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Why in bromination of acetanilide using bromine in acetic acid give para bromoacetanilide as major product?
Wiki User
∙ 13y ago
The -NHCOR group is less powerfully activating then the -NH2 group. In addition, the degree of steric hindrance is much greater in the case of a -NHCOR group, such as is found in acetanilide. This results in the compound being much more para directing. For an example, see Morrison and Boyd 's text "Organic Chemistry", sixth edition, Page 848.
Wiki User
∙ 15y ago
Wiki User
∙ 13y agoThe acetanilide direct ortho para but due to sterics only the para position can be substituted.
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Is toluene will under go bromination?
Yes U will take bromine in ccl4 in presence of benzoyl peroxide u will get mono bromination product. Type your answer here...
Why is not recommended to obtain para -bromoacetanilide by bromination of aniline then acetylation?
Aniline is a benzene with an amine group attached to it. When you brominate aniline, since aniline is electron donating, it directs other substituents to the ortho and para positions. Therefore you will not only get para-bromoacetanilide. However if you just want para-bromoacetanilide, you should go through acetylation first because this changes the amine group on the aniline into an acetamido group which is very bulky and big, and also electron donating. Since it is so big, the bromine cant attach to the ortho positions because of the steric hindrance caused by the very bulky acetamido group and therefore you will get para-bromoacetanilide as your product.
The major monobrominated product which results when methylcyclohexane is subjected to free radical bromination is?
1-bromo-1-methylcyclohexane
What product formed when D- glucose react with bromine water?
The product of this reaction is gluconic acid.
What is the product of potassium thiocyanate reacts with aniline in presence of bromine in acetic acid?
2-aminobenzothiazole
Is toluene will under go bromination?
Yes U will take bromine in ccl4 in presence of benzoyl peroxide u will get mono bromination product. Type your answer here...
Why is not recommended to obtain para -bromoacetanilide by bromination of aniline then acetylation?
Aniline is a benzene with an amine group attached to it. When you brominate aniline, since aniline is electron donating, it directs other substituents to the ortho and para positions. Therefore you will not only get para-bromoacetanilide. However if you just want para-bromoacetanilide, you should go through acetylation first because this changes the amine group on the aniline into an acetamido group which is very bulky and big, and also electron donating. Since it is so big, the bromine cant attach to the ortho positions because of the steric hindrance caused by the very bulky acetamido group and therefore you will get para-bromoacetanilide as your product.
What is the product when testosterone undergoes bromination?
testeterone
What is product of styrene react with bromine?
With bromine, it gives the dibromide.
The major monobrominated product which results when methylcyclohexane is subjected to free radical bromination is?
1-bromo-1-methylcyclohexane
Why is water a good solvent for the crystallization for acetanilide?
It is most useful when crystals are being filtered out of a desired product. Why is water a good solvent for the recrystallization of acetanilide? Acetanilide readily dissolves in hot water, but is insoluble at low temps. Thus, it dissolves in hot water but crystalizes easily when cool.
Chemical equation for the reaction of ethyne with bromine in carbon tetrachloride?
The question is not very specific, so there is more than just one answer, but I'm assuming you are referring to a radical bromination of an alkane (ethane) versus an electrophilic bromination of an alkene (ethene).Br2 in the presence of a radical initiator (such as light or heat) will add to ethane to form 2-bromoethane as the major product in a radical mechanism. This goes through an initiation step (forming 2 bromine radicals), followed by propagation to the alkane (forming a secondary ethyl radical), followed by a termination step. The termination step leading to the product is one where another bromine radical joins with the ethyl radical.In the absence of light or heat, bromine cannot react with an alkane, but it can react as an electrophile with an alkene. In this type of reaction (electrophilic addition to an alkene), the ∏-bond (double bond) on ethene attacks a bromine atom (from Br2) and kicks out a bromide (Br-). The bromine that was just added forms two bonds (one on each carbon of the double bond), giving a three-membered C-Br-C ring called a bromonium ion (since the bromine atom now has a positive charge). The bromide that left before can now attack the backside of the bromonium ion, opening the 3-membered ring, and adding anti to form a dibromoalkane (1,2-dibromoethane in this example). This reaction is stereospecific because in the major product the bromine atoms will always add anti (to the opposite side) on the alkene.
Why does bromine react with hexene but not benzene?
Adding halogens to alkene groups (X2) requires that the product adopt an anti configuration. Hexene will also lose its double bond upon bromination. Benzene is energetically unfavorable when a reaction attempts to break its double bond. The resonance benzene has makes it very stable, and thus very hard to break.
What is the chemical formula for phosphorus bromine?
There is no such compound named Phosphorus bromine. It you refer to the product formed in the reaction of phosphorus and bromine, its Phosphorus Tribromide = PBr3
What is the molecular formula of the product of magnesium reacting with bromine?
*MgBr2
What product formed when D- glucose react with bromine water?
The product of this reaction is gluconic acid.
What is the purpose of adding sodium acetate to the reaction mixture in preparation of acetanilide?
In the synthesis of acetanilide the hydrochloride salt of aniline is used in order to increase the solubility in water. The sodium acetate acts as a base and reacts with the HCl to produce acetic acid. Once the acetanilide product is no longer a hydrochloride salt, its solubility in water is decreased and it crystalises out. The main byproducts are sodium chloride and acetic acid which remain soluble in the water and are removed when the crude product is filtered off.
