Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Haloalkanes and Haloarenes

Question:

Formulate the structure of the most likely product of the following reaction of 4-chloro-4-methyl -1-pentanol in neutral polar solution.

Options:

Correct Answer:

Explanation:

The correct answer is option 2.

When 4-chloro-4-methyl -1-pentanol is present in a neutral polar solution, the chloro group \((-Cl)\) can leave easily as it is a good leaving group creating a stable tertiary carbocation, then the lone pair of the \(-OH\) group interacts with the carbon carrying the positive charge leading to cyclization followed by the release of a proton to form 2,2-Dimethyltetrahydrofuran. The reaction will be as follows: