Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Question
Chapter 17, Problem 49P
Interpretation Introduction
Interpretation:
The starting materials that lead to the formation of the given products are to be deduced.
Concept introduction:
The starting material used in a reaction can be predicted by retrosynthetic analysis.
Retrosynthetic analysis is the reverse process of
This is achieved by transforming a target molecule into simpler precursor structures without assumptions regarding starting materials. Each precursor material is examined using the same method. This procedure is repeated until simple or commercially available structures are reached.
E.J. Corey formalized this concept in his book The Logic of Chemical Synthesis.
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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 17 Solutions
Organic Chemistry
Ch. 17 - Practice Problem 17.1 Give an IUPAC systematic...Ch. 17 - Prob. 2PPCh. 17 - Practice Problem 17.3 Write structural formulas...Ch. 17 - Practice Problem 17.4
Show how each of the...Ch. 17 - Practice Problem 17.5
Show how you could prepare...Ch. 17 - Practice Problem 17.6
(a) Which of the carboxylic...Ch. 17 - Prob. 7PPCh. 17 - Prob. 8PPCh. 17 - Practice Problem 17.9
Esters can also be...Ch. 17 - Prob. 10PP
Ch. 17 - Prob. 11PPCh. 17 - Practice Problem 17.12
What products would you...Ch. 17 - Practice Problem 17.13 (a) Provide the reagents...Ch. 17 - Prob. 14PPCh. 17 - Practice Problem 17.15 Using decarboxylation...Ch. 17 - Practice Problem 17.16 Diacyl peroxides, ,...Ch. 17 - Prob. 17PCh. 17 - Give an IUPAC systematic or common name for each...Ch. 17 - Prob. 19PCh. 17 - Prob. 20PCh. 17 - 17.21 What major organic product would you expect...Ch. 17 - Prob. 22PCh. 17 - Prob. 23PCh. 17 - Prob. 24PCh. 17 - Prob. 25PCh. 17 - 17.26 What products would you expect to obtain...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - 17.28 Indicate reagents that would accomplish each...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - Prob. 30PCh. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - 17.33 On heating,...Ch. 17 - Prob. 34PCh. 17 - Prob. 35PCh. 17 - 17.36 Show how pentanoic acid can be prepared from...Ch. 17 - 17.37 The active ingredient of the insect...Ch. 17 - Prob. 38PCh. 17 - Prob. 39PCh. 17 - Give stereochemical formulas for compounds AQ:...Ch. 17 - 17.41 -Glyceraldehyde can be transformed into...Ch. 17 - Prob. 42PCh. 17 - Prob. 43PCh. 17 - 17.44 Given here are the NMR spectra and carbonyl...Ch. 17 - 17.45 Compound Y dissolves slowly when warmed...Ch. 17 - Prob. 46PCh. 17 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Prob. 50PCh. 17 - Prob. 51PCh. 17 - 17.52 Starting with 1-naphthol, suggest an...Ch. 17 - Suggest a synthesis of ibuprofen (Section 5.11)...Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - Prob. 1LGPCh. 17 - Prob. 2LGPCh. 17 - Prob. 3LGPCh. 17 - Prob. 4LGP
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