Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Haloalkanes and Haloarenes

Question:

An SN2 reaction at an asymmetric carbon of a compound always gives

Options:

an enantiomer of the substrate

a product with opposite optical rotation

a mixture of diastereomers

a single isomer

Correct Answer:

a single isomer

Explanation:

The answer is (4) a single isomer.

An SN2 reaction at an asymmetric carbon of a compound always gives a single isomer. This is because the reaction proceeds through a concerted mechanism, which means that the nucleophile attacks the carbon atom at the same time as the leaving group leaves. This results in the inversion of the stereochemistry at the carbon atom.

The other options are incorrect because they are not always produced in an SN2 reaction at an asymmetric carbon of a compound.

Option (1) is incorrect because an SN2 reaction does not always produce an enantiomer of the substrate. For example, if the substrate is a racemic mixture, the product will also be a racemic mixture.

Option (2) is incorrect because an SN2 reaction does not always produce a product with opposite optical rotation. For example, if the substrate is a meso compound, the product will be optically inactive.

Option (3) is incorrect because an SN2 reaction does not always produce a mixture of diastereomers. For example, if the substrate is a chiral compound with no chiral centers adjacent to the asymmetric carbon, the product will be a single isomer.