Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 24, Problem 24.33SP
Interpretation Introduction

Interpretation:

The use of Strecker synthesis to make tryptophan and the stereochemistry that is expected in product are to be stated.

Concept introduction:

The Strecker synthesis involves the synthesis of α amino acids from the reaction of an aldehyde with hydrogen cyanide and ammonia. This reaction yields α amino nitrile as an intermediate. The hydrolysis of α amino nitrile (an intermediate) yields D and L form of α amino acids.

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Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine addition product – the initial zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate neutral intermediate tautomerization Reactants H20 hydrolysis product Draw the two reactants. Draw the hydrolysis product.
Which of the following statements is correct? A) The haloform reaction proceeds under very difficult conditions and the yield is very low. B) The haloform reaction is used only for the identification of compounds containing secondary alcohol groups. C) Methyl ketones or alcohols are oxidized with halogens in acidic solutions to give carboxylic acids and the appropriate haloform product. D) Enolate anions react rapidly with halogens to give alpha-halocarbonyl compounds.
Enamines can serve as enolate surrogates in reactions at the α-carbon. In the reaction sequence, the structures of the enamine addition product - the initial zwitterion and its neutral tautomer - are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate 'N + 85 Reactants tautomerization hydrolysis product neutral intermediate 80 + H₂O

Chapter 24 Solutions

Organic Chemistry (9th Edition)

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