Organic Chemistry (9th Edition)

9th Edition

ISBN: 9780321971371

Author: Leroy G. Wade, Jan W. Simek

Publisher: PEARSON

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Textbook Question

Chapter 11.6, Problem 11.11P

Predict the products of the following reactions.

a. cyclohexylmethanol + TsCl/pyridine
b. product of (a) + LiAlH₄
c. 1—methylcyclohexanol + H₂SO₄, heat
d. product of (c) + H₂, Pt

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Chapter 11.5, Problem 11.10P

Chapter 11.7A, Problem 11.12P

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Chapter 11 Solutions

Organic Chemistry (9th Edition)

Ch. 11.1 - Prob. 11.1P Ch. 11.2C - Prob. 11.2P Ch. 11.3 - Prob. 11.3P Ch. 11.3 - Prob. 11.4P Ch. 11.3 - Prob. 11.5P Ch. 11.3 - Suggest the most appropriate method for each of...Ch. 11.4 - A chronic alcoholic requires a much larger dose of...Ch. 11.4 - Unlike ethylene glycol, propylene glycol...Ch. 11.5 - Predict the major products of the following...Ch. 11.5 - Show how you would convert propan-1-ol to the...

Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13P Ch. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16P Ch. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18P Ch. 11.9 - Prob. 11.19P Ch. 11.9 - Prob. 11.20P Ch. 11.9 - Prob. 11.21P Ch. 11.10A - Prob. 11.22P Ch. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24P Ch. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26P Ch. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28P Ch. 11.11A - Prob. 11.29P Ch. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31P Ch. 11.13A - Prob. 11.32P Ch. 11.14 - Prob. 11.33P Ch. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35P Ch. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38P Ch. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SP Ch. 11 - Prob. 11.43SP Ch. 11 - Prob. 11.44SP Ch. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SP Ch. 11 - Prob. 11.47SP Ch. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SP Ch. 11 - Prob. 11.53SP Ch. 11 - Prob. 11.54SP Ch. 11 - Prob. 11.55SP Ch. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SP Ch. 11 - Prob. 11.62SP Ch. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SP Ch. 11 - Prob. 11.65SP Ch. 11 - Prob. 11.66SP

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Predict the products of the following reactions. a. cyclohexylmethanol + TsCl/pyridine b. product of (a) + LiAlH 4 c. 1—methylcyclohexanol + H 2 SO 4 , heat d. product of (c) + H 2 , Pt

Solution Summary: The author explains how one can reduce an alcohol by converting it to the tosylate ester and then using reducing agents to displace it.

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