Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
Question
Book Icon
Chapter 18.10, Problem 18.10P

(a)

Interpretation Introduction

Interpretation:

The conversion of hexanoic acid to given amine has to be shown.

Concept introduction:

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

Organic Chemistry, Chapter 18.10, Problem 18.10P , additional homework tip  1

Reaction of acid chloride with ammonia or amines:

The reaction of acid chlorides with ammonia and primary and secondary amines will yield amide.

The nucleophilic addition of ammonia or amine to the carbonyl carbon occurs which is followed by a proton transfer forming an addition intermediate that will eliminate chloride and lose a proton to give the amide compound.

LiAlH4 is a powerful reducing agent which reduces carboxylic acids to primary alcohol.

Organic Chemistry, Chapter 18.10, Problem 18.10P , additional homework tip  2

(b)

Interpretation Introduction

Interpretation:

The conversion of hexanoic acid to given amine has to be shown.

Concept introduction:

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

Organic Chemistry, Chapter 18.10, Problem 18.10P , additional homework tip  3

Reaction of acid chloride with ammonia or amines:

The reaction of acid chlorides with ammonia and primary and secondary amines will yield amide.

The nucleophilic addition of ammonia or amine to the carbonyl carbon occurs which is followed by a proton transfer forming an addition intermediate that will eliminate chloride and lose a proton to give the amide compound.

LiAlH4 is a powerful reducing agent which reduces carboxylic acids to primary alcohol.

Organic Chemistry, Chapter 18.10, Problem 18.10P , additional homework tip  4

Blurred answer
Students have asked these similar questions
Indicate the correct option.a) Graphite conducts electricity, being an isotropic materialb) Graphite is not a conductor of electricityc) Both are false
(f) SO: Best Lewis Structure 3 e group geometry:_ shape/molecular geometry:, (g) CF2CF2 Best Lewis Structure polarity: e group arrangement:_ shape/molecular geometry: (h) (NH4)2SO4 Best Lewis Structure polarity: e group arrangement: shape/molecular geometry: polarity: Sketch (with angles): Sketch (with angles): Sketch (with angles):
1. Problem Set 3b Chem 141 For each of the following compounds draw the BEST Lewis Structure then sketch the molecule (showing bond angles). Identify (i) electron group geometry (ii) shape around EACH central atom (iii) whether the molecule is polar or non-polar (iv) (a) SeF4 Best Lewis Structure e group arrangement:_ shape/molecular geometry: polarity: (b) AsOBr3 Best Lewis Structure e group arrangement:_ shape/molecular geometry: polarity: Sketch (with angles): Sketch (with angles):

Chapter 18 Solutions

Organic Chemistry

Ch. 18.8 - The following sequence of steps is used to create...Ch. 18.9 - Prob. 18.8PCh. 18.9 - Prob. 18.9PCh. 18.10 - Prob. 18.10PCh. 18.10 - Show how to convert (R)-2-phenylpropanoic acid to...Ch. 18 - Prob. 18.12PCh. 18 - Write the IUPAC name for each compound. (a)...Ch. 18 - Prob. 18.14PCh. 18 - Prob. 18.15PCh. 18 - Propose a structural formula for compound A,...Ch. 18 - Propose a structural formula for compound B,...Ch. 18 - Propose a structural formula for each compound...Ch. 18 - Draw a structural formula for the principal...Ch. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - Prob. 18.23PCh. 18 - Prob. 18.24PCh. 18 - Show the product expected when the following...Ch. 18 - The reagent diisobutylaluminum hydride (DIBALH)...Ch. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Nicotinic acid, more commonly named niacin, is one...Ch. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Isoniazid, a drug used to treat tuberculosis, is...Ch. 18 - Prob. 18.37PCh. 18 - A step in a synthesis of PGE1 (prostaglandin E1,...Ch. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - Show how to synthesize 5-nonanone from...Ch. 18 - Prob. 18.42PCh. 18 - The following sequence of steps converts...Ch. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46PCh. 18 - Prob. 18.47PCh. 18 - Following is a retrosynthetic analysis for the...Ch. 18 - Prob. 18.50PCh. 18 - Given this retrosynthetic analysis, propose a...Ch. 18 - Prob. 18.52PCh. 18 - Prob. 18.53PCh. 18 - Prob. 18.54PCh. 18 - In Problem 7.28, we saw this step in Johnsons...Ch. 18 - Prob. 18.56PCh. 18 - Prob. 18.57PCh. 18 - Prob. 18.58PCh. 18 - Prob. 18.59PCh. 18 - Prob. 18.60PCh. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Minoxidil is a molecule that causes hair growth in...Ch. 18 - Prob. 18.69PCh. 18 - Prob. 18.70PCh. 18 - Prob. 18.71P
Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Text book image
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning