EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
2nd Edition
ISBN: 9780393630817
Author: KARTY
Publisher: W.W.NORTON+CO. (CC)
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Chapter 12, Problem 12.13P
Interpretation Introduction

Interpretation:

Two possible alkene reactants that can undergo oxymercuration-reduction to yield 2-methylpentan-2-ol are to be drawn.

Concept introduction:

The conversion of an alkene to alcohol can be carried out by oxymercuration-reduction reaction. The product of oxymercuration-reduction follows Markovnikov’s rule. The hydroxyl group (OH) is added to the more substituted carbon atom of the initial double bond. From the position of hydroxyl group to the more substituted carbon atom of the double bond can be determined. The other carbon atom would be a less substituted carbon.

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Based on the hydrogenation and the bromination reaction information, how many different alkene structures can you draw that could be Compound X? (If enantiomers are possible, count each pair of enantiomers as one structure.)
Draw all of the possible alkene products from the following reaction. Indicate in what amounts alkenes would be produced relative to one another.
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EBK ORGANIC CHEMISTRY: PRINCIPLES AND M

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