Problem

(a) Addition of hydrogen chloride to 3,3-dimethyl-1-butene gives a mixture of two isomeric...

(a) Addition of hydrogen chloride to 3,3-dimethyl-1-butene gives a mixture of two isomeric chlorides in approximately equal amounts. Suggest reasonable structures for these two compounds, and offer a mechanistic explanation for their formation.


 (b) Vinylcyclopentane gives a mixture of a secondary and a tertiary alkyl chloride when treated with hydrogen chloride. Suggest reasonable structures and a mechanism for the formation of each.

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