Q. 25 Note5.0( 4 Votes )

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

(a)



(b)



(c)



A. (a)

B. (a), (b), (c)

C. (b), (c)

D. (a), (c)

Answer :

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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