Question:

$2$-Phenylethylbromide when heated with $NaOEt$, elimination takes place. No deuterium exchange takes place when the reaction is carried out in $C_2H_5OD$ solvent. The mechanism will be

Updated On: Jun 23, 2023
  • $E1$ elimination
  • $E2$ elimination
  • $E1cB$ elimination
  • $E2$ or $E1cB$
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The Correct Option is B

Solution and Explanation

It is a primary bromide. So it will undergo elimination either by $E2$ or $E1cB$. Since there is no deuterium exchange in $C _{2} H _{5} OD$ solvent, $C-H$ bond is not broken to form carbanion. Hence the actual mechanism is $E2$ only.
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