Student's Solutions Manual for Organic Chemistry
9th Edition
ISBN: 9780134160375
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 12, Problem 12.17SP
Predict the masses and the structures of the most abundant fragments observed in the mass spectra of the following compounds.
- a. 2-methylpentane
- b. 3-methylhex-2-ene
- c. 4-methylpentan-2-ol
- d. 2-methyl-1-phenylpropane
- e. cyclohexyl isopropyl ether [cyclohexyl—O—CH(CH3)2]
- f. CH3CH2CH2NHC(CH3)3 tert-butylpropylamine
- g. *3-bromo-2-methylpentane
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Classify each of the following molecules as aromatic, antiaromatic, or nonaromatic.
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×
Part I.
Draw the stepwise reaction mechanism of each product (a, b, c, d, e, f)
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HO
OH
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HO
CH₂OH
H
N
N
HO
-H
H
-OH
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H
OH
CH₂OH
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HO
HO
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HO-
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OH
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(b)
H₂N
HN
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CuSO4-5H2O,
ethanol
H
N
N
N
HO
·H
H
OH
H
OH
N
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OH
(f) Phenyl Osazone
H
(e) Carboxy phenyl osatriazole
Figure 2.1. Reaction Scheme for the Total Synthesis of Fine Chemicals
Chapter 12 Solutions
Student's Solutions Manual for Organic Chemistry
Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6PCh. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...
Ch. 12.15C - Prob. 12.11PCh. 12 - Prob. 12.12SPCh. 12 - Prob. 12.13SPCh. 12 - All of the following compounds absorb infrared...Ch. 12 - Prob. 12.15SPCh. 12 - Four infrared spectra are shown, corresponding to...Ch. 12 - Predict the masses and the structures of the most...Ch. 12 - Prob. 12.18SPCh. 12 - Prob. 12.19SPCh. 12 - (A true story) While organizing the undergraduate...Ch. 12 - Prob. 12.21SPCh. 12 - Prob. 12.22SPCh. 12 - An unknown, foul-smelling hydrocarbon gives the...Ch. 12 - covered a synthesis of alkynes by a double...Ch. 12 - Three IR spectra are shown, corresponding to three...Ch. 12 - Prob. 12.26SPCh. 12 - Prob. 12.27SPCh. 12 - Prob. 12.28SPCh. 12 - The ultimate test of fluency in MS and IR is...Ch. 12 - Prob. 12.30SPCh. 12 - Consider the following four structures, followed...
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