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An S N 2 reaction at an asymmetric carbon of a compound always gives (a) an enantiomer of the substrate (b) a product with opposite optical rotation (c) a mixture of diastereomers (d) a single stereoisomer

An SN2 reaction at an asymmetric carbon of a compound always gives
(a) an enantiomer of the substrate
(b) a product with opposite optical rotation
(c) a mixture of diastereomers
(d) a single stereoisomer

Grade:upto college level

1 Answers

Navjyot Kalra
askIITians Faculty 654 Points
8 years ago
Hello Student,
Please find the answer to your question
(d) SN2 reactions proceed with inversion of configuration. Since the attacking nucleophile is not necessarily the same as that of leaving group, the product cannot be enantiomer of the substrate and thus necessarily will not have opposite optical rotation. Moreover since only one product is obtained, we can not obtain diastereomers.

Thanks
Navjyot Kalra
askIITians Faculty

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