Fund. of General, Org... -Masteringchem.
Fund. of General, Org... -Masteringchem.
8th Edition
ISBN: 9780134143330
Author: McMurry
Publisher: PEARSON
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Chapter 16, Problem 16.23UKC

Chapter 16, Problem 16.23UKC, (a) For the compound above, identify each nitrogen as either a primary, secondary, tertiary,

  1. (a) For the compound above, identify each nitrogen as either a primary, secondary, tertiary, quaternary, or aromatic amine.
  2. (b) Which amine group(s) would be able to provide a hydrogen bond? Which could accept a hydrogen bond?

(a)

Expert Solution
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Interpretation Introduction

Interpretation:

It should be identified that the each nitrogen in the given compound either as a primary, secondary, tertiary amine, or aromatic amine.

Concept introduction:

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  1

In a quaternary ammonium ion a nitrogen atom with four attached groups is positively charged. And their compounds are known as quaternary ammonium salt.

Example: Tetramethylammonium ion

Aniline is an aromatic amine compound and its structure is,

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  2

Answer to Problem 16.23UKC

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  3

Explanation of Solution

Structure of the given compound is,

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  4

As per the concepts above mentioned,

Each nitrogen atoms in the given compound can be identified either as a primary, secondary, tertiary amine or aromatic amine as follows,

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  5

(b)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The amine group which would be able to provide a hydrogen bond and accept a hydrogen bond in the given compound has to be identified.

Concept introduction:

Amines are the derivatives of ammonia (NH3) with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the nitrogen, different types of amines can form.

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  6

Hydrogen bond is an attractive force established between hydrogen atom attached to a highly electronegative element and another highly electronegative element of the same or different molecule.

Answer to Problem 16.23UKC

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  7

Explanation of Solution

Structure of the given compound is,

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  8

In a hydrogen bond strong partial positive charge on hydrogen attracts lone electron pair on oxygen or nitrogen.

Here in the given molecule, an amine group which was able to provide a hydrogen bond and accept a hydrogen bond and those amines can be identified as follows,

Fund. of General, Org... -Masteringchem., Chapter 16, Problem 16.23UKC , additional homework tip  9

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Chapter 16 Solutions

Fund. of General, Org... -Masteringchem.

Ch. 16.4 - Prob. 16.11PCh. 16.5 - Write an equation for the acid-base equilibrium...Ch. 16.5 - Prob. 16.13PCh. 16.5 - Prob. 16.14PCh. 16.5 - Prob. 16.15PCh. 16.5 - Prob. 16.16PCh. 16.6 - Prob. 16.17PCh. 16.6 - Prob. 16.18PCh. 16.6 - Prob. 16.19PCh. 16.6 - Prob. 16.20PCh. 16.6 - Prob. 16.21PCh. 16.6 - Prob. 16.22PCh. 16.7 - Prob. 16.1CIAPCh. 16.7 - Prob. 16.2CIAPCh. 16.7 - Prob. 16.3CIAPCh. 16 - (a) For the compound above, identify each nitrogen...Ch. 16 - The structure of the amino acid lysine (in its...Ch. 16 - Prob. 16.25UKCCh. 16 - Prob. 16.26UKCCh. 16 - Prob. 16.27UKCCh. 16 - Complete the following equations: (a) (b)...Ch. 16 - Prob. 16.29APCh. 16 - Draw the structures corresponding to the following...Ch. 16 - Name the following amines, and classify them as...Ch. 16 - Name the following amines, and identify them as...Ch. 16 - Prob. 16.33APCh. 16 - Which is a stronger base, diethyl ether or...Ch. 16 - Prob. 16.35APCh. 16 - Prob. 16.36APCh. 16 - The compound lidocaine is used medically as a...Ch. 16 - Prob. 16.38APCh. 16 - Draw the structures of the ammonium ions formed...Ch. 16 - Prob. 16.40APCh. 16 - Prob. 16.41APCh. 16 - Prob. 16.42APCh. 16 - Prob. 16.43APCh. 16 - Prob. 16.44APCh. 16 - Prob. 16.45CPCh. 16 - Prob. 16.46CPCh. 16 - Prob. 16.47CPCh. 16 - Prob. 16.48CPCh. 16 - How do amines differ from analogous alcohols in...Ch. 16 - Name at least two undesirable characteristics are...Ch. 16 - Prob. 16.52CPCh. 16 - Complete the following equations (Hint: Answers...Ch. 16 - Prob. 16.54CPCh. 16 - Prob. 16.55CPCh. 16 - Why is cyclohexylamine not considered to be a...Ch. 16 - Prob. 16.57CPCh. 16 - Prob. 16.58GPCh. 16 - 1-Propylamine, 1-propanol, acetic acid, and butane...Ch. 16 - Prob. 16.60GPCh. 16 - Lemon juice, which contains citric acid, is...
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