Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 20.SE, Problem 36AP
Interpretation Introduction

a) Acetic acid, oxalic acid, formic acid

Interpretation:

Acetic acid, oxalic acid and formic acid are to be arranged in the increasing order of their acidity.

Concept introduction:

Any electron withdrawing group present in the acid increases the acidity of the acid while any electron releasing group present in the acid decreases the acidity. Inductive effect decreases with increasing distance of the substituent from the functional group.

To arrange:

Acetic acid, oxalic acid and formic acid in the increasing order of their acidity.

Interpretation Introduction

b) p-Bromobenzoic acid, p-nitrobenzoic acid, 2,4-dinitrobenzoic acid

Interpretation:

p-Bromobenzoic acid, p-nitrobenzoic acid and 2,4-dinitrobenzoic acid are to be arranged in the increasing order of their acidity.

Concept introduction:

Any electron withdrawing group present in the acid increases the acidity of the acid while any electron releasing group present in the acid decreases the acidity. Inductive effect decreases with increasing distance of the substituent from the functional group.

To arrange:

p-Bromobenzoic acid, p-nitrobenzoic acid and 2,4-dinitrobenzoic acid are to be arranged in the increasing order of their acidity.

Interpretation Introduction

c) Fluoroacetic acid, 3-fluoropropanoic acid, iodoacetic acid

Interpretation:

Fluoroacetic acid, 3-fluoropropanoic acid and iodoacetic acid are to be arranged in the increasing order of their acidity.

Concept introduction:

Any electron withdrawing group present in the acid increases the acidity of the acid while any electron releasing group present in the acid decreases the acidity. Inductive effect decreases with increasing distance of the substituent from the functional group.

To arrange:

Fluoroacetic acid, 3-fluoropropanoic acid and iodoacetic acid in the increasing order of their acidity.

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Chapter 20 Solutions

Organic Chemistry

Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
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