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

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01-03-2021
Chemistry

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

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pstnonsonjoku pstnonsonjoku · Answer 1 · 2021-03-02T15:18:16-05:00

pstnonsonjoku pstnonsonjoku

02-03-2021

Answer:

See explanation

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.

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