Organic Chemistry, 12e Study Guide/Student Solutions Manual

12th Edition

ISBN: 9781119077329

Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder

Publisher: WILEY

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Textbook Question

Chapter 15, Problem 30P

2,6-Dichlorophenol has been isolated from the females of two species of ticks (Amblyomma americanum and A. maculatum), where it apparently serves as a sex attractant. Each female tick yields about 5 ng of 2,6-dichlorophenol. Assume that you need larger quantities than this and outline a synthesis of 2,6-dichlorophenol from phenol. (Hint: When phenol is sulfonated at 100 °C, the product is chiefly p-hydroxybenzenesulfonic acid.)

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Chapter 15, Problem 29P

Chapter 15, Problem 31P

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Chapter 15 Solutions

Organic Chemistry, 12e Study Guide/Student Solutions Manual

Ch. 15 - PRACTICE PROBLEM 15.1 Show how loss of a proton...Ch. 15 - Prob. 2PP Ch. 15 - PRACTICE PROBLEM 15.3 Outline all steps in a...Ch. 15 - PRACTICE PROBLEM 15.4 Provide a mechanism that...Ch. 15 - Prob. 5PP Ch. 15 - Prob. 6PP Ch. 15 - Prob. 7PP Ch. 15 - PRACTICE PROBLEM 15.8 Write resonance structures...Ch. 15 - PRACTICE PROBLEM 15.9 Provide a mechanism for the...Ch. 15 - PRACTICE PROBLEM 15.10 The trifluoromethyl group...

Ch. 15 - PRACTICE PROBLEM 15.11 Predict the major products...Ch. 15 - PRACTICE PROBLEM 15.12 Predict the major product...Ch. 15 - PRACTICE PROBLEM 15.13 Write mechanisms for the...Ch. 15 - Prob. 14PP Ch. 15 - PRACTICE PROBLEM 15.15 Suppose you needed to...Ch. 15 - PRACTICE PROBLEM 15.16 1-Fluoro-2,4-dinitrobenzene...Ch. 15 - Prob. 17PP Ch. 15 - PRACTICE PROBLEM 15.18 When...Ch. 15 - PRACTICE PROBLEM 15.19 Birch reduction of toluene...Ch. 15 - Prob. 20P Ch. 15 - Prob. 21P Ch. 15 - What monobromination product (or products) would...Ch. 15 - 15.23 Predict the major products of the following...Ch. 15 - Prob. 24P Ch. 15 - 15.25 Starting with styrene, outline a synthesis...Ch. 15 - Prob. 26P Ch. 15 - 15.27 Starting with aniline, outline a synthesis...Ch. 15 - Prob. 28P Ch. 15 - Propose structures for compounds GI:Ch. 15 - 2,6-Dichlorophenol has been isolated from the...Ch. 15 - Prob. 31P Ch. 15 - 15.32 Give structures (including stereochemistry...Ch. 15 - Provide a detailed mechanism for each of the...Ch. 15 - 15.34 Provide a detailed mechanism for the...Ch. 15 - Prob. 35P Ch. 15 - Many polycyclic aromatic compounds have been...Ch. 15 - Prob. 37P Ch. 15 - Prob. 38P Ch. 15 - Prob. 39P Ch. 15 - Prob. 40P Ch. 15 - Predict the product of the following reaction.Ch. 15 - 15.42 When m-chlorotoluene is treated with sodium...Ch. 15 - Prob. 43P Ch. 15 - Prob. 44P Ch. 15 - Prob. 45P Ch. 15 - Prob. 46P Ch. 15 - 15.47 Provide structures for compounds A and B: Ch. 15 - Prob. 48P Ch. 15 - 15.49 Treating cyclohexene with acetyl chloride...Ch. 15 - 15.50 The tert-butyl group can be used as a...Ch. 15 - 15.51 When toluene is sulfonated (concentrated )...Ch. 15 - Prob. 52P Ch. 15 - 2-Methylnaphthalene can be synthesized from...Ch. 15 - Prob. 54P Ch. 15 - Prob. 55P Ch. 15 - Prob. 56P Ch. 15 - Prob. 57P Ch. 15 - Prob. 58P Ch. 15 - Furan undergoes electrophilic aromatic...Ch. 15 - A C-D bond is harder to break than a C-H bond,...Ch. 15 - 15.61 Acetanilide was subjected to the following...Ch. 15 - Prob. 62P Ch. 15 - Prob. 63P Ch. 15 - Prob. 64P Ch. 15 - When compound C, which is often used to model a...Ch. 15 - Open the molecular model file for benzyne and...Ch. 15 - The structure of thyroxine, a thyroid hormone that...Ch. 15 - Prob. 2LGP Ch. 15 - 3. Deduce the structures of compounds E–L in the...

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