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phenol

 
Dictionary: phe·nol   ('nôl', -nōl', -nŏl') pronunciation
n.
  1. A caustic, poisonous, white crystalline compound, C6H5OH, derived from benzene and used in resins, plastics, and pharmaceuticals and in dilute form as a disinfectant and antiseptic. Also called carbolic acid.
  2. Any of a class of aromatic organic compounds having at least one hydroxyl group attached directly to the benzene ring.

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Any of a class of organic compounds with a hydroxyl group (-OH; see functional group) attached to a carbon atom in a ring of an aromatic compound. The simplest one, carbolic acid (C6H5OH), is also called phenol; its most important reaction is with formaldehyde, with which it forms widely used polymers called phenol-formaldehyde (phenolic) resins. Phenols are similar to alcohols but form stronger hydrogen bonds (see bonding), so they dissolve more readily in water and boil at higher temperatures. They may be colourless liquids or white solids; many have a sharp, spicy odour. Some are found in essential oils. Phenols with higher molecular weights and phenol derivatives have supplanted phenol itself as industrial antiseptics (germicidal cleaners). See also Leo Baekeland.

For more information on phenol, visit Britannica.com.

The simplest member of a class of organic compounds possessing a hydroxyl group attached to a benzene ring or to a more complex aromatic ring system. Phenol itself, C6H5OH, may also be called hydroxybenzene or carbolic acid. Pure phenol is a colorless solid melting at 42°C (108°F), moderately soluble in water, and weakly acidic (pK 9.9).

Phenol has broad biocidal properties, and dilute aqueous solutions have long been used as an antiseptic. At higher concentrations phenol causes severe skin burns; it is a violent systemic poison.

Phenol has the structure shown. Simple substituted phenols, such as the three isomeric chlorophenols, are named as indicated, using the ortho (o), meta (m), and para (p) prefixes. In more highly substituted phenols the positions of substitution are indicated by numbers (as in 2,4-dichlorophenol). Compounds with more than one hydroxyl group per aromatic ring are known as polyhydric phenols, and include catechol, resorcinol, hydroquinone, phloroglucinol, and pyrogallol.

Until World War I phenol was essentially a natural coal tar product. However, synthetic methods have replaced extraction from natural sources. There are many possible syntheses.

Phenol is one of the most versatile and important industrial organic chemicals. It is the starting point for many diverse products used in the home and industry. A partial list includes: nylon, epoxy resins, surface active agents, synthetic detergents, plasticizers, antioxidants, lube oil additives, phenolic resins (with formaldehyde, furfural, and so on), polyurethanes, aspirin, dyes, wood preservatives, herbicides, drugs, fungicides, gasoline additives, inhibitors, explosives, and pesticides. See also Phenolic resin.


Dental Dictionary: phenol
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(fē′nôl)
n

An organic compound in which one or more hydroxyl groups are attached to a carbon atom in an aromatic ring that contains conjugated double bonds.

Architecture: phenol
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A class of acid organic compounds used in the manufacture of epoxy resins, phenol-formaldehyde resins, plasticizers, plastics, and wood preservatives.


 
phenol ('nōl), C6H5OH, a colorless, crystalline solid that melts at about 41°C, boils at 182°C, and is soluble in ethanol and ether and somewhat soluble in water. An aromatic alcohol, it exhibits weak acidic properties and is corrosive and poisonous. Phenol is sometimes called carbolic acid, especially when in water solution. It reacts with strong bases to form salts called phenolates. Phenol is important in industry in the production of certain artificial resins, e.g., Bakelite, and in the synthesis of many drugs, dyes, weed killers, insecticides, and explosives (e.g., picric acid). It is the simplest member of a class of hydroxy benzene derivatives, all of which contain a hydroxyl group attached to a benzene ring; these compounds may be thought of as derivatives of phenol and generically are called phenols.


1. an extremely poisonous compound obtained by distillation of coal tar or produced synthetically; used as a disinfectant and used extensively as a wood preservative. Called also carbolic acid.
2. any organic compound containing one or more hydroxyl groups attached to an aromatic or carbon ring.

  • p. coefficient — a measure of the bactericidal activity of a chemical compound in relation to phenol. The activity of the compound is expressed as the ratio of dilution in which it kills in 10 minutes under specified conditions. It can be determined in the absence of organic matter, or in the presence of a standard amount of added organic matter.
  • p. Folin–Ciocalteau — a sensitive, colorimetric method for estimating the protein content of cerebrospinal fluid.
  • plant p. — includes gossypol, tannins.
  • p. poisoning — animals can be exposed to phenol by skin contact with floors and housing which have been treated with the disinfectant, or other phenol-rich substance such as lignite pitch, or by nibbling at wood treated with it. Causes local tissue necrosis and hepatic injury. Cats are particularly susceptible.
  • p. red — see phenolsulfonphthalein.
Translations: Phenol
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Dansk (Danish)
n. - fenol, karbolsyre

Nederlands (Dutch)
fenol (carbolzuur)

Français (French)
n. - phénol

Deutsch (German)
n. - (Chem.) Phenol, Karbolsäure

Ελληνική (Greek)
n. - (χημ.) φαινόλη

Italiano (Italian)
fenolo

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

Русский (Russian)
фенол

Español (Spanish)
n. - fenol

Svenska (Swedish)
n. - fenol (kem.)

中文(简体)(Chinese (Simplified))
苯酚, 石碳酸

中文(繁體)(Chinese (Traditional))
n. - 苯酚, 石碳酸

한국어 (Korean)
n. - 페놀, 석탄산

日本語 (Japanese)
n. - フェノール

العربيه (Arabic)
‏(الاسم) فينول, حامض الكربوليك‏

עברית (Hebrew)
n. - ‮חומצה קרבולית, פנול‬


 
 

 

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