ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 16, Problem 24P
Interpretation Introduction

Interpretation:

The suitable oxidizing agents are to be suggested for oxidation of given alcohols.

Concept introduction:

When alcohol undergoes oxidation, it yields a carbonyl compound. Depending on the type of alcohol and the oxidizing agent, the carbonyl compound can be aldehyde, a ketone or a carboxylic acid.

Primary alcohols are oxidized either to an aldehyde or to a carboxylic acid. When oxidation is carried out in anhydrous medium, aldehydes are the major products. When water is present, carboxylic acids are formed.

By using the same reagents that oxidize primary alcohol, secondary alcohols oxidized to form ketone.

Tertiary alcohols cannot readily oxidize because they do not have H-C-O unit. This can be done only in the presence of stronger oxidizing agents and/or higher temperatures, which yields a complex mixtures of product.

Vicinal diols, on treatment with a string oxidizing agent like periodic acid, undergo oxidative cleavage. By breaking carbon-carbon bond, two carbonyl groups are formed

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Chapter 16 Solutions

ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.

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