2-Phenylethylbromide when heated with NaOEt, elimination takes place. No deuterium exchange takes place when the reaction is carried out in C2H5OD solvent. The mechanism will be

Question

2-Phenylethylbromide when heated with NaOEt, elimination takes place. No deuterium exchange takes place when the reaction is carried out in C2H5OD solvent. The mechanism will be (A) E1 elimination (B) E2 elimination (C) E1cB elimination (D) E2 or E1cB

Tardigrade Admin · Accepted Answer

It is a primary bromide. So it will undergo elimination either by

E 2

or

E 1 c B

. Since there is no deuterium exchange in

C_{2} H_{5} O D

solvent,

C - H

bond is not broken to form carbanion. Hence the actual mechanism is

E 2

only.

Q. $2$ -Phenylethylbromide when heated with $N a OEt$ , elimination takes place. No deuterium exchange takes place when the reaction is carried out in $C_{2} H_{5} O D$ solvent. The mechanism will be

$E 1$ elimination

$E 2$ elimination

$E 1 c B$ elimination

$E 2$ or $E 1 c B$

It is a primary bromide. So it will undergo elimination either by $E 2$ or $E 1 c B$ . Since there is no deuterium exchange in $C_{2} H_{5} O D$ solvent, $C - H$ bond is not broken to form carbanion. Hence the actual mechanism is $E 2$ only.

Q. 2-Phenylethylbromide when heated with NaOEt, elimination takes place. No deuterium exchange takes place when the reaction is carried out in C2​H5​OD solvent. The mechanism will be

E1 elimination

E2 elimination

E1cB elimination

E2 or E1cB