Question

Draw a structure for the product of nucleophilic substitution obtained on solvolysis of tert−butyl bromide in methanol, and arrange the correct mechanism for its formation. Be sure to answer all parts.

Answer 1

2-methoxy-2-methylpropane

Step-by-step explanation:

The first step for this reaction is the carbocation formation. In this step, a tertiary carbocation is formed. Also, we will have a good leaving group so bromide will be formed. Then the methanol acts as a nucleophile and attacks the carbocation. Next, a positive charge is generated upon the oxygen, this charge can be removed when the hydrogen leaves the molecule as
`H^+`. (See figure)