Question

Draw a structure for the product of nucleophilic substitution obtained on solvolysis of tert−butyl bromide in methanol

Answer 1

methyl tert-butyl ether is produced as a product

Step-by-step explanation:

• Nucleophilic substitution in solvolysis reaction of tert-butyl bromide goes through
  `S_(N)1` mechanism.
• Because Br is a good leaving group due to it's large size and high polarizability and methanol is an weak nucleophile.
• In the first step, tert-butyl cation is produced. In the second step, methanol attacks the carbocation and produce methyl tert-butyl ether after deprotonation.
• Reaction and structure of product has been shown below.