The dehydrohalogenation of neopentyl bromide | vedclass

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Question

(B) Neopentyl bromide $(CH_3-C(CH_3)_2-CH_2-Br)$ is a primary alkyl halide with significant steric hindrance at the $\beta-$carbon.Upon reaction with

Vedclass · Accepted Answer

$2-$methyl$-2-$butene

Vedclass · Answer

(B) Neopentyl bromide $(CH_3-C(CH_3)_2-CH_2-Br)$ is a primary alkyl halide with significant steric hindrance at the $\beta-$carbon.Upon reaction with alcoholic $KOH$,the formation of a primary carbocation is unfavorable.Instead,it undergoes a concerted rearrangement via a $1, 2-$methyl shift to form a more stable tertiary carbocation $(CH_3-C^{+}(CH_3)-CH_2-CH_3)$.Elimination of a proton from this intermediate according to Saytzeff's rule yields $2-$methyl$-2-$butene as the major product.

The dehydrohalogenation of neopentyl bromide with alcoholic $KOH$ mainly gives

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