Propose a mechanism and predict the products for the solvolysis of 2-bromo-2,3,3-trimethylbutane in methanol.

See explanation and image attached.

Explanation:

Solvolysis is a reaction in which the solvent is also the nucleophile. The reaction occurs by SN1 mechanism since it yields most stable carbocation. The SN1 mechanism predominates since a weak nucleophile/base is used.

The major product as shown is the image attached to this answer. The first step is the loss of the bromide ion followed by nucleophillic attack of the solvent. Loss of H^+ completes the mechanism.

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