Organic Chemistry, Loose-leaf Version
Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 23, Problem 23.34P

(a)

Interpretation Introduction

Interpretation:

Synthesis of benzylamine from the given starting material has to be shown.

Concept Introduction:

Preparation of imine:

An imine is a compound having C=N bond that is formed by the reaction of a ketone or aldehyde and primary amine under mild acidic conditions with the elimination of water molecule.

Organic Chemistry, Loose-leaf Version, Chapter 23, Problem 23.34P , additional homework tip  1

Reduction: If electrons are gained to a species or hydrogen atoms are added to a species or oxygen atom gets removed from a species during a chemical reaction is known as reduction.

(b)

Interpretation Introduction

Interpretation:

Synthesis of benzylamine from the given starting material has to be shown.

Concept Introduction:

Amide Hydrolysis: In presence of base, amide reacts with water to form the corresponding amine and carboxylic acid salt.

(c)

Interpretation Introduction

Interpretation:

Synthesis of benzylamine from the given starting material has to be shown.

Concept Introduction:

Preparation of amine: A primary amine is formed when an alkyl halide is reacted with excess ammonia.

Thionyl chloride: SOCl2 is used convert to an alcohol to an alkyl halide.

(d)

Interpretation Introduction

Interpretation:

Synthesis of benzylamine from the given starting material has to be shown.

Concept Introduction:

Thionyl chloride: SOCl2 is used convert to an alcohol to an alkyl halide.

(e)

Interpretation Introduction

Interpretation:

Synthesis of benzylamine from the given starting material has to be shown.

Concept Introduction:

Acid chlorides are most often prepared by treating a carboxylic acid with thionyl chloride.

Organic Chemistry, Loose-leaf Version, Chapter 23, Problem 23.34P , additional homework tip  2

Amide Formation: Amide is formed when an acid chloride reacts with an amine or ammonia.

Here, the chlorine atom that is attached to the carbonyl carbon atom of the acid chloride is being replaced by NH2, NHR' or NR'2 group in the an amine or ammonia forming amide.

Reduction: If electrons are gained to a species or hydrogen atoms are added to a species or oxygen atom gets removed from a species during a chemical reaction is known as reduction. In a reaction, LiAlH4 (Lithium aluminium hydride) is used as a reducing agent.

(f)

Interpretation Introduction

Interpretation:

Synthesis of benzylamine from the given starting material has to be shown.

Concept Introduction:

Preparation of amide: An amide is formed when an ester is reacted with ammonia.

Reduction: If electrons are gained to a species or hydrogen atoms are added to a species or oxygen atom gets removed from a species during a chemical reaction is known as reduction. In a reaction, LiAlH4 (Lithium aluminium hydride) is used as a reducing agent.

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Chapter 23 Solutions

Organic Chemistry, Loose-leaf Version

Ch. 23.5 - Prob. FQCh. 23.5 - Prob. GQCh. 23.5 - Select the stronger acid from each pair of...Ch. 23.6 - Prob. 23.7PCh. 23.6 - Prob. 23.8PCh. 23.6 - Prob. 23.9PCh. 23.7 - Prob. 23.10PCh. 23.8 - Prob. 23.11PCh. 23.8 - Prob. 23.12PCh. 23.8 - Prob. 23.13PCh. 23.9 - Prob. 23.14PCh. 23.10 - In Example 23.15, you considered the product of...Ch. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Prob. 23.18PCh. 23 - Prob. 23.19PCh. 23 - Prob. 23.20PCh. 23 - Prob. 23.21PCh. 23 - Prob. 23.22PCh. 23 - Account for the formation of the base peaks in...Ch. 23 - Prob. 23.24PCh. 23 - Select the stronger base from each pair of...Ch. 23 - The pKa, of the conjugate acid of morpholine is...Ch. 23 - Which of the two nitrogens in pyridoxamine (a form...Ch. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - Prob. 23.30PCh. 23 - Prob. 23.31PCh. 23 - Suppose you have a mixture of these three...Ch. 23 - Prob. 23.33PCh. 23 - Prob. 23.34PCh. 23 - Prob. 23.35PCh. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - (S)-Glutamic acid is one of the 20 amino acid...Ch. 23 - Prob. 23.39PCh. 23 - Propose a structural formula for the compound...Ch. 23 - Prob. 23.41PCh. 23 - The pyrolysis of acetic esters to give an alkene...Ch. 23 - Propose steps for the following conversions using...Ch. 23 - Show how to bring about each step in this...Ch. 23 - Show how to bring about each step in the following...Ch. 23 - Prob. 23.48PCh. 23 - Prob. 23.49PCh. 23 - Methylparaben is used as a preservative in foods,...Ch. 23 - Prob. 23.51PCh. 23 - Prob. 23.52PCh. 23 - Propose a synthesis for the systemic agricultural...Ch. 23 - Prob. 23.54PCh. 23 - Several diamines are building blocks for the...Ch. 23 - Prob. 23.56PCh. 23 - Prob. 23.57PCh. 23 - Prob. 23.58PCh. 23 - Prob. 23.59PCh. 23 - Following is a retrosynthesis for the coronary...Ch. 23 - Prob. 23.61PCh. 23 - Prob. 23.62PCh. 23 - Given this retrosynthetic analysis, propose a...Ch. 23 - Prob. 23.64PCh. 23 - Following is a series of anorexics (appetite...Ch. 23 - Prob. 23.66PCh. 23 - Prob. 23.67PCh. 23 - Show how the synthetic scheme developed in Problem...Ch. 23 - Prob. 23.69PCh. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - Prob. 23.72P
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