Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Question
Chapter 12, Problem 8PP
Interpretation Introduction
Interpretation:
The mechanism of the given reaction is to be provided.
Concept introduction:
Carbonyl groups of esters react with two equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols. The initial product formed between Grignard reagent and carbonyl ester is unstable. This complex structure loses magnesium, bromine, and alkoxide to form a
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Г
C-RSA CHROMATOPAC CH=1
DATA 1: @CHRM1.C00
ATTEN=10 SPEED= 10.0
0.0 b.092
0.797
1.088
1.813
C-RSA CHROMATOPAC CH=1 Report No. =13
** CALCULATION REPORT **
DATA=1: @CHRM1.000 11/03/05 08:09:52
CH PKNO
TIME
1
2
0.797
3
1.088
4
1.813
AREA
1508566
4625442
2180060
HEIGHT
207739
701206 V
287554 V
MK IDNO
CONC
NAME
18.1447
55.6339
26.2213
TOTAL
8314067 1196500
100
C-R8A CHROMATOPAC CH=1
DATA 1: @CHRM1.C00
ATTEN=10 SPEED= 10.0
0. 0
087
337.
0.841
1.150
C-R8A CHROMATOPAC CH=1 Report No. =14
DATA=1: @CHRM1.000 11/03/05 08:12:40
** CALCULATION REPORT **
CH PKNO
TIME
AREA
1
3 0.841
1099933
41.15
4039778
HEIGHT MK IDNO
170372
649997¯¯¯
CONC
NAME
21.4007
78.5993
TOTAL
5139711 820369
100
3
C-R8A CHROMATOPAC
CH=1
DATA 1: @CHRM1.C00
ATTEN=10 SPEED= 10.0
0.100
0:652
5.856
3
1.165
C-RSA CHROMATOPAC CH-1 Report No. =15
DATA=1: @CHRM1.000 11/03/05 08:15:26
** CALCULATION REPORT **
CH PKNO TIME
AREA
HEIGHT MK IDNO CONC
NAME
1 3 3 0.856
4
1.165
TOTAL
1253386
4838738
175481
708024 V
20.5739
79.4261
6092124…
Draw the product of the reaction shown below. Ignore small byproducts that would evaporate please.
Relative Abundance
20-
Problems
501
(b) The infrared spectrum has a medium-intensity peak at about 1650 cm. There is also a
C-H out-of-plane bending peak near 880 cm.
100-
80-
56
41
69
M(84)
LL
15 20 25
30
35
55 60 65 70
75
80
85 90
m/z
Chapter 12 Solutions
Organic Chemistry
Ch. 12 - Prob. 3PPCh. 12 - PRACTICE PROBLEM Assign oxidation states to each...Ch. 12 - Prob. 2PPCh. 12 - PRACTICE PROBLEM
12.4 What oxidation product would...Ch. 12 - Prob. 5PPCh. 12 - PRACTICE PROBLEM 12.4 Predict the products of the...Ch. 12 - Prob. 7PPCh. 12 - Prob. 8PPCh. 12 - Practice Problem 12.7
Provide retrosynthetic...Ch. 12 - Prob. 10PP
Ch. 12 - What products would you expect from the reaction...Ch. 12 - What products would you expect from the reaction...Ch. 12 - What product (or products) would be formed from...Ch. 12 - Prob. 14PCh. 12 - 12.13 Write reaction conditions and the product...Ch. 12 - Prob. 16PCh. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the major organic product from each of the...Ch. 12 - 12.21 Predict the major organic product from each...Ch. 12 - 12.22 Predict the product of the following...Ch. 12 - Synthesize each of the following compounds from...Ch. 12 - Prob. 24PCh. 12 - 21. Write a mechanism for the following reaction....Ch. 12 - Prob. 26PCh. 12 - Prob. 27PCh. 12 - 23. What organic products A-H would you expect...Ch. 12 - Prob. 29PCh. 12 - Show how 1-pentanol could be transformed into each...Ch. 12 - Provide the reagents needed to accomplish...Ch. 12 - Prob. 32PCh. 12 - For each of the following alcohols, write a...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - 34. Synthesize the following compound using...Ch. 12 - 37. Explain how and IR spectroscopy could be used...Ch. 12 - 12.40
When sucrose (common table sugar) is treated...Ch. 12 - 38. An unknown X shows a broad absorption band in...Ch. 12 - Prob. 1LGPCh. 12 - Which of the following could be employed to...Ch. 12 - Prob. 2QCh. 12 - 12.3 Supply the missing reagents.
Ch. 12 - 12.4 Supply the missing reagents and...Ch. 12 - Supply the missing starting compound.
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