General, Organic, & Biological Chemistry
General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 18, Problem 18.55P
Interpretation Introduction

Interpretation:

The reason for higher boiling point of primary amine needs to be explained when both primary and tertiary amines (with same carbon atoms) are soluble in water.

Concept Introduction:

Nitrogen has a higher electronegativity. Therefore, N can form more polar bonds with other less electronegative atoms. For example, C-N and N-H bonds are polar. Molecules that have N-H bonds are capable of forming intermolecular hydrogen bonds. Higher the intermolecular interactions, higher its boiling point.

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Draw several molecules of methanamide and show the intermolecular hydrogen bonding that account for the amide’s very high boiling point.
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1. Which statement best described the ability of amines to hydrogen bond?       A. Primary, secondary and tertiary amines can all hydrogen bond with molecules identical to themselves.       B. Primary and secondary amines can hydrogen bond with molecules identical to themselves, but tertiary amines cannot.       C. Only primary amines can hydrogen bond with molecules identical to themselves. Secondary and tertiary amines cannot.       D. Primary, secondary and tertiary amines cannot hydrogen bond with molecules identical to themselves, but the can hydrogen bond with water.

Chapter 18 Solutions

General, Organic, & Biological Chemistry

Ch. 18.5 - Prob. 18.11PCh. 18.5 - Prob. 18.12PCh. 18.5 - Prob. 18.13PCh. 18.6 - Prob. 18.14PCh. 18.6 - Prob. 18.15PCh. 18.6 - Prob. 18.16PCh. 18.6 - Name each ammonium salt. a. ( CH3 NH3)+Cl b. [( CH...Ch. 18.6 - Prob. 18.18PCh. 18.6 - Prob. 18.19PCh. 18.7 - Prob. 18.20PCh. 18.7 - Prob. 18.21PCh. 18.8 - Prob. 18.22PCh. 18.8 - Prob. 18.23PCh. 18.8 - Prob. 18.24PCh. 18.9 - Prob. 18.25PCh. 18.9 - Prob. 18.26PCh. 18.9 - Prob. 18.27PCh. 18.10 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Prob. 18.30PCh. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Prob. 18.36PCh. 18 - Prob. 18.37PCh. 18 - Prob. 18.38PCh. 18 - Give an acceptable name for each amine. a. b.Ch. 18 - Give an acceptable name for each amine. a. b.Ch. 18 - Give an acceptable name for each amine. a. b. c....Ch. 18 - Give an acceptable name for each amine. a. CH3(...Ch. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46PCh. 18 - Prob. 18.47PCh. 18 - Prob. 18.48PCh. 18 - Prob. 18.49PCh. 18 - Prob. 18.50PCh. 18 - Which compound in each pair has the higher boiling...Ch. 18 - Which compound in each pair has the higher boiling...Ch. 18 - Draw the hydrogen-bonding interactions that occur...Ch. 18 - Prob. 18.54PCh. 18 - Prob. 18.55PCh. 18 - Which compound has the higher water solubility:...Ch. 18 - Prob. 18.57PCh. 18 - Prob. 18.58PCh. 18 - Draw the products of each acid-base reaction. a....Ch. 18 - Draw the products of each acid-base reaction. a....Ch. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - What type of nitrogen heterocycle occurs in both...Ch. 18 - Only one of the N atoms in nicotine has a trigonal...Ch. 18 - Prob. 18.65PCh. 18 - Prob. 18.66PCh. 18 - Why are aqueous solutions of an alkaloid slightly...Ch. 18 - Prob. 18.68PCh. 18 - Prob. 18.69PCh. 18 - Explain why patients with Parkinson’s disease...Ch. 18 - Prob. 18.71PCh. 18 - Prob. 18.72PCh. 18 - Prob. 18.73PCh. 18 - Prob. 18.74PCh. 18 - Prob. 18.75PCh. 18 - Prob. 18.76PCh. 18 - Prob. 18.77PCh. 18 - Prob. 18.78PCh. 18 - Prob. 18.79PCh. 18 - Prob. 18.80PCh. 18 - Prob. 18.81PCh. 18 - Prob. 18.82PCh. 18 - Prob. 18.83PCh. 18 - Prob. 18.84PCh. 18 - Prob. 18.85PCh. 18 - Prob. 18.86PCh. 18 - Prob. 18.87PCh. 18 - Why do some antihistamines cause drowsiness while...Ch. 18 - Prob. 18.89PCh. 18 - Prob. 18.90PCh. 18 - Compare the structures of morphine and heroin....Ch. 18 - Prob. 18.92CP
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