Method by which aniline cannot be prepared is

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

Question

(C) Aniline cannot be prepared by the reaction of potassium phthalimide with chlorobenzene because chlorobenzene does not undergo nucleophilic substit

Vedclass · Accepted Answer

potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis with aqueous $NaOH$ solution

Vedclass · Answer

(C) Aniline cannot be prepared by the reaction of potassium phthalimide with chlorobenzene because chlorobenzene does not undergo nucleophilic substitution reaction under mild conditions. This is because the $C-Cl$ bond in chlorobenzene acquires partial double bond character due to resonance,making it resistant to nucleophilic attack by the phthalimide anion. Therefore,the Gabriel phthalimide synthesis is not suitable for the preparation of aromatic primary amines using aryl halides.

Similar Questions

In the reaction $CH_3COOH$ $\xrightarrow{PCl_5} (A)$ $\xrightarrow{NH_3} (B)$ $\xrightarrow{NaBrO} (C)$,the final product $(C)$ is

Which compound gives ethanamine upon heating with $[KOH + Br_2]$?

An organic compound $A$ upon reacting with $NH_3$ gives $B$. On heating $B$ gives $C$. $C$ in presence of $KOH$ reacts with $Br_2$ to give $CH_3CH_2NH_2$. $A$ is:

What is $A$ in the following reaction?

The major product of the following reaction is:

Vedclass Test Series

Exam Paper Generator

Online Exam Module