault, both goals are achieved.

A few courts have extended liability for injuries to social hosts who serve a minor or an intoxicated guest. In Kelly v. Gwinnell, 96 N.J. 538, 476 A.2d 1219 (1984), the New Jersey Supreme Court found both the host and the guest jointly liable when the guest had an accident after drinking at the host's house. The court based the host's liability on his continuing to serve alcoholic beverages to the guest when he knew the guest was intoxicated and likely to drive a car. Similarly, in Koback v. Crook, 123 Wis.2d 259, 366 N.W.2d 857 (1985), the Wisconsin Supreme Court held that a social host was negligent for serving liquor to a minor guest at a graduation party. The guest was later involved in a motorcycle accident in which the plaintiff was injured. However, the Ohio Supreme Court refused to extend liability to the social host in Settlemyer v. Wilmington Veterans Post No. 49, 11 Ohio St. 3d 123, 464 N.E.2d 521 (1984). The court in Settlemyer held that assigning liability to a social host is a matter better left to the legislature.

All states and many local governments regulate the sale of alcohol through the issuance of licenses. These licenses limit the times and locations where liquor sales can take place. The government also regulates alcohol through taxation. Current taxes on liquor serve the same dual purpose as did the first excise tax on liquor when it was proposed by Alexander Hamilton in 1791: they provide a source of revenue for the government and, theoretically, discourage overindulgence. Enforcement of the laws regulating and taxing alcohol is carried out by the Bureau of Alcohol, Tobacco, and Firearms (ATF), an agency of the U.S. Department of the Treasury. The collection of alcohol revenues is important to the federal government: in 1993, liquor taxes exceeded $7.2 billion.

During the 1980s and 1990s, public awareness of the dangers of alcohol led to a number of changes in the law. Groups such as MADD and Students against Drunk Driving (SADD) pressured state legislatures to greatly increase enforcement and penalties for driving while intoxicated. Likewise, increased knowledge about the physical consequences of alcohol consumption led to the imposition of a duty on the part of liquor manufacturers to warn consumers that their product may be hazardous.

Before 1987, manufacturers of alcoholic beverages were immune from civil liability for injuries resulting from the use of liquor. Garrison v. Heublein, Inc., 673 F.2d 189 (7th Cir. 1982), held that the defendant did not have a duty to warn the plaintiff of the dangers of its product. The court stated that the dangers inherent in the use of alcohol are "common knowledge to such an extent that the product cannot objectively be considered to be unreasonably dangerous." Garrison was followed by other jurisdictions until 1987 when Hon v. Stroh Brewery, 835 F.2d 510 (3d Cir. 1987), signaled a shift in judicial sentiment. In Hon, the plaintiff's twenty-six-year-old husband died of pancreatitis attributable to his moderate consumption of alcohol over a six-year period. The plaintiff alleged that the defendant's products were "unreasonably dangerous" because consumers were not warned of the lesser-known dangers of consumption. The court, relying on the Restatement (Second) of Torts § 402A, held that a product is defective if it lacks a warning sufficient to make it safe for its intended purpose. Since the general public is unaware of all the health risks associated with liquor consumption, the court found the defendant liable for failing to warn the plaintiff. The reasoning in Hon has been followed in other cases, including Brune v. Brown-Forman Corp., 758 S.W.2d 827 (Tex. Ct. App. 1988), where the court found that the defendant's product was unreasonably dangerous because it bore no warning about the dangers of excessive consumption. The plaintiff's daughter, a college student, died after consuming fifteen shots of tequila over a short period of time.

The duty of liquor manufacturers to warn consumers of the hazards of drinking was codified when Congress passed the Alcoholic Beverage Labeling Act of 1988 (27 U.S.C.A. § 215). The act requires all alcoholic beverage containers to bear a clear and conspicuous label warning of the dangers of alcohol consumption.

The United States' long history of ambivalence toward the consumption of alcoholic beverages shows no sign of abating. At the same time that manufacturers are required to warn consumers about the health risks inherent in liquor, some medical studies indicate that some health benefits may be associated with moderate imbibing.

See: Alcohol, Tobacco and Firearms, Bureau of; Automobiles; Automobile Searches; Capone, Alphonse; Dramshop Acts; Eighteenth Amendment; Organized Crime; Product Liability; Prohibition; Temperance Movement; Twenty-First Amendment; Whiskey Rebellion.

 

[AL-kuh-hawl] Alcohol is the intoxicating element produced by the yeast fermentation of certain carbohydrates-the sugar in fruit, in the instance of wine. If a wine is fully fermented, from 40 to 45 percent of the grapes' sugar content is converted into carbon dioxide and from 55 to 60 percent is converted into ethyl alcohol (the only alcohol suitable for drinking). Therefore, a wine whose grapes were picked at 23° brix will end up with 12.6 to 13.8 percent alcohol if vinified completely dry. Ethyl alcohol, also known as ethanol, lends little if any flavor to wine but must be present in the right proportion to give wine a desirable balance. Wine with a low alcohol level might be too sweet because not enough of the grape's sugar was converted. This results in residual sugar an undesirable trait in some wines. Wines with excessive alcohol are characterized by a burning sensation in the mouth and are, in fact, referred to as hot. Wines with full, concentrated fruit flavors can withstand higher alcohol levels without becoming hot; more delicate wines don't fare as well. See also alcohol by volume.

 

1. any organic compound containing the hydroxy (−OH) functional group except those in which the OH group is attached to an aromatic ring, which are called phenols. Alcohols are classified as primary, secondary or tertiary according to whether the carbon atom to which the OH group is attached is bonded to one, two or three other carbon atoms and as monohydric, dihydric or trihydric according to whether they contain one, two or three −OH groups; the latter two are called diols and triols, respectively.
2. common name for ethyl alcohol (ethanol). See also alcoholic.

  • absolute a. — ethyl alcohol free from water and impurities.
  • complex plant a. — includes cicutoxin, oenanthotoxin, tremetol, all toxic, causing heavy mortalities and signs including incoordination, tremor, convulsions, vomiting.
  • denatured a. — ethyl alcohol made unfit for consumption by the addition of substances known as denaturants. Although it should never be taken internally, denatured alcohol is widely used on the skin as a cooling agent and skin disinfectant.
  • ethoxylate a. detergents — alcohols containing an ethyl radical with an attached oxygen group; used in the treatment and prevention of ruminal bloat.
  • ethyl a. — a transparent, colorless, mobile, volatile liquid miscible with water, ether or chloroform, and obtained by the fermentation of carbohydrate with yeast. It is the major ingredient of alcoholic beverages consumed by humans. Called also ethanol and grain alcohol. It is used in veterinary medicine in the preparation of mixtures for topical application and for skin disinfection.
  • grain a. — see ethyl alcohol (above).
  • isopropyl a. — a transparent, volatile colorless liquid used as a rubbing compound. Called also isopropanol.
  • methyl a. — a mobile, colorless liquid used as a solvent. Called also wood alcohol or methanol. It is a useful fuel, but is poisonous if taken internally. Consumption may lead to blindness or death.
  • a. nerve block — permanent anesthesia to a part can be produced by blocking the relevant nerve with isopropyl alcohol. Adverse effects are likely due to continued loss of sensation and motor power.
  • a. poisoning — in animals this does not present the social problems that it does in humans even in cattle and sheep fed on brewer's grains and distiller's solubles. Ethyl alcohol is produced in some feeds which are fermented accidentally, but overt alcohol poisoning is not recorded. Carbohydrate engorgement is a more likely occurrence. Isopropyl alcohol is an end product of ketone body degradation in the rumen in cattle and does cause signs of inebriation in cows with nervous acetonemia.
  • — Small companion animals are sometimes exposed to toxic levels of ethyl alcohol by owners and it may be readily consumed. Excessive amounts can lead to vomiting, various levels of central nervous system depression, including excitement, seizures and respiratory depression.
  • wood a. — methyl alcohol.
 
Poker Guide: Alcohol
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1) A slang word meaning, "I'll call".
2) A beverage some players will consume while playing poker.

SoundPoker Says: 1. The slang term alcohol originated because of the similarities in the pronunciation sounds of "alcohol" and "I'll call".
2. It is not recommended to drink too much alcohol while playing poker as it can impair judgment and thus increase the chances of losing money.

See Also: Call

 
Word Tutor: alcohol
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pronunciation

IN BRIEF: Intoxicating ingredient of beer, wine, and other liquor.

pronunciation The restaurant did not serve alcohol.

 
Blogs: Related blogs on: alcohol
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Wikipedia: Alcohol
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Functional group of an alcohol molecule. The carbon atom is bound to hydrogen atoms and may bind to other carbon atom(s) to form a carbon chain. Methanol, an alcohol with a single carbon atom, is pictured. Ethanol, which is drinking alcohol, has two carbon atoms.

In chemistry, an alcohol is any organic compound in which a hydroxyl group (-OH) is bound to a carbon atom of an alkyl or substituted alkyl group. The general formula for a simple acyclic alcohol is CnH2n+1OH. In common terms, the word alcohol refers to ethanol, the type of alcohol found in alcoholic beverages.

Ethanol is a colorless, volatile liquid with a mild odor which can be obtained by the fermentation of sugars. (Industrially, it is more commonly obtained by ethylene hydration—the reaction of ethylene with water in the presence of phosphoric acid.[1]) Ethanol is the most widely used depressant in the world, and has been for thousands of years. This sense underlies the term alcoholism (addiction to alcohol).

Other alcohols are usually described with a clarifying adjective, as in isopropyl alcohol (propan-2-ol) or wood alcohol (methyl alcohol, or methanol). The suffix -ol appears in the "official" IUPAC chemical name of all alcohols.

There are three major subsets of alcohols: primary (1°), secondary (2°) and tertiary (3°), based upon the number of carbon atoms the C-OH group's carbon (shown in red) is bonded to. Ethanol is a simple 'primary' alcohol. The simplest secondary alcohol is isopropyl alcohol (propan-2-ol), and a simple tertiary alcohol is tert-butyl alcohol (2-methylpropan-2-ol).

Contents

Simple alcohols

The simplest and most commonly used alcohols are methanol and ethanol. Methanol was formerly obtained by the distillation of wood and called "wood alcohol."

One sip of methanol (as little as 10ml) can cause permanent blindness by destruction of the optic nerve.[2]

Apart from its familiar role in alcoholic beverages, ethanol is also used as a highly controlled industrial solvent and raw material. To avoid the high taxes on ethanol for consumption, additives are added to make it unpalatable (such as denatonium benzoate—"Bitrex") or poisonous (such as methanol). Ethanol in this form is known generally as denatured alcohol; when methanol is used, it may be referred to as methylated spirits ("Meths") or "surgical spirits".

Two other alcohols whose uses are relatively widespread (though not so much as those of methanol and ethanol) are propanol and butanol. Like ethanol, they can be produced by fermentation processes. (However, the fermenting agent is a bacterium, Clostridium acetobutylicum, that feeds on cellulose, not sugars like the Saccharomyces yeast that produces ethanol.)

Nomenclature

Systematic names

In the IUPAC system, the name of the alkane chain loses the terminal "e" and adds "ol", e.g. "methanol" and "ethanol".[3] When necessary, the position of the hydroxyl group is indicated by a number between the alkane name and the "ol": propan-1-ol for CH3CH2CH2OH, propan-2-ol for CH3CH(OH)CH3. Sometimes, the position number is written before the IUPAC name: 1-propanol and 2-propanol. If a higher priority group is present (such as an aldehyde, ketone or carboxylic acid), then it is necessary to use the prefix "hydroxy",[3] for example: 1-hydroxy-2-propanone (CH3COCH2OH).

Some examples of simple alcohols and how to name them:

Examples of alcohols & their names

Common names for alcohols usually takes name of the corresponding alkyl group and add the word "alcohol", e.g. methyl alcohol, ethyl alcohol or tert-butyl alcohol. Propyl alcohol may be n-propyl alcohol or isopropyl alcohol depending on whether the hydroxyl group is bonded to the 1st or 2nd carbon on the propane chain. Isopropyl alcohol is also occasionally called sec-propyl alcohol.

As mentioned above alcohols are classified as primary (1°), secondary (2°) or tertiary (3°), and common names often indicate this in the alkyl group prefix. For example (CH3)3COH is a tertiary alcohol is commonly known as tert-butyl alcohol. This would be named 2-methylpropan-2-ol under IUPAC rules, indicating a propane chain with methyl and hydroxyl groups both attached to the middle (#2) carbon.

Primary alcohol (1°)- Have general formulas RCH2OH Secondary alcohol (2°)- Have general formulas RR'CHOH Tertiary alcohol (3°)- Have general formulas RR'RCOH Hydrogen bond strength order: 1°>2°>3° Boiling point order: 1°>2°>3° Acidity order: 1°>2°>3°

Etymology

The word alcohol appears in English in the 16th century, loaned via French from medical Latin, ultimately from the Arabic الكحل (al-kuḥl, "the kohl, a powder used as an eyeliner").

ال al is Arabic for the definitive article, the in English.

The current Arabic name for alcohol is الكحول al-kuḥūl, re-introduced from western usage.

kuḥl was the name given to the very fine powder, produced by the sublimation of the natural mineral stibnite to form antimony sulfide Sb2S3 (hence the essence or "spirit" of the substance), which was used as an antiseptic and eyeliner.

Bartholomew Traheron in his 1543 translation of John of Vigo introduces the word as a term used by "barbarous" (Moorish) authors for "fine powder":

the barbarous auctours use alcohol, or (as I fynde it sometymes wryten) alcofoll, for moost fine poudre.

William Johnson in his 1657 Lexicon Chymicum glosses the word as antimonium sive stibium. By extension, the word came to refer to any fluid obtained by distillation, including "alcohol of wine", the distilled essence of wine. Libavius in Alchymia (1594) has vini alcohol vel vinum alcalisatum. Johnson (1657) glosses alcohol vini as quando omnis superfluitas vini a vino separatur, ita ut accensum ardeat donec totum consumatur, nihilque fæcum aut phlegmatis in fundo remaneat. The word's meaning became restricted to "spirit of wine" (ethanol) in the 18th century, and was again extended to the family of substances so called in modern chemistry from 1850.

Physical and chemical properties

Alcohols have an odor that is often described as “biting” and as “hanging” in the nasal passages.

The hydroxyl group generally makes the alcohol molecule polar. Those groups can form hydrogen bonds to one another and to other compounds. This hydrogen bonding means that alcohols can be used as protic solvents. Two opposing solubility trends in alcohols are: the tendency of the polar OH to promote solubility in water, and of the carbon chain to resist it. Thus, methanol, ethanol, and propanol are miscible in water because the hydroxyl group wins out over the short carbon chain. Butanol, with a four-carbon chain, is moderately soluble because of a balance between the two trends. Alcohols of five or more carbons (Pentanol and higher) are effectively insoluble in water because of the hydrocarbon chain's dominance. All simple alcohols are miscible in organic solvents.

Because of hydrogen bonding, alcohols tend to have higher boiling points than comparable hydrocarbons and ethers. The boiling point of the alcohol ethanol is 78.29 °C, compared to 69 °C for the hydrocarbon Hexane (a common constituent of gasoline), and 34.6 °C for Diethyl ether.

Alcohols, like water, can show either acidic or basic properties at the O-H group. With a pKa of around 16-19 they are generally slightly weaker acids than water, but they are still able to react with strong bases such as sodium hydride or reactive metals such as sodium. The salts that result are called alkoxides, with the general formula RO- M+.

Meanwhile the oxygen atom has lone pairs of nonbonded electrons that render it weakly basic in the presence of strong acids such as sulfuric acid. For example, with methanol:

Acidity & basicity of methanol

Alcohols can also undergo oxidation to give aldehydes, ketones or carboxylic acids, or they can be dehydrated to alkenes. They can react to form ester compounds, and they can (if activated first) undergo nucleophilic substitution reactions. The lone pairs of electrons on the oxygen of the hydroxyl group also makes alcohols nucleophiles. For more details see the reactions of alcohols section below.

Applications

Total recorded alcohol per capita consumption (15+), in litres of pure alcohol[4]

Alcohols can be used as a beverage (ethanol only), as fuel and for many scientific, medical, and industrial utilities. Ethanol in the form of alcoholic beverages has been consumed by humans since pre-historic times. A 50% v/v solution of ethylene glycol in water is commonly used as an antifreeze.

Some alcohols, mainly ethanol and methanol, can be used as an alcohol fuel. Fuel performance can be increased in forced induction internal combustion engines by injecting alcohol into the air intake after the turbocharger or supercharger has pressurized the air. This cools the pressurized air, providing a denser air charge, which allows for more fuel, and therefore more power.

Alcohols have applications in industry and science as reagents or solvents. Because of its low toxicity and ability to dissolve non-polar substances, ethanol can be used as a solvent in medical drugs, perfumes, and vegetable essences such as vanilla. In organic synthesis, alcohols serve as versatile intermediates.

Ethanol can be used as an antiseptic to disinfect the skin before injections are given, often along with iodine. Ethanol-based soaps are becoming common in restaurants and are convenient because they do not require drying due to the volatility of the compound. Alcohol is also used as a preservative for specimens.

Alcohol gels have become common as hand sanitizers.

Production

Industrially alcohols are produced in several ways:

Endogenous

It is inevitable that all humans always have some amount of alcohol in their bodies at all times, even if they never drink alcoholic beverages in their lives. This is because of a process called endogenous ethanol production. Many of the bacteria in the intestines use alcohol fermentation as a form of respiration. This metabolic method produces alcohol as a waste product, in the same way that metabolism results in the formation of carbon dioxide and water. Thus, human bodies always contain some quantity of alcohol produced by these benign bacteria.

Laboratory synthesis

Several methods exist for the preparation of alcohols in the laboratory.

The formation of a secondary alcohol via reduction and hydration is shown:

Preparation of a secondary alcohol

Reactions

Deprotonation

Alcohols can behave as weak acids, undergoing deprotonation. The deprotonation reaction to produce an alkoxide salt is either performed with a strong base such as sodium hydride or n-butyllithium, or with sodium or potassium metal.

2 R-OH + 2 NaH → 2 R-O-Na+ + 2H2
2 R-OH + 2Na → 2R-ONa + H2
E.g. 2 CH3CH2-OH + 2 Na → 2 CH3-CH2-ONa + H2

Water is similar in pKa to many alcohols, so with sodium hydroxide there is an equilibrium set up which usually lies to the left:

R-OH + NaOH <=> R-O-Na+ + H2O (equilibrium to the left)

It should be noted, though, that the bases used to deprotonate alcohols are strong themselves. The bases used and the alkoxides created are both highly moisture sensitive chemical reagents.

The acidity of alcohols is also affected by the overall stability of the alkoxide ion. Electron-withdrawing groups attached to the carbon containing the hydroxyl group will serve to stabilize the alkoxide when formed, thus resulting in greater acidity. On the other hand, the presence of electron-donating group will result in a less stable alkoxide ion formed. This will result in a scenario whereby the unstable alkoxide ion formed will tend to accept a proton to reform the original alcohol.

With alkyl halides alkoxides give rise to ethers in the Williamson ether synthesis.

Nucleophilic substitution

The OH group is not a good leaving group in nucleophilic substitution reactions, so neutral alcohols do not react in such reactions. However, if the oxygen is first protonated to give R−OH2+, the leaving group (water) is much more stable, and the nucleophilic substitution can take place. For instance, tertiary alcohols react with hydrochloric acid to produce tertiary alkyl halides, where the hydroxyl group is replaced by a chlorine atom by unimolecular nucleophilic substitution. If primary or secondary alcohols are to be reacted with hydrochloric acid, an activator such as zinc chloride is needed. Alternatively the conversion may be performed directly using thionyl chloride.[1]

Some simple conversions of alcohols to alkyl chlorides

Alcohols may likewise be converted to alkyl bromides using hydrobromic acid or phosphorus tribromide, for example:

3 R-OH + PBr3 → 3 RBr + H3PO3

In the Barton-McCombie deoxygenation an alcohol is deoxygenated to an alkane with tributyltin hydride or a trimethylborane-water complex in a radical substitution reaction.

Dehydration

Alcohols are themselves nucleophilic, so R−OH2+ can react with ROH to produce ethers and water in a dehydration reaction, although this reaction is rarely used except in the manufacture of diethyl ether.

More useful is the E1 elimination reaction of alcohols to produce alkenes. The reaction generally obeys Zaitsev's Rule, which states that the most stable (usually the most substituted) alkene is formed. Tertiary alcohols eliminate easily at just above room temperature, but primary alcohols require a higher temperature.

This is a diagram of acid catalysed dehydration of ethanol to produce ethene:

A more controlled elimination reaction is the Chugaev elimination with carbon disulfide and iodomethane.

Esterification

To form an ester from an alcohol and a carboxylic acid the reaction, known as Fischer esterification, is usually performed at reflux with a catalyst of concentrated sulfuric acid:

R-OH + R'-COOH → R'-COOR + H2O

In order to drive the equilibrium to the right and produce a good yield of ester, water is usually removed, either by an excess of H2SO4 or by using a Dean-Stark apparatus. Esters may also be prepared by reaction of the alcohol with an acid chloride in the presence of a base such as pyridine.

Other types of ester are prepared similarly- for example tosyl (tosylate) esters are made by reaction of the alcohol with p-toluenesulfonyl chloride in pyridine.

Oxidation

Primary alcohols (R-CH2-OH) can be oxidized either to aldehydes (R-CHO) or to carboxylic acids (R-CO2H), while the oxidation of secondary alcohols (R1R2CH-OH) normally terminates at the ketone (R1R2C=O) stage. Tertiary alcohols (R1R2R3C-OH) are resistant to oxidation.

The direct oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (R-CH(OH)2) by reaction with water before it can be further oxidized to the carboxylic acid.

Mechanism of oxidation of primary alcohols to carboxylic acids via aldehydes and aldehyde hydrates

Often it is possible to interrupt the oxidation of a primary alcohol at the aldehyde level by performing the reaction in absence of water, so that no aldehyde hydrate can be formed.

Reagents useful for the transformation of primary alcohols to aldehydes are normally also suitable for the oxidation of secondary alcohols to ketones. These include:

Oxidation of alcohols to aldehydes and ketones

Allylic and benzylic alcohols can be oxidized in presence of other alcohols using certain selective oxidants such as manganese dioxide (MnO2).

Reagents useful for the oxidation of secondary alcohols to ketones, but normally inefficient for oxidation of primary alcohols to aldehydes, include chromium trioxide (CrO3) in a mixture of sulfuric acid and acetone (Jones oxidation) and certain ketones, such as cyclohexanone, in the presence of aluminium isopropoxide (Oppenauer oxidation).

The direct oxidation of primary alcohols to carboxylic acids can be carried out using:

Oxidation of primary alcohols to carboxylic acids

Alcohols possessing two hydroxy groups located on adjacent carbons —that is, 1,2-diols— suffer oxidative breakage at a carbon-carbon bond with some oxidants such as sodium periodate (NaIO4) or lead tetraacetate (Pb(OAc)4), resulting in generation of two carbonyl groups.

Oxidative breakage of carbon-carbon bond in 1,2-diols

Toxicity

Most significant of the possible long-term effects of ethanol. Additionally, in pregnant women, it causes fetal alcohol syndrome.

Ethanol in alcoholic beverages has been consumed by humans since prehistoric times for a variety of hygienic, dietary, medicinal, religious, and recreational reasons. The consumption of large doses of ethanol causes drunkenness (intoxication), which may lead to a hangover as its effects wear off. Depending upon the dose and the regularity of its consumption, ethanol can cause acute respiratory failure or death. Because ethanol impairs judgment in humans, it can be a catalyst for reckless or irresponsible behavior.

The LD50 of ethanol in rats is 10,300 mg/kg.[5] Other alcohols are substantially more poisonous than ethanol, partly because they take much longer to be metabolized and partly because their metabolzation produces substances that are even more toxic. Methanol (wood alcohol), for instance, is oxidized to the poisonous formaldehyde in the liver by alcohol dehydrogenase enzymes; this can cause blindness or death.[2]

An effective treatment to prevent formaldehyde toxicity after methanol ingestion is to administer ethanol. Alcohol dehydrogenase has a higher affinity for ethanol, thus preventing methanol from binding and acting as a substrate. Any remaining methanol will then have time to be excreted through the kidneys. Remaining formaldehyde will be converted to formic acid and excreted.[6][7]

Methanol itself, while poisonous, has a much weaker sedative effect than ethanol. Some longer-chain alcohols such as n-propanol, isopropanol, n-butanol, t-butanol and 2-methyl-2-butanol do however have stronger sedative effects, but also have higher toxicity than ethanol.[8][9] These longer chain alcohols are found as contaminants in some alcoholic beverages and are known as fusel alcohols,[10][11] and are reputed to cause severe hangovers although it is unclear if the fusel alcohols are actually responsible.[12] Many longer chain alcohols are used in industry as solvents and are occasionally abused by alcoholics,[13][14] leading to a range of adverse health effects.[15]

Occurrence in nature

Alcohol has been found outside the Solar system. It can be found in low densities in star and planetary system forming regions of space.

See

See also

References

  1. ^ a b Lodgsdon, J.E. (1994). "Ethanol." In J.I. Kroschwitz (Ed.) Encyclopedia of Chemical Technology, 4th ed. vol. 9, p. 820. New York: John Wiley & Sons.
  2. ^ a b "Methanol and Blindness". Ask A Scientist, Chemistry Archive. http://www.newton.dep.anl.gov/askasci/chem03/chem03561.htm. Retrieved on 22 May 2007. 
  3. ^ a b William Reusch. "Alcohols". VirtualText of Organic Chemistry. http://www.cem.msu.edu/~reusch/VirtualText/alcohol1.htm#alcnom. Retrieved on 2007-09-14. 
  4. ^ Global Status Report on Alcohol 2004
  5. ^ Robert S. Gable (2004). "Comparison of acute lethal toxicity of commonly abused psychoactive substances" (reprint). Addiction 99 (6): 686–696. doi:10.1111/j.1360-0443.2004.00744.x. http://web.cgu.edu/faculty/gabler/toxicity%20Addiction%20offprint.pdf. 
  6. ^ Zimmerman HE, Burkhart KK, Donovan JW. Ethylene glycol and methanol poisoning: diagnosis and treatment. Journal of Emergency Nursing. 1999 Apr;25(2):116-20. PMID 10097201
  7. ^ Lobert S. Ethanol, isopropanol, methanol, and ethylene glycol poisoning. Critical Care Nurse. 2000 December;20(6):41-7. PMID 11878258
  8. ^ McKee M, Suzcs S, Sárváry A, Adany R, Kiryanov N, Saburova L, Tomkins S, Andreev E, Leon DA. The composition of surrogate alcohols consumed in Russia. Alcoholism, Clinical and Experimental Research. 2005 October;29(10):1884-8. PMID 16269919
  9. ^ Bunc M, Pezdir T, Mozina H, Mozina M, Brvar M. Butanol ingestion in an airport hangar. Human and Experimental Toxicology. 2006 Apr;25(4):195-7. PMID 16696295
  10. ^ Woo KL. Determination of low molecular weight alcohols including fusel oil in various samples by diethyl ether extraction and capillary gas chromatography. Journal of AOAC International. 2005 September-October;88(5):1419-27. PMID 16385992
  11. ^ Lachenmeier DW, Haupt S, Schulz K. Defining maximum levels of higher alcohols in alcoholic beverages and surrogate alcohol products. Regulatory Toxicology and Pharmacology. 2008 Apr;50(3):313-21. PMID 18295386
  12. ^ Hori H, Fujii W, Hatanaka Y, Suwa Y. Effects of fusel oil on animal hangover models. Alcohol Clinical and Experimental Research. 2003 Aug;27(8 Suppl):37S-41S. PMID 12960505
  13. ^ Wiernikowski A, Piekoszewski W, Krzyzanowska-Kierepka E, Gomułka E. Acute oral poisoning with isopropyl alcohol in alcoholics. (Polish) Przeglad Lekarski. 1997;54(6):459-63. PMID 9333902
  14. ^ Mańkowski W, Klimaszyk D, Krupiński B. How to differentiate acute isopropanol poisoning from ethanol intoxication? -- a case report. (Polish) Przeglad Lekarski 2000;57(10):588-90. PMID 11199895
  15. ^ Bogomolova IN, Bukeshov MK, Bogomolov DV. The forensic medical diagnosis of intoxication of alcohol surrogates by morphological findings. (Russian) Sudebno Meditsinskaia Ekspertiza. 2004 September-October;47(5):22-5. PMID 15523882

Bibliography

  • Metcalf, Allan A. (1999). The World in So Many Words. Houghton Mifflin. ISBN 0395959209. 

 
Misspellings: alcohol
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Common misspelling(s) of alcohol

  • alchohol
  • alchol

 
Translations: Alcohol
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Dansk (Danish)
n. - alkohol, sprit

idioms:

  • alcohol abuse    alkoholmisbrug

Nederlands (Dutch)
alcohol

Français (French)
n. - alcool

idioms:

  • alcohol abuse    abus d'alcool

Deutsch (German)
n. - Alkohol

idioms:

  • alcohol abuse    Alkoholmißbrauch

Ελληνική (Greek)
n. - (χημ., μτφ.) αλκοόλ(η), οινόπνευμα

idioms:

  • alcohol abuse    κατάχρηση οινοπνευματωδών

Italiano (Italian)
alcol

idioms:

  • ethyl alcohol    alcol etilico, alcol
  • grain alcohol    alcol

Português (Portuguese)
n. - álcool (m) (Quím.)

idioms:

  • ethyl alcohol    álcool etílico
  • grain alcohol    álcool de cereais

Русский (Russian)
спирт, алкоголь

idioms:

  • ethyl alcohol    этиловый спирт
  • grain alcohol    зерновой алкоголь

Español (Spanish)
n. - alcohol, bebida alcohólica

idioms:

  • alcohol abuse    abuso del alcohol

Svenska (Swedish)
n. - alkohol

中文(简体)(Chinese (Simplified))
酒精, 含酒精饮料, 醇, 酒

idioms:

  • alcohol abuse    酗酒

中文(繁體)(Chinese (Traditional))
n. - 酒精, 含酒精飲料, 醇, 酒

idioms:

  • alcohol abuse    酗酒

한국어 (Korean)
n. - 알코올, 술

日本語 (Japanese)
n. - アルコール, アルコール飲料, 酒類

idioms:

  • alcohol abuse    アルコール中毒
  • ethyl alcohol    エチルアルコール

العربيه (Arabic)
‏(الاسم) كحول‏

עברית (Hebrew)
n. - ‮אלכוהול, כוהל‬


 
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