11th Edition

ISBN: 9781118133576

Author: T. W. Graham Solomons, Craig Fryhle

Publisher: Wiley, John & Sons, Incorporated

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Textbook Question

Chapter 9, Problem 34P

What are the masses and structures of the ions produced in the following cleavage pathways?

(a) α -cleavage of 2-methyl-3-hexanone (two pathways);

(b) dehydration of cyclopentanol;

(c) McLafferty rearrangement of 4-methyl-2-octanone (two pathways)

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Chapter 9, Problem 33P

Chapter 9, Problem 35P

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Chapter 9 Solutions

Organic Chemistry

Ch. 9 - Prob. 1PP Ch. 9 - PRACTICE PROBLEM 9.2 What compound with molecular...Ch. 9 - Prob. 3PP Ch. 9 - PRACTICE PROBLEM 9.4 How many signals would each...Ch. 9 - Prob. 5PP Ch. 9 - Prob. 6PP Ch. 9 - Prob. 7PP Ch. 9 - PRACTICE PROBLEM 9.7 The relative chemical shifts...Ch. 9 - Prob. 9PP Ch. 9 - PRACTICE PROBLEM 9.9 Propose a structure for...

Ch. 9 - PRACTICE PROBLEM 9.10 What is the dihedral angle...Ch. 9 - PRACTICE PROBLEM 9.11 Draw the most stable chair...Ch. 9 - Prob. 13PP Ch. 9 - Prob. 14PP Ch. 9 - PRACTICE PROBLEM 9.13 How many signals would you...Ch. 9 - Prob. 16PP Ch. 9 - Prob. 17PP Ch. 9 - Prob. 18PP Ch. 9 - Prob. 19PP Ch. 9 - PRACTICE PROBLEM 9.18 What are the expected ratios...Ch. 9 - Given the mass spectrum in Figure 9.44 and the...Ch. 9 - Prob. 22P Ch. 9 - 9.23 How many 13C NMR signals would you predict...Ch. 9 - Prob. 24P Ch. 9 - 9.25 Propose structures for the compounds G and H...Ch. 9 - Prob. 26P Ch. 9 - Prob. 27P Ch. 9 - Compound Q has the molecular formula C7H8. The...Ch. 9 - 9.26 Explain in detail how you would distinguish...Ch. 9 - Prob. 30P Ch. 9 - A compound with molecular formula C4H8O has a...Ch. 9 - In the mass spectrum of 2, 6-dimethyl-4-heptanol...Ch. 9 - Prob. 33P Ch. 9 - What are the masses and structures of the ions...Ch. 9 - Prob. 35P Ch. 9 - Ethyl bromide and methoxybenzene (shown below)...Ch. 9 - 9.34 The homologous series of primary amines, ,...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.39 Propose structures for compounds E and F....Ch. 9 - Regarding compound J, C2HxCly, use the 1H NMR and...Ch. 9 - 9.38 When dissolved in , a compound (K) with the...Ch. 9 - Compound T (C5H8O) has a strong IR absorption band...Ch. 9 - Deduce the structure of the compound that gives...Ch. 9 - 9.45 Deduce the structure of the compound that...Ch. 9 - The 1H NMR spectrum of a solution of 1,...Ch. 9 - Acetic acid has a mass spectrum showing a...Ch. 9 - The 1H NMR peak for the hydroxyl proton of...Ch. 9 - The 1H NMR study of DMF (N, N-dimethylformamide)...Ch. 9 - 9.48 The mass spectra of many benzene derivatives...Ch. 9 - Prob. 52P Ch. 9 - 1. Given the following information, elucidate the...Ch. 9 - Two compounds with the molecular formula C5H10O...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.2 How many 1H NMR signals would the following...Ch. 9 - 9.3. How many 1H NMR signals would...Ch. 9 - 9.4 Which of these C6H14 isomers has the greatest...Ch. 9 - 9.5 How many 13C NMR signals would be given by the...Ch. 9 - Prob. 6Q Ch. 9 - 9.7 What is the structure of a compound C5H12...

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What are the masses and structures of the ions produced in the following cleavage pathways? (a) α -cleavage of 2-methyl-3-hexanone (two pathways); (b) dehydration of cyclopentanol; (c) McLafferty rearrangement of 4-methyl-2-octanone (two pathways)

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