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For acetanilide, resonance delocalization of the nitrogen lone pair electrons to the aromatic ring is less favored because the positive charge on nitrogen is next to the positively polarized carbonyl group. Resonance delocalization to the carbonyl oxygen is favored because of the electronegativity of oxygen. Since the nitrogen lone pair electrons are less available to the ring than in aniline, the reactivity of the ring toward electrophilic substitution decreases.
What else can I help you with?
Why do you use acetanilide rather aniline in the synthesis of p-nitroaniline?
Acetanilide is used instead of aniline in the synthesis of p-nitroaniline to control the selectivity of the reaction. Acetanilide is less reactive than aniline, making it easier to control the nitration process and avoid the formation of unwanted byproducts. Additionally, the acetanilide group can be easily removed after the nitration reaction to yield p-nitroaniline.
Why add of little amount from acetic anhydride in synthesis of acetanilide?
Adding a small amount of acetic anhydride helps to facilitate the acetylation reaction with aniline, leading to the formation of acetanilide. The acetic anhydride serves as an acetylating agent that transfers an acetyl group to the amine group of aniline, resulting in the desired product. The use of an excess of acetic anhydride is avoided to prevent side reactions and to optimize the yield of acetanilide.
Nitration of aniline with nitrating mixture gives m-nitro-aniline?
In the nitration of aniline with a nitrating mixture, the electrophilic attack of the nitronium ion occurs at the ortho and para positions due to the activating effect of the amino group. The major product obtained is m-nitroaniline due to steric hindrance that prevents substitution at the ortho position.
Preparation of p-bromoaniline from aniline?
p-Bromoaniline can be prepared by the reaction of aniline with bromine in the presence of a catalyst like iron (III) chloride. The reaction proceeds through electrophilic aromatic substitution on the benzene ring, with bromine substituting the hydrogen at the para position to the amino group to yield p-bromoaniline. Purification can be done through recrystallization.
How can you distinguish aniline and primary amine?
Aniline is a specific type of primary amine that contains a phenyl group attached to the amino group. One way to distinguish them is by performing a diazo coupling reaction, where aniline will give a colored dye, whereas a simple primary amine will not show this reaction. Additionally, aniline can be distinguished by its distinctive smell and the fact that it can undergo aromatic electrophilic substitution reactions due to the presence of the phenyl group.
How do you write the nucleophilic substitution reactions for aniline and toluene?
aniline would go through an electrophilic substitution, it is a weak base
Why do you use acetanilide rather aniline in the synthesis of p-nitroaniline?
Acetanilide is used instead of aniline in the synthesis of p-nitroaniline to control the selectivity of the reaction. Acetanilide is less reactive than aniline, making it easier to control the nitration process and avoid the formation of unwanted byproducts. Additionally, the acetanilide group can be easily removed after the nitration reaction to yield p-nitroaniline.
What is the product of a reaction between bromine and aniline in non polar solvent?
The product of a reaction between bromine and aniline in a non-polar solvent is typically the bromination of aniline, where bromine substitutes a hydrogen atom on the benzene ring of aniline to form bromoaniline. This reaction is an electrophilic aromatic substitution reaction.
monobromination of acetanilide occurs,while tribromination of aniline would occur under the same conditions?
Write a detailed set of equations for the acetylation reaction, and in particular show clearly that the reaction can be regarded as a nucleophilic substitution, in which the attacking nucleophile is aniline (attacking acetic anhydride).
Is acetanilide an amide?
Yes, acetanilide is an amide. It is derived from aniline and acetic acid, containing the amide functional group (-CONH2).
What is an acetanilid?
An acetanilide is an amide derived from acetic acid and aniline, once used as an analgesic and antipyretic.
What is the alternative route of synthesis of acetanilide?
Acetanilide can also be synthesized by reacting aniline with acetic anhydride, instead of acetyl chloride. This is known as the Acetic Anhydride Method.
What reagents may be used for the preparation of acetanilide?
Acetanilide can be prepared using aniline and acetic anhydride as reagents. The reaction typically requires the presence of a catalyst, such as zinc chloride, to facilitate the acetylation of aniline to form acetanilide. The reaction is usually carried out in the presence of a base, like sodium acetate, to neutralize the acidic byproduct formed during the reaction.
Why add of little amount from acetic anhydride in synthesis of acetanilide?
Adding a small amount of acetic anhydride helps to facilitate the acetylation reaction with aniline, leading to the formation of acetanilide. The acetic anhydride serves as an acetylating agent that transfers an acetyl group to the amine group of aniline, resulting in the desired product. The use of an excess of acetic anhydride is avoided to prevent side reactions and to optimize the yield of acetanilide.
Nitration of aniline with nitrating mixture gives m-nitro-aniline?
In the nitration of aniline with a nitrating mixture, the electrophilic attack of the nitronium ion occurs at the ortho and para positions due to the activating effect of the amino group. The major product obtained is m-nitroaniline due to steric hindrance that prevents substitution at the ortho position.
Preparation of p-bromoaniline from aniline?
p-Bromoaniline can be prepared by the reaction of aniline with bromine in the presence of a catalyst like iron (III) chloride. The reaction proceeds through electrophilic aromatic substitution on the benzene ring, with bromine substituting the hydrogen at the para position to the amino group to yield p-bromoaniline. Purification can be done through recrystallization.
How can you distinguish aniline and primary amine?
Aniline is a specific type of primary amine that contains a phenyl group attached to the amino group. One way to distinguish them is by performing a diazo coupling reaction, where aniline will give a colored dye, whereas a simple primary amine will not show this reaction. Additionally, aniline can be distinguished by its distinctive smell and the fact that it can undergo aromatic electrophilic substitution reactions due to the presence of the phenyl group.
