Addition of HCl to 3,3-dimethyl-1-butene yiel | vedclass

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Question

(C) The reaction of $3,3$-dimethyl-$1$-butene with $HCl$ proceeds via carbocation intermediates. First,protonation of the alkene double bond according

Vedclass · Accepted Answer

$1, 4$

Vedclass · Answer

(C) The reaction of $3,3$-dimethyl-$1$-butene with $HCl$ proceeds via carbocation intermediates. First,protonation of the alkene double bond according to Markovnikov's rule gives a secondary carbocation: $(CH_3)_3C-C^+H-CH_3$ (Intermediate $1$). This carbocation then undergoes a $1,2$-methyl shift from the adjacent quaternary carbon to form a more stable tertiary carbocation: $(CH_3)_2C^+-CH(CH_3)_2$ (Intermediate $4$). Thus,the possible intermediates in the reaction are $1$ and $4$.

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