Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
bartleby

Videos

Textbook Question
Book Icon
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
Check Mark
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.

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), 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,

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 16, Problem 16.23UKC , additional homework tip  2

Answer to Problem 16.23UKC

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 16, Problem 16.23UKC , additional homework tip  3

Explanation of Solution

Structure of the given compound is,

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), 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,

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), 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.

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), 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

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 16, Problem 16.23UKC , additional homework tip  7

Explanation of Solution

Structure of the given compound is,

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), 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,

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 16, Problem 16.23UKC , additional homework tip  9

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Biochemistry What is the process of "transamination" in either the muscles or the liver, that involves keto acid or glutamic acid? Please explain how the steps work. Thank you!
Biochemistry Please help. Thank you What is the importance of glutamic acid in the metabolism of nitrogen from amino acids? (we know therole; it’s used to remove the nitrogen from amino acids so that the remaining carbon skeleton can bebroken down by the “usual” pathways, but what is the important, unique role that only glutamicacid/glutamate can do?)
Biochemistry Please help. Thank you When carbamyl phosphate is joined to L-ornathine, where does the energy for the reaction come from?

Chapter 16 Solutions

Fundamentals of General, Organic, and Biological Chemistry (8th Edition)

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...
Knowledge Booster
Background pattern image
Biochemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, biochemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Biology (MindTap Course List)
    Biology
    ISBN:9781337392938
    Author:Eldra Solomon, Charles Martin, Diana W. Martin, Linda R. Berg
    Publisher:Cengage Learning
Text book image
Biology (MindTap Course List)
Biology
ISBN:9781337392938
Author:Eldra Solomon, Charles Martin, Diana W. Martin, Linda R. Berg
Publisher:Cengage Learning
GCSE Chemistry - Acids and Bases #34; Author: Cognito;https://www.youtube.com/watch?v=vt8fB3MFzLk;License: Standard youtube license