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(C) $1$. $A$ racemic mixture is formed during nucleophilic substitution when the reaction proceeds via an $S_N1$ mechanism.$2$. The $S_N1$ mechanism i

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$(a), (b)$

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(C) $1$. $A$ racemic mixture is formed during nucleophilic substitution when the reaction proceeds via an $S_N1$ mechanism.$2$. The $S_N1$ mechanism involves the formation of a planar carbocation intermediate, which can be attacked by the nucleophile from either side with equal probability.$3$. Compound $(a)$, $CH_3-CH(Br)-C_2H_5$ ($2$-bromobutane), is a secondary chiral alkyl halide. It forms a stable secondary carbocation and undergoes $S_N1$ substitution to form a racemic mixture.$4$. Compound $(b)$, $CH_3-C(Br)(CH_3)-C_2H_5$ ($3$-bromo$-3-$methylpentane), is a tertiary chiral alkyl halide. It readily forms a stable tertiary carbocation and undergoes $S_N1$ substitution to form a racemic mixture.$5$. Compound $(c)$, $CH_3-CH(C_2H_5)-CH_2Br$ ($1$-bromo$-2-$methylbutane), is a primary alkyl halide. It typically undergoes $S_N2$ reactions, which result in inversion of configuration rather than racemization.$6$. Therefore, compounds $(a)$ and $(b)$ form a racemic mixture.

Which of the following chiral compounds undergoes nucleophilic substitution by $OH^-$ ions to form a racemic mixture?
$(a)$ $CH_3-CH(Br)-C_2H_5$
$(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$
$(c)$ $CH_3-CH(C_2H_5)-CH_2Br$

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Which of the following chiral compounds undergoes nucleophilic substitution by $OH^-$ ions to form a racemic mixture? $(a)$ $CH_3-CH(Br)-C_2H_5$ $(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$ $(c)$ $CH_3-CH(C_2H_5)-CH_2Br$