MCQ
By which mechanism does the above reaction proceed?
  • A
    $E_1$​
  • $E_2$
  • C
    $\ce{E_1cb}$​
  • D
    $\gamma-$Elimination

Answer

Correct option: B.
$E_2$
If the reaction proceeds by $E_1$​ mechanism, then the breaking of $C−H$ and $C−D$ bonds is not involved in the slow step (or rate determining effect). Based on this both products $\ce{CH_2​=CH−CD_3}$​ and $\ce{CH_3−CH=CD_2}$​ are expected.
However only $\ce{CH_2=CH−CD_3}$​ is obtained. This indicates that breaking of $C−H$ bond $($which is faster than breaking of $C−D$ bond$)$ is involved in the mechanism along$-$with breaking of $\text{C−Br}$ bond.
This indicates $E_2$ mechanism for elimination.

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