Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Haloalkanes and Haloarenes

Question:

Statement I: Optically active 2-iodobutane on treatment with NaI in acetone undergoes racemization

Statement II: Reaction involves multiple Walden inversion and the product contains mixture of dextro and laevo isomers

Options:

Both statement I and statement II are correct and statement II is the correct explanation of statement I

Both statement I and statement II are correct but statement II is not the correct explanation of statement I

Statement I is correct but statement II is false

Statement I is false but statement II is correct

Correct Answer:

Both statement I and statement II are correct and statement II is the correct explanation of statement I

Explanation:

The correct answer is option 1. Both statement I and statement II are correct and statement II is the correct explanation of statement I.

Statement I is correct because optically active 2-iodobutane on treatment with NaI in acetone undergoes racemization. This is because the reaction involves multiple Walden inversions, which means that the configuration of the product is the opposite of the reactant. This results in a racemic mixture, which is a mixture of equal amounts of dextro and laevo isomers.

Statement II is also correct because the reaction involves multiple Walden inversions. A Walden inversion is a reaction in which the configuration of a chiral center is inverted. In the case of 2-iodobutane, the chiral center is the carbon atom that is bonded to the iodine atom. When 2-iodobutane is treated with NaI in acetone, the iodine atom is displaced by the iodide ion. This results in the inversion of the configuration of the chiral center, and the product is a racemic mixture.

Therefore, both statements I and II are correct and statement II is the correct explanation of statement I.

Here is a diagram of the reaction: