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(D) The reaction of $3-methyl-1-butene$ $(CH_2=CH-CH(CH_3)_2)$ with $DCl$ proceeds via the formation of a carbocation intermediate.$1$. Protonation (o

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Both $(a)$ and $(c)$

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(D) The reaction of $3-methyl-1-butene$ $(CH_2=CH-CH(CH_3)_2)$ with $DCl$ proceeds via the formation of a carbocation intermediate.$1$. Protonation (or deuteration) of the double bond occurs to form the most stable carbocation.$2$. Addition of $D^+$ to the terminal carbon $(C_1)$ leads to a secondary carbocation: $CH_2D-CH^+-CH(CH_3)_2$.$3$. Subsequent attack by $Cl^-$ yields the product $CH_2D-CHCl-CH(CH_3)_2$ (Option $a$).$4$. Alternatively,a $1,2-$hydride shift can occur in the secondary carbocation to form a more stable tertiary carbocation: $CH_3-CH^+-C(CH_3)_2$.$5$. Attack by $Cl^-$ on this tertiary carbocation yields $CH_3-CHCl-C(CH_3)_2$ (not listed).$6$. If $D^+$ adds to $C_2$,it forms a primary carbocation,which is unstable. However,if the mechanism involves rearrangement or specific pathways,$CH_3-CDCl-CH(CH_3)_2$ (Option $c$) can be formed via different intermediates or pathways involving hydride shifts.Given the standard electrophilic addition mechanism,both $(a)$ and $(c)$ are considered possible products due to carbocation rearrangements.

Which of the following products are formed upon the addition reaction of $DCl$ with $3-methyl-1-butene$?

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