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Question

Given below are two reactions "A" abd "B". They are made to react with aqueous base NaOH.

Which of the following is/are correct


A

A yields an epoxide while B gives a ketone

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B

A yields a ketone while B gives an epoxide

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C

Both A and B yield cyclohexanone

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D

Both A and B yield the same epoxide

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Solution

The correct option is A

A yields an epoxide while B gives a ketone


For both cases, before rushing to conclusions, see if ring flip yields any possibilities.
That way, if you can make a case for gretaer stability, it should make better sense:

For the trans isomer,

For the cis isomer, elimination happens well:


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