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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Chapter 23, Problem 26P
Interpretation Introduction
Interpretation:
The structures for the compounds in the given reaction sequence are to be determined.
Concept introduction:
Ostracian lentiginosus, commonly known as boxfish or pahu, is found in Hawaiin beaches. It secretes a toxic chemical that kills other fish that comes in its vicinity.
The main chemical responsible for toxicity was named by P.J. Scheurer as pahutoxin. This chemical contained a combination of lipid moieties.
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Discuss the measurement and use of the terms pi and sigma in the study of quantitative structure-activity relationships (QSARs) for a range of substituted aromatic drug analogues.
An organic compound has a percent composition, 89.84 %C, 10.17 %H. This compound has an
approximate boiling point of 152 °C at 757 mmHg. The IR spectrum of the neat thin film is shown below.
Propose a structure of this compound and show your rational for full credit.
LD
3084
G2
2071
1166
42
1201
77
1028
44
3064
53
1942
84
14E0
53
1213
84
922
81
3028
37
186
86
1452
31
1150
86
905
79
3002
68
1800
84
1384
62
1144
86
BOTT
81
62
2961
7
1604
62
1364 57
699
4
2927
35
1583
84
1923
1082
555
Б4
2090
46
1494
20
1100
67
479
B4
D
4000
3000
2000
1500
1000
500
TRANSHITTANCEIXI
Treatment of anisole (CH3OC6H5) with Cl2 and FeCl3 forms P, which has peaks in its mass spectrum at m/z = 142 (M), 144 (M + 2), 129, and 127. P has absorptions in its IR spectrum at 3096–2837 (several peaks), 1582, and 1494 cm-1. Propose possible structures for P.
Chapter 23 Solutions
Organic Chemistry, 12e Study Guide/Student Solutions Manual
Ch. 23 - Prob. 1PPCh. 23 - Prob. 2PPCh. 23 - Prob. 3PPCh. 23 - Prob. 4PPCh. 23 - Prob. 5PPCh. 23 - Prob. 6PPCh. 23 - Prob. 7PPCh. 23 - Prob. 8PPCh. 23 - Prob. 9PPCh. 23 - Prob. 10PP
Ch. 23 - Prob. 11PPCh. 23 - Prob. 12PPCh. 23 - Prob. 13PPCh. 23 - Prob. 14PCh. 23 - 23.15 How would you transform tetradecanal into...Ch. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - When limonene (Section 23.3) is heated strongly,...Ch. 23 - Gadoleic acid (C20H38O2), a fatty acid that can be...Ch. 23 - 23.20 -Phellandrene and -phellandrene are isomeric...Ch. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - The initial steps of a laboratory synthesis of...Ch. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Prob. 27PCh. 23 - 2. The biosynthesis of fatty acids is accomplished...Ch. 23 - Prob. 3LGPCh. 23 - Prob. 4LGP
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