ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
3rd Edition
ISBN: 9781119416746
Author: Klein
Publisher: WILEY
Question
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Chapter 26, Problem 54IP

(a)

Interpretation Introduction

Interpretation:

Conversion of oleic acid into the given set of compounds is done by reagents and the same has to be identified.

Concept introduction:

Hydrogenation is a reaction where hydrogen is added to a compound to get the product in the reduced form.  Few examples are, unsaturated compounds are converted to saturated compounds,  ketone to alcohol, carboxylic acid to alcohol etc.

To identify: the reagents used for transformation of oleic acid into stearic acid.

(b)

Interpretation Introduction

Interpretation:

Conversion of oleic acid into the given set of compounds is done by reagents and the same has to be identified.

Concept introduction:

Hydrogenation is a reaction where hydrogen is added to a compound to get the product in the reduced form.  Few examples are, unsaturated compounds are converted to saturated compounds,  ketone to alcohol, carboxylic acid to alcohol etc.

Esterification is a reaction in which a carboxylic acid and an alcohol is reacted in presence of aqueous acid or base to form a ester bond.

To identify: the reagents used for conversion of oleic acid to ethyl stearate.

(c)

Interpretation Introduction

Interpretation:

Conversion of oleic acid into the given set of compounds is done by reagents and the same has to be identified.

Concept introduction:

Hydrogenation is a reaction where hydrogen is added to a compound to get the product in the reduced form.  Few examples are, unsaturated compounds are converted to saturated compounds,  ketone to alcohol, carboxylic acid to alcohol etc.

Carboxylic acid to alcohol requires a strong reducing agent such as LAH .

To identify: the reagents used for conversion of oleic acid to 1-octadecanol.

(d)

Interpretation Introduction

Interpretation:

Conversion of oleic acid into the given set of compounds is done by reagents and the same has to be identified.

Concept introduction:

Ozonolysis of the an alkene by use of ozone yields two aldehyde.

Aldehyde when undergoes oxidation using a strong oxidizing agent gives carboxylic acid as the product.

To identify: the reagents used for conversion of oleic acid to nonanedioic acid.

(e)

Interpretation Introduction

Interpretation:

Conversion of oleic acid into the given set of compounds is done by reagents and the same has to be identified.

Concept introduction:

Hydrogenation is a reaction where hydrogen is added to a compound to get the product in the reduced form.  Few examples are, unsaturated compounds are converted to saturated compounds,  ketone to alcohol, carboxylic acid to alcohol etc.

Bromination of the α -carbon is done using the bromine and phosphorous tribromide.

To identify: the reagents used for conversion of oleic acid to 2-bromostearic acid.

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What is the stepwise mechanism for this reaction?
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