Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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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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Hydrocarbons like benzene are metabolized in the body to arene oxides, which rearrange to form phenols. This is an example of a general process in the body, in which an unwanted compound (benzene) is converted to a more water-soluble derivative called a metabolite, so that it can be excreted more readily from the body. a.) Classify each of these reactions as oxidation, reduction, or neither.b.) Explain why phenol is more water soluble than benzene. This means that phenol dissolves in urine, which is largely water, to a greater extent than benzene
Suggest the reagents and conditions required for the following conversions.
2. Write full equation including reaction conditions of each of the reaction below.  c) Formation of benzyl alcohol from benzaldehyde.

Chapter 16 Solutions

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