ORGANIC CHEM. PRIN AND MECHANISM LL+ AC
ORGANIC CHEM. PRIN AND MECHANISM LL+ AC
2017th Edition
ISBN: 9780393630787
Author: KARTY
Publisher: W.W.NORTON+CO.
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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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Just to reiterate, the question is to draw out all possible alkene reactants that will result in the shown product.
For attached alkenes, draw the structure of two different alkyl halides that yield the given alkene as the only product of dehydrohalogenation.
In the given boxes, draw what reactant(s) would give the shown product when combined with the alkene shown.

Chapter 12 Solutions

ORGANIC CHEM. PRIN AND MECHANISM LL+ AC

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