Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 24.4, Problem 6P
Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

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Chapter 24 Solutions

Organic Chemistry

Ch. 24.6 - Prob. 11PCh. 24.6 - Prob. 12PCh. 24.6 - Prob. 13PCh. 24.7 - Prob. 14PCh. 24.7 - Prob. 15PCh. 24.8 - Prob. 16PCh. 24.8 - Propose syntheses of the following compounds from...Ch. 24.8 - How would you prepare the following compounds from...Ch. 24.8 - Prob. 19PCh. 24.9 - Draw an orbital picture of thiazole. Assume that...Ch. 24.9 - Prob. 21PCh. 24.9 - Prob. 22PCh. 24.9 - Which nitrogen atom in the hallucinogenic indole...Ch. 24.9 - Prob. 24PCh. 24.10 - Prob. 25PCh. 24.SE - Name the following amines, and identify each as...Ch. 24.SE - The following compound contains three nitrogen...Ch. 24.SE - Name the following amine, including R, S...Ch. 24.SE - Prob. 29VCCh. 24.SE - Predict the product(s) for each reaction below and...Ch. 24.SE - Predict the product(s) and provide the complete...Ch. 24.SE - Prob. 32MPCh. 24.SE - Predict the product(s) and provide the mechanism...Ch. 24.SE - The diazotization of aniline first involves the...Ch. 24.SE - Prob. 35MPCh. 24.SE - Prob. 36MPCh. 24.SE - Prob. 37MPCh. 24.SE - Prob. 38MPCh. 24.SE - Choline, a component of the phospholipids in cell...Ch. 24.SE - Prob. 40MPCh. 24.SE - -Amino acids can be prepared by the Strecker...Ch. 24.SE - Prob. 42MPCh. 24.SE - Prob. 43MPCh. 24.SE - Prob. 44MPCh. 24.SE - Propose a mechanism for the following reaction:Ch. 24.SE - Prob. 46MPCh. 24.SE - Name the following compounds:Ch. 24.SE - Prob. 48APCh. 24.SE - Prob. 49APCh. 24.SE - Prob. 50APCh. 24.SE - Histamine, whose release in the body triggers...Ch. 24.SE - Prob. 52APCh. 24.SE - Prob. 53APCh. 24.SE - Prob. 54APCh. 24.SE - Prob. 55APCh. 24.SE - Prob. 56APCh. 24.SE - Prob. 57APCh. 24.SE - Prob. 58APCh. 24.SE - Prob. 59APCh. 24.SE - Prob. 60APCh. 24.SE - Show the products from reaction of p-bromoaniline...Ch. 24.SE - Prob. 62APCh. 24.SE - How would you prepare the following compounds from...Ch. 24.SE - Prob. 64APCh. 24.SE - Phenacetin, a substance formerly used in...Ch. 24.SE - Prob. 66APCh. 24.SE - Draw the structure of the amine that produced the...Ch. 24.SE - Fill in the missing reagents a-e in the following...Ch. 24.SE - Prob. 69APCh. 24.SE - Prob. 70APCh. 24.SE - Deduce the structure of the compound with formula...Ch. 24.SE - Prob. 72APCh. 24.SE - Prob. 73APCh. 24.SE - Prob. 74APCh. 24.SE - Prob. 75APCh. 24.SE - Prob. 76APCh. 24.SE - Propose a structure for the product with formula...Ch. 24.SE - Prob. 78APCh. 24.SE - Prob. 79APCh. 24.SE - Prob. 80APCh. 24.SE - Prob. 81APCh. 24.SE - Prob. 82APCh. 24.SE - Prob. 83APCh. 24.SE - Prob. 84AP
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