Assertion: CH_3COCl is converted to CH_3CONH_ | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(C) The reaction $CH_3COCl + 2NH_3 \rightarrow CH_3CONH_2 + NH_4Cl$ is an example of nucleophilic acyl substitution. The Assertion is correct because

Vedclass · Accepted Answer

If the Assertion is correct but Reason is incorrect.

Vedclass · Answer

(C) The reaction $CH_3COCl + 2NH_3 \rightarrow CH_3CONH_2 + NH_4Cl$ is an example of nucleophilic acyl substitution. The Assertion is correct because $NH_3$ acts as a nucleophile to replace the $Cl$ atom.However,the Reason is incorrect. While $Cl^{-}$ is indeed a good leaving group,it is a very weak nucleophile compared to $NH_3$. The strength of a nucleophile is generally inversely related to the strength of its conjugate acid. Since $HCl$ is a strong acid,$Cl^{-}$ is a weak base and a weak nucleophile.

Assertion: $CH_3COCl$ is converted to $CH_3CONH_2$ on reaction with $NH_3$.
Reason: $Cl^{-}$ is a stronger nucleophile and better leaving group.

Similar Questions

Which one of the following compounds does not give benzoic acid when treated with alkaline $KMnO_4$?

The highest electrical conductivity of the following aqueous solutions is of

$CH_3COOH + C_2H_5^{18}OH \xrightarrow{Conc. H_2SO_4} (X)$
$CH_3COOH + (CH_3)_3C^{18}OH \xrightarrow{Conc. H_2SO_4} (Y)$
In the above reaction $(X)$ and $(Y)$ are respectively:

The reaction between acetic acid and ammonia gives

Heating a mixture of ethyl alcohol and acetic acid in the presence of conc. $H_2SO_4$ produces a fruity-smelling compound. This reaction is called:

Vedclass Test Series

Exam Paper Generator

Online Exam Module

Assertion: $CH_3COCl$ is converted to $CH_3CONH_2$ on reaction with $NH_3$.Reason: $Cl^{-}$ is a stronger nucleophile and better leaving group.