ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 25.3, Problem 18CC

(a)

Interpretation Introduction

Interpretation:

Amino acids formed when the given set of aldehydes is subjected to Strecker synthesis need to be found out and named.

Concept introduction:

Strecker synthesis is a process in which the aldehyde reacts with ammonium chloride and alkali cyanide to form α -aminonitrile.  The formed α -aminonitrile is undergoes hydrolysis to give the respective amino acids.  The general scheme can be shown as,

ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 25.3, Problem 18CC , additional homework tip  1

Steps involved in Strecker synthesis are,

  • Protonation of carbonyl
  • Nucleophilic attack of ammonia to form imine
  • Attack of cyanide to form α -aminonitrile
  • Hydrolysis to give α -aminoacid

To find: the aminoacid formed by Strecker synthesis when acetaldehyde is used and name the amino acid.

(b)

Interpretation Introduction

Interpretation:

Amino acids formed when the given set of aldehydes is subjected to Strecker synthesis need to be found out and named.

Concept introduction:

Strecker synthesis is a process in which the aldehyde reacts with ammonium chloride and alkali cyanide to form α -aminonitrile.  The formed α -aminonitrile is undergoes hydrolysis to give the respective amino acids.  The general scheme can be shown as,

ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 25.3, Problem 18CC , additional homework tip  2

Steps involved in Strecker synthesis are,

  • Protonation of carbonyl
  • Nucleophilic attack of ammonia to form imine
  • Attack of cyanide to form α -aminonitrile
  • Hydrolysis to give α -aminoacid

To find: the aminoacid formed by Strecker synthesis when 3-methylbutanal is used and name the amino acid.

(c)

Interpretation Introduction

Interpretation:

Amino acids formed when the given set of aldehydes is subjected to Strecker synthesis need to be found out and named.

Concept introduction:

Strecker synthesis is a process in which the aldehyde reacts with ammonium chloride and alkali cyanide to form α -aminonitrile.  The formed α -aminonitrile is undergoes hydrolysis to give the respective amino acids.  The general scheme can be shown as,

ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 25.3, Problem 18CC , additional homework tip  3

Steps involved in Strecker synthesis are,

  • Protonation of carbonyl
  • Nucleophilic attack of ammonia to form imine
  • Attack of cyanide to form α -aminonitrile
  • Hydrolysis to give α -aminoacid

To find: the aminoacid formed by Strecker synthesis when 2-methylpropanal is used and name the amino acid.

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