Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Haloalkanes and Haloarenes

Question:

Statement I: tert-Butyl bromide undergoes Wurtz reaction to give 2, 2, 3, 3 – tetramethyl butane.

Statement II: In Wurtz reaction, alkyl halides react with sodium in dry ether to give hydrocarbon containing double the number of carbon atoms present in the halide.

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 answer is (1) both statement I and statement II are correct and statement II is the correct explanation of statement I.

Statement I is correct because tert-butyl bromide does undergo Wurtz reaction to give 2,2,3,3-tetramethylbutane. This is because the reaction is a free radical reaction, and tert-butyl bromide is a tertiary alkyl halide, which are good radical initiators.

Statement II is also correct because Wurtz reaction is a coupling reaction in which two alkyl halides react with sodium in dry ether to give a hydrocarbon containing double the number of carbon atoms present in the halide.

The correct explanation for why statement I is correct is that statement II provides the mechanism for the reaction. In the Wurtz reaction, the alkyl halides are first converted to free radicals by the reaction with sodium. The free radicals then react with each other to form a hydrocarbon containing double the number of carbon atoms present in the halide.

Here is the reaction scheme for the Wurtz reaction of tert-butyl bromide:

\[(CH_3)_3CBr + 2Na \rightarrow (CH_3)_3C^• + 2NaBr\]

\[(CH_3)_3C^• + Br(CH_3)_3 \rightarrow (CH_3)_3C – C(CH_3)_3 + 2NaBr\]

As you can see, the product of the reaction is 2,2,3,3-tetramethylbutane.

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