Which of the following compounds will give racemic mixture on nucleophilic substitution by OH ion?

(a)



(b)



(c)



A mixture containing two enantiomers in equal proportions but with zero optical activity because the opposite optical rotations of the two enantiomers cancel out each other, is called a racemic mixture. For a racemic mixture to occur after nucleophilic substitution, the optically active reactant undergoes SN1 reaction. Options (a) is a chiral carbon atom and it will undergo SN1 mechanism to give a racemic mixture. Option (b) is not an asymmetric carbon, and option (c) contains a secondary carbon asymmetric atom, which has less reactivity towards an SN1 substitution. The correct option is (i).

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