144k views
25 votes
What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol aqueous HBr at reflux

1 Answer

9 votes

Answer:

See explanation

Step-by-step explanation:

The mechanism involves SN1 nucleophilic substitution reaction. The -OH group of the alcohol is first protonated. Since water is a good leaving group, -OH2 leaves the substrate creating a primary carbo cation.

A 1,2 methyl shift now occurs to create a tertiary carbo cation which is more stable leading to the major product shown in the image attached to this answer.

What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol-example-1
User Nazim Faour
by
7.1k points