Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 17, Problem 47DSP
Interpretation Introduction

Interpretation:

The location of the deuterium in the isobutyl alcohol product prepared by the reduction of 1, 2-Epoxy-2-methylpropane using LiAlD4/AlCl3 is to be determined.

Concept introduction:

Rearrangements occur during epoxide opening reactions.

The epoxide oxygen is either protonated or coordinated to a Lewis acid.

One of the groups attached to the carbon atom migrates, eventually producing an aldehyde or ketone.

LiAlH4 is a reducing agent and reduces aldehydes and ketone by donation of a hydride ion to the carbonyl carbon.

An aldehyde is reduced to a primary alcohol while a ketone is reduced to a secondary alcohol.

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Chapter 17 Solutions

Organic Chemistry - Standalone book

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