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 16PP

PRACTICE PROBLEM 15.16

1-Fluoro-2,4-dinitrobenzene is highly reactive toward nucleophilic substitution through an SNAr mechanism. (In Section 24.5B we shall see how this reagent is used in the Sanger method for determining the structures of proteins.) What product would be formed when 1-fluoro-2,4-dinitrobenzene reacts with each of the following reagents?

(a) EtONa

(b) N H 3

(c) C 6 H 5 N H 2

(d) EtSNa

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Chapter 15, Problem 15PP

Chapter 15, Problem 17PP

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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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