Alkyl Halides - Result Question 4

4. The major product of the following reaction is

alt text

Show Answer

Answer:

Correct Answer: 4. (c)

Solution:

  1. In the given question, the substrate is a $2^{\circ}$-halide (bromide) and the medium, $CH _3 OH$ (as well as a poor nucleophile) is protic in nature, So, the reaction will follow mainly $S _N 1$ pathways via the formation of a carbocation intermediate (I).

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-344_jpg_height_330_width_715_top_left_y_1402_top_left_x_1261.jpg"width="450">

The intermediate, I can be rearranged into the more stable form I’ $\left(3^{\circ}\right)$ by $\alpha$-hydride shift. I ’ will give the major product.

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-344_jpg_height_324_width_714_top_left_y_1824_top_left_x_1256.jpg"width="450">