Question

This molecule undergoes a substitution reaction through an SN1 pathway when warmed and stirred with HBr. Draw the two substitution products of this reaction. Show the correct stereochemistry by using wedges and dashes at all chiral centers. In part two, select the term that correctly describes the relationship between the products.

Answer 1

Answer:

See explanation and image attached

Explanation:

The mechanism of this reaction is shown in the image attached. The image was obtained from HomeworkLib.

The first step in the reaction is protonation and loss of -OH2. A carbocation is now created which undergoes a 1,2 hydride shift. This yields a tertiary carbocation which is more stable.

A racemic mixture of two products, major and minor are now obtained as shown.