Identifying Reaction Mechanisms - Organic Chemistry

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Question

Which of these would react fastest with methanol via an SN1 mechanism?

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Answer

An SN1 mechanism involves the leaving of the bromine in the first step and the formation of a carbocation on that carbon. The molecule with the most stable carbocation will react most quickly.

The carbocation is most stable on the most highly substituted carbon. All the of the answer options form primary or secondary cations except for one. The correct answer has a carbocation on a carbon bonded to two methyl groups and one ethyl group. The correct answer is .

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