What will be the major product in the followi | vedclass

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

Question

(A) The reactant is $N$-phenylbenzamide (benzanilide).In this molecule,the nitrogen atom is attached to a phenyl ring and a carbonyl group $(C=O)$.The

Vedclass · Accepted Answer

Vedclass · Answer

(A) The reactant is $N$-phenylbenzamide (benzanilide).In this molecule,the nitrogen atom is attached to a phenyl ring and a carbonyl group $(C=O)$.The lone pair on the nitrogen atom is involved in resonance with the carbonyl group,which reduces its ability to donate electron density to the attached phenyl ring.However,the $-NH-CO-C_6H_5$ group is still an ortho/para directing group because of the lone pair on the nitrogen atom.Among the two phenyl rings,the one attached directly to the nitrogen atom is more activated towards electrophilic aromatic substitution $(EAS)$ compared to the ring attached to the carbonyl group (which is deactivated by the electron-withdrawing carbonyl group).Therefore,the nitronium ion $(NO_2^+)$ will attack the more activated ring at the para position due to steric hindrance at the ortho position.The major product is $N$-($4$-nitrophenyl)benzamide.

What will be the major product in the following mononitration reaction?

Similar Questions

The reaction shown below is known as:
$2C_6H_5Cl + 2Na \xrightarrow{\text{dry ether}} C_6H_5-C_6H_5 + 2NaCl$

In which of the following compounds does electrophilic attack occur at ortho and para positions?

Identify the major product formed when $p$-isopropyltoluene (also known as $p$-cymene) reacts with a mixture of concentrated $HNO_3$ and concentrated $H_2SO_4$.

The reaction of aryl halide with sodium metal in dry ether to give biphenyl is known as

Identify the product when chlorobenzene is heated with nitrating mixture.

Vedclass Test Series

Exam Paper Generator

Online Exam Module