CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 6, Problem 45DSP
Interpretation Introduction

Interpretation:

Reactants X and product Y in the given sequence of reactions is to be determined.

Concept Introduction:

Alkyl sulfonates are prepared by the reaction of an alcohol with sulfonyl chlorides. These reactions are carried out in suitable solvents such as trimethylamine, amines, etc...

In these reactions, the hydrogen atom of the hydroxyl group in alcohols is substituted by the methyl sulfonate group.

Their preparation comprises the oxygen of the alcohol and not the carbon to which the oxygen is attached.

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

If the structure for the product molecule is known, the corresponding reactant alcohol can be found by replacing the methyl sulfonate group by the hydrogen atom without changing the stereochemistry of the alcohol molecule.

The reaction of this methane sulfonate with sodium azide produces the corresponding alkyl azide, and this reaction follows the SN2 mechanism pathway.

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Predict the major organic product(s) and byproducts (either organic or inorganic) for thefollowing reactions.
Predict the major organic product(s) and byproducts (either organic or inorganic) for thefollowing reaction.
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