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Question

2,3-Dimethyl-2-butene can be prepared by heating which of the following compounds with a strong acid ?

A
(CH3)2CHCH2CH=CH2
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B
(CH3)3CCH=CH2
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C
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D
(CH3)2C=CHCH2CH3
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Solution

The correct option is B (CH3)3CCH=CH2

It is an example of isomerisation of alkene reaction.
Here, the alkene attacks the H+ to form a carbocation and it undergoes 1, 2 -methyl shift to form stable carbocation followed by elimination of H+ to give stable alkene product ( more substituted alkene).

All other options (a), (b) and (c) does not give the desired product.

Hence, option (d) is the correct answer.

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