Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
bartleby

Concept explainers

Question
Book Icon
Chapter 24, Problem 3PP
Interpretation Introduction

Interpretation:

The synthesize of DL-leucine, DL-alanine, and DL-phenylalanine from potassium phthalimide and diethyl αa-bromomalonate.

Concept Introduction:

>

Amino acids are synthesized by plants and animals. There are some amino acids which are not synthesized by the higher animals. These amino acids are then taken up by the animals from various other sources.

>

There are two types of amino acid-syntheses, which are, from potassium phthalimide, and the Strecker synthesis. The potassium phthalimide type of synthesis uses diethyl αa-bromomalonate and SN2 reactions, and hydrolysis and decarboxylation occur in it.

>

The potassium phthalimide method is a modification of the Gabriel synthesis of amines. This method uses potassium phthalimide and diethyl a-bromomalonate to prepare an imido malonic ester.

>

Decarboxylation reaction is the reaction in which there is loss of a molecule of carbon dioxide from a compound.

>

The reaction of an aldehyde with ammonia and hydrogen cyanide produces an αa-aminonitrile, which on hydrolysis, gives amino acid. This synthetic strategy is called the Strecker synthesis.

Organic Chemistry, Chapter 24, Problem 3PP

Blurred answer
Students have asked these similar questions
Draw the structure of the phenylthiohydantoin derivatives of(a) alanine.
Draw zwitterion forms of these amino acids. (a) Valine (b) Phenylalanine (c) Glutamine
Draw three-dimensional representations of the following amino acids. Explain their structures. (a) L-phenylalanine (b) L-histidine (c) D-serine (d) L-tryptophan
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY