Major products (C) and (D) will be respective | vedclass

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(A) The starting material is $trans-2-methylcyclohexanol$. $1$. Reaction with $SOCl_2$ (without pyridine) proceeds via an $S_Ni$ mechanism,which invol

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$3-$methylcyclohexene and $1-$methylcyclohexene

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(A) The starting material is $trans-2-methylcyclohexanol$. $1$. Reaction with $SOCl_2$ (without pyridine) proceeds via an $S_Ni$ mechanism,which involves retention of configuration. Thus,$(A)$ is $trans-1-chloro-2-methylcyclohexane$. Subsequent elimination with $alc. KOH$ follows an $E2$ mechanism. For $E2$ elimination,the leaving group $(Cl)$ and the $\beta-H$ must be anti-periplanar. In $trans-1-chloro-2-methylcyclohexane$,the $\beta-H$ at $C-1$ is anti to the $Cl$ atom,leading to the formation of $3-methylcyclohexene$ as the major product $(C)$. $2$. Reaction with $SOCl_2$ in the presence of pyridine proceeds via an $S_N2$ mechanism,which involves inversion of configuration. Thus,$(B)$ is $cis-1-chloro-2-methylcyclohexane$. Subsequent elimination with $alc. KOH$ follows an $E2$ mechanism. In $cis-1-chloro-2-methylcyclohexane$,the $\beta-H$ at $C-2$ is anti to the $Cl$ atom,leading to the formation of the more stable,more substituted alkene,$1-methylcyclohexene$,as the major product $(D)$.

Major products $(C)$ and $(D)$ will be respectively:

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