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Question

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

(a) (i) (b) (i), (ii) and (iii) (c) (ii) and (iii) (d) (i) and (iii)

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Solution

A mixture containing the enantiomers in equimolar amount have zero optical rotation, as the rotation due to one isomer cancelled by the rotation due to other isomer. Such a mixture is known aa s racemic mixture. All those compounds which follow SN2 mechanism during nucleophilic substitution reaction form a racemic mixture.

Order of reactivity of alkyl halides towards SN1.

and reactions as follows:

Tertiary halide; secondary halide; primary halide; CH3X.

For SN1 reaction.

Thus, contains a chiral carbon and gives a racemic product.

Hence, option (a) is correct.


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