ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
10th Edition
ISBN: 9781260024241
Author: Carey
Publisher: MCG/CREATE
Question
Book Icon
Chapter 6.8, Problem 12P
Interpretation Introduction

Interpretation:

It is to be explained that the carbocation intermediate in the hydrolysis of 2-bromo-3-methylbutane rearranges by a hydride shift rather than a methyl shift.

Concept introduction:

The stability order of carbocation is methyl < primary < secondary < tertiary.

The carbocation can be stabilized by rearrangement due to shift of hydride or methyl group of adjacent carbon.

The selection of hydride or methyl group shift depends on the stability of carbocation formed.

Blurred answer
Students have asked these similar questions
Which of the following compounds show the most stable carbocation achieved via hydride shift in the hydration reaction of 3-isopropylhept-1-ene?
Draw the reaction mechanism of the elimination reaction of 2bromobutane with a hydroxide ion acting as the base.
List the following carbocation intermediates in order from least stable to most stable. Explain why they were ranked this way.
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning