Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 7, Problem 3LGP
(a) Write the structure of the product(s) formed when 1-methylcyclohexanol reacts with 85% (concd)
(b) Write a detailed mechanism for the reaction.
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Students have asked these similar questions
Part I.
a) Elucidate
the structure of compound A using the following information.
• mass spectrum: m+ = 102, m/2=57
312=29
• IR spectrum:
1002.5
% TRANSMITTANCE
Ngg
50
40
30
20
90
80
70
60
MICRONS
5
8
9 10
12
13
14 15 16
19
1740 cm
M
10
0
4000
3600
3200
2800
2400
2000
1800
1600
13
• CNMR
'H
-NMR
Peak
8
ppm (H)
Integration
multiplicity
a
1.5 (3H)
triplet
b
1.3
1.5 (3H)
triplet
C
2.3
1 (2H)
quartet
d
4.1
1 (2H)
quartet
& ppm (c)
10
15
28
60
177 (C=0)
b) Elucidate the structure of compound B using the following information
13C/DEPT NMR 150.9 MHz
IIL
1400
WAVENUMBERS (CM-1)
DEPT-90
DEPT-135
85 80 75
70
65
60
55
50
45 40
35
30 25 20
ppm
1200
1000
800
600
400
•
Part II.
a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below:
• IR spectra
% TRANSMITTANCE
1002.5
90
80
70
60
50
40
30
20
10
0
4000
3600
3200
2800
2400
2000
1800
1600
• Information from 'HAMR
MICRONS
8 9 10
11
14 15 16
19
25
1400
WAVENUMBERS (CM-1)
1200
1000
800
600
400
peak
8 ppm
Integration
multiplicity
a
2.1
1.5 (3H)
Singlet
b
3.6
1 (2H)
singlet
с
3.8
1.5 (3H)
Singlet
d
6.8
1(2H)
doublet
7.1
1(2H)
doublet
Information from 13C-nmR
Normal carbon
29ppm
Dept 135
Dept -90
+
NO peak
NO peak
50 ppm
55 ppm
+
NO peak
114 ppm
t
126 ppm
No peak
NO peak
130 ppm
t
+
159 ppm
No peak
NO peak
207 ppm
по реак
NO peak
Could you redraw these and also explain how to solve them for me pleas
Chapter 7 Solutions
Organic Chemistry
Ch. 7 - Prob. 1PPCh. 7 - Prob. 2PPCh. 7 - Prob. 3PPCh. 7 - Prob. 4PPCh. 7 - Practice Problem 7.5
How many stereoisomers are...Ch. 7 - Prob. 6PPCh. 7 - Prob. 7PPCh. 7 - PRACTICE PROBLEM 7.8
Examine Solved Problem 7.3....Ch. 7 - Prob. 9PPCh. 7 - Practice Problem 7.10 When...
Ch. 7 - Practice Problem 7.11
(a) When...Ch. 7 - Prob. 12PPCh. 7 - Prob. 13PPCh. 7 - Practice Problem 7.14
Dehydration of 2-propanol...Ch. 7 - Practice Problem 7.15
Rank the following alcohols...Ch. 7 - Practice Problem 7.16
Acid-catalyzed dehydration...Ch. 7 - Practice Problem 7.17 Acid-catalyzed dehydration...Ch. 7 - Prob. 18PPCh. 7 - Prob. 19PPCh. 7 - Practice Problem 7.20
Show how you might...Ch. 7 - Prob. 21PPCh. 7 - Prob. 22PPCh. 7 - Practice Problem 7.23
Write the structure of...Ch. 7 - Prob. 24PPCh. 7 - Prob. 25PPCh. 7 - Practice Problem 7.26 (a) Devise retrosynthetic...Ch. 7 - Each of the following names is incorrect, Give the...Ch. 7 - Prob. 28PCh. 7 - Prob. 29PCh. 7 - Give the IUPAC names for each of the following:...Ch. 7 - Prob. 31PCh. 7 - Prob. 32PCh. 7 - Prob. 33PCh. 7 - Prob. 34PCh. 7 - 7.35. Write structural formulas for all the...Ch. 7 - 7.36. Explain the following observations: When...Ch. 7 - Prob. 37PCh. 7 - Arrange the following alcohols in order of their...Ch. 7 - Prob. 39PPCh. 7 - Prob. 40PPCh. 7 - Prob. 41PPCh. 7 - Prob. 42PPCh. 7 - Your task is to prepare isopropyl methyl ether by...Ch. 7 - Prob. 44PCh. 7 - Prob. 45PCh. 7 - Prob. 46PCh. 7 - 7.47. Starting with an appropriate alkyl halide...Ch. 7 - Prob. 48PCh. 7 - 7.49. What is the index of hydrogen deficiency...Ch. 7 - Prob. 50PCh. 7 - Prob. 51PCh. 7 - Compounds I and J both have the molecular formula...Ch. 7 - Prob. 53PCh. 7 - 7.54. Outline a synthesis of phenylethyne from...Ch. 7 - Prob. 55PPCh. 7 - Prob. 56PPCh. 7 - Prob. 57PPCh. 7 - cis-4-Bromocyclohexanol tBuOHtBuO racemic C6H10O...Ch. 7 - Prob. 59PPCh. 7 - Consider the interconversion of cis-2-butene and...Ch. 7 - Prob. 61PCh. 7 - (a) Using reactions studied in this chapter, show...Ch. 7 - Prob. 63PCh. 7 - Prob. 64PCh. 7 - 1. Write the structure(s) of the major product(s)...Ch. 7 - Prob. 2LGPCh. 7 - (a) Write the structure of the product(s) formed...Ch. 7 - Prob. 4LGP
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