ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 5.15, Problem 18P
Interpretation Introduction

Interpretation:

A chemical equation describing the preparation of cis-4-tert-butylcyclohexyl methanesulfonate is to be written.

Concept introduction:

Alkyl sulfonates can be prepared by reacting an alcohol with a sulfonyl chloride.

The stereochemistry of the original alcohol and the carbon skeleton both are maintained when the alcohols are converted to their corresponding alkyl methyl sulfonates.

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Please answer the question and provide a detailed drawing of the structure. If there will not be a new C – C bond, then the box under the drawing area will be checked.  Will the following reaction make a molecule with a new C – C bond as its major product:  Draw the major organic product or products, if the reaction will work. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry.
Please do not use AI.  AI cannot "see" the molecules properly, and it therefore gives the wrong answer while giving incorrect descriptions of the visual images we're looking at.  All of these compounds would be produced (I think).  In my book, I don't see any rules about yield in this case, like explaining that one product would be present in less yield for this reason or that reason.  Please explain why some of these produce less yield than others.
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