Which of the following reactions is not expected to give (CH_3)_3C - CH = CH_2 in yields of more than 50%?

MHT CET Chemistry question

Which of the following reactions is not expected to give in yields of more than 50%?

(A)(CH_3)_3C{-}CH(OH){-}CH_3 \xrightarrow{H_2SO_4}Correct
(B)
(C)
(D)None of the above

Answer: (A)

Solution

Acid-catalysed dehydration of the alcohol in (a) proceeds through a carbocation that undergoes methyl shift, so the rearranged 2,3-dimethylbut-2-ene is the major product and

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Question ID VK-044216