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 26, Problem 31P
Interpretation Introduction

Interpretation:

The structures of compounds A through D isolated as intermediates in the synthesis of isoleucine from 2-bromobutane have to be drawn. Also, the alkyl halide that is used as the starting material for the synthesis of phenylalanine by the similar procedure has to be stated.

Concept introduction:

A molecule that consists of a ketone group on the β- carbon atom of an ester is generally known as β- keto ester.

It contains an active methylene group between two carbonyl groups in its structure.

Diethyl malonate and ethyl acetoacetate are some examples of β- keto ester.

A mixture that has equal amount of enantiomers is commonly known as racemic mixture.

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Students have asked these similar questions
(a) Isoleucine has been prepared by the following sequence of reactions. Give the structure of compounds A through D isolated as intermediates in this synthesis.(b) An analogous procedure has been used to prepare phenylalanine. What alkyl halide would you choose as the starting material for this synthesis?
Predict the products obtained from the reaction of triolein with the following reagents.(a) NaOH in water (b) H2 and a nickel catalyst
The reaction of ninhydrin with an -amino acid occurs in several steps (a) The first step is loss of water to give a triketone. Show the mechanism of the reaction and the structure of the triketone.(b) The second step is formation of an imine by reaction of the amino acid with the triketone. Show its structure. (c) The third step is a decarboxylation. Show the structure of the product and the mechanism of the decarboxylation reaction. (d) The fourth step is hydrolysis of an imine to yield an amine and an aldehyde. Show the structures of both products. (e) The final step is formation of the purple anion. Show the mechanism of the reaction
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