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 SRP, Problem 31P
A compound (N) with the molecular formula
Figure 3 The IR spectrum of compound N, Problem 31.
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Name the following compounds A and B.
How could you distinguish these two molecules by using 1H NMR and IR techniques?
Propose an analytical technique to determine the iron content of these compounds.
Calculate the mass percentages of C and H of compound B (C: 12.01 g/mol; H: 1.008 g/mol; Fe: 55.845 g/mol).
A compound A of mass 114 has the following elemental analysis: C = 63.14%, H=8.83%.
The IR, 1H NMR and 13C NMR spectra are given below.
1) Assign and interpret all the data from the 1H NMR and 13C NMR spectra. Propose a formula
for A.
7.0
175
с
3000
1,3; 13
I=1
6.0
150
I=1
с
5.0
CH₂
125
2000
Explain why the answer is this one :
CH,—CH,—0
4,2; 60
mavermy
I=2
cm-1
4.0
100
1500
3.0
75
135
167 |
CH₂
6
125
CH 3
1,95 ; 18
I=3
1000
2.0
50
H
5,5
I=3
1.0
CH₂
CH₂
25
500
Ppm
ppm
The IR, 'H NMR and 1C NMR spectra of compound P are shown below. The
molecular formula for compound Pis CHNO2
a.
Identify three (3) important absorption peaks on the IR spectrum and indicate
the bond and wavenumber associated with each peak.
Elucidate the structure of compound P and assign esch peak in the 'H and
1C NMR spectra. (Hint: The compound consists of more than one functional
group).
b.
T747cm
2000
a
quartet
triplet
CDCI,
Chapter SRP Solutions
Organic Chemistry
Ch. SRP - 1. Arrange the compounds of each of the following...Ch. SRP - 2. Arrange the compounds of each of the following...Ch. SRP - Predict the final product from each of the...Ch. SRP - Prob. 4PCh. SRP - Write detailed mechanisms for each of the...Ch. SRP - Prob. 6PCh. SRP - Prob. 7PCh. SRP - Prob. 8PCh. SRP - Prob. 9PCh. SRP - Give stereochemical structures for compounds AD:
Ch. SRP - Prob. 11PCh. SRP - The remaining steps in the industrial synthesis of...Ch. SRP - Prob. 13PCh. SRP - Prob. 14PCh. SRP - Prob. 15PCh. SRP - Prob. 16PCh. SRP - 17. Show how you would modify the synthesis given...Ch. SRP - Prob. 18PCh. SRP - Give structures for compounds AD. Compound D gives...Ch. SRP - The tranquilizing drug meprobamate (Equanil or...Ch. SRP - Prob. 21PCh. SRP - 22. Outlined here is the synthesis of a central...Ch. SRP - 23. What are compounds A and B? Compound B has a...Ch. SRP - Prob. 24PCh. SRP - 25. The Dow process for synthesizing phenol, which...Ch. SRP - Prob. 26PCh. SRP - Prob. 27PCh. SRP - 28. Compound Y shows prominent IR absorption...Ch. SRP - Prob. 29PCh. SRP - Consider this reaction involving peracetic acid:...Ch. SRP - 31. A compound (N) with the molecular formula...Ch. SRP - 32. Compound X is insoluble in aqueous sodium...Ch. SRP - Write the structures of the three products...Ch. SRP - Compound C (C9H11NO) gives a positive Tollens test...Ch. SRP - A compound X (C10H14O) dissolves in aqueous sodium...Ch. SRP - Compound Z (C5H10O) decolorizes bromine. The IR...Ch. SRP - 37. Compound W was isolated from a marine annelid...Ch. SRP - 38. Phenols generally are not changed on treatment...
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