ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
12th Edition
ISBN: 9781119664635
Author: Solomons
Publisher: WILEY
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Chapter 6, Problem 14PP
Interpretation Introduction

Interpretation:

The given solvents are to be classified as protic or aprotic.

Concept introduction:

Protic solvents form hydrogen bonds. They contain a hydrogen atom bonded to an electronegative atom, such as oxygen or nitrogen, whereas aprotic solvents do not form hydrogen bonds.

Aprotic solvents are the solvents that do not form hydrogen bonds.

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I) The following reaction runs as written therefore... 1HClO2 +1NH3 ==>1ClO2- +1NH4+ (a)HClO2 is a weaker Bronsted base than NH4+(b)ClO2- is a stronger Bronsted base than NH3(c)HClO2 is a stronger Bronsted Acid than NH4+(d)None of those is correct.
но HO но он The pK, of ascorbic acid (vitamin C) is 4.17, showing that it is slightly more acidic than acetic acid (CH3CO0H, pKa 4.74). (a) Show the fou r different conjugate bases that would be formed by deprotonation of the four different OH groups in ascorbic acid. (b) Compare the stabilities of these four conjugate bases, and predict which OH group of ascorbic acid is the most acidic. (c) Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH) group.
(c) Arrange the following compounds in order of increasing acidity, and explain the reasons for your choice of order: phenol, cyclohexanol, 2-fluorocyclohexanol, 2-fluorophenol.
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