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Question

SN1 solvolysis of 4-bromopent-2-ene in ethanol gives:


A

4-methoxypent-2-ene

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B

The same product as obtained during SN1 solovolysis of 5-bromopent-2-ene in ethanol

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C

The reaction gives a mixture or products

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D

The reaction proceeds via a resonance-stabilized carbocation

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Solution

The correct options are
A

4-methoxypent-2-ene


B

The same product as obtained during SN1 solovolysis of 5-bromopent-2-ene in ethanol


D

The reaction proceeds via a resonance-stabilized carbocation


Once we evaluate the intermediate, the product becomes obvious.

Although not shown, the intermediate does have resonance contributors – both of which are equivalent. The only product is:


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