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(A) racemic mixture is formed when a nucleophilic substitution reaction occurs at a chiral carbon atom,typically via the $S_N1$ mechanism.Compound $(a

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$(a)$

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(A) racemic mixture is formed when a nucleophilic substitution reaction occurs at a chiral carbon atom,typically via the $S_N1$ mechanism.Compound $(a)$ $CH_3-CH(Br)-C_2H_5$ ($2$-bromobutane) is chiral because the carbon atom is bonded to four different groups: $-H$,$-CH_3$,$-C_2H_5$,and $-Br$.Upon substitution,it forms a planar carbocation intermediate,leading to racemization.Compound $(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$ is achiral because it has two identical methyl groups attached to the carbon bearing the bromine atom.Compound $(c)$ $C_2H_5-CH(C_2H_5)-CH_2Br$ is achiral because it has two identical ethyl groups attached to the carbon atom adjacent to the $CH_2Br$ group.Therefore,only compound $(a)$ forms a racemic mixture.

Which of the following compounds gives a racemic mixture on nucleophilic substitution?
$(a)$ $CH_3-CH(Br)-C_2H_5$
$(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$
$(c)$ $C_2H_5-CH(C_2H_5)-CH_2Br$

Similar Questions

Consider the following reaction and select the best choice that represents the product:

Among the given halides,which one will give the same product in both $S_{N^1}$ and $S_{N^2}$ reactions?
$(I) \ CH_3-CH(CH_3)-CH_2-CH(Br)-CH_3$
$(II) \ \text{2-methylcyclohexyl chloride}$
$(III) \ \text{Chlorocyclohexane}$
$(IV) \ CH_3-CH(Br)-CH_2-CH_3$

Predict the major product for the following reaction: $CH_3-CH(CH_3)-ONa + (CH_3)_3C-Cl \xrightarrow{\Delta} \text{Major product}$

Which of the following expressions is representative of the rate law for a $S_{N}2$ reaction?

What is the product obtained when $CCl_4$ is boiled with $KOH$?

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Which of the following compounds gives a racemic mixture on nucleophilic substitution?$(a)$ $CH_3-CH(Br)-C_2H_5$$(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$$(c)$ $C_2H_5-CH(C_2H_5)-CH_2Br$