EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
6th Edition
ISBN: 9781305687875
Author: Gilbert
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 7.6, Problem 4E
Interpretation Introduction
Interpretation:
The value for the specific rotation of optical pure 1-phenylethaneamine needs to be determined. Also, the optical purity of the sample of the resolved
Concept Introduction :
If a solution is capable of rotating the plane of polarized light, it is said to be an optical active solution and this capability is known as an optical activity.
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How would you use IR and ¹H-NMR spectroscopy to distinguish between these two isomeric compounds?
For IR, consider the absorption of the carbonyl group.
For ¹H-NMR, consider the number of signals observed.
Select the IR frequency and number of NMR signals that is diagnostic for either isomer a or isomer b.
Isomer A: cyclopentanecarboxamide
Isomer B: 6-hydroxyhexanenitrile
IR:
¹H-NMR:
cm-1.
a-4
a-5
b-3
b-4
b-5
b-6
signals
a-1680
a-1690
a-1735
a-1810
a-2250
b-1650
b-1690
b-1710
b-2250
24
b) Arrange the second compounds according to the increase in the wave number of the frequency of the stretching vibration, mentioning the reason :
1) Acetyl chloride, acetone, acetic anhydride, ethylacetate, acetamide
2) Cyclohexanone, cyclopropanone, cyclobutanone,cyclopentanone
3) Ethylbutyrate, methylbenzoate, methylmethaacrylate, vinylacetate phenylacetate,
For each of the following absorption bands, indicate whether you would expect to see that band in
the IR spectrum of 3,5-dimethyl-N-phenylbenzamide:
3,5-dimethyl-N-phenylbenzamide
A: One sharp absorption band at ~1775 cm 1 [ Select]
B: One broad absorption band at ~3400 cm1 [Select ]
C: Two weak absorption bands at ~2700 cm-1 and ~2800 cm 1 [ Select]
D: One sharp absorption band at ~1675 cm1 [Select ]
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Chapter 7 Solutions
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
Ch. 7.2 - Prob. 1ECh. 7.2 - Prob. 2ECh. 7.2 - Prob. 3ECh. 7.2 - Prob. 4ECh. 7.2 - Prob. 5ECh. 7.2 - Prob. 6ECh. 7.2 - Prob. 7ECh. 7.2 - Prob. 8ECh. 7.2 - Prob. 9ECh. 7.2 - Prob. 10E
Ch. 7.3 - Prob. 1ECh. 7.3 - Prob. 2ECh. 7.3 - Prob. 3ECh. 7.3 - Prob. 4ECh. 7.3 - Prob. 5ECh. 7.3 - Prob. 6ECh. 7.3 - Prob. 7ECh. 7.3 - Prob. 8ECh. 7.4 - Prob. 1ECh. 7.4 - Prob. 2ECh. 7.4 - Prob. 3ECh. 7.4 - Prob. 4ECh. 7.4 - Prob. 5ECh. 7.4 - Prob. 6ECh. 7.4 - Prob. 7ECh. 7.4 - Prob. 8ECh. 7.4 - Prob. 9ECh. 7.4 - Prob. 10ECh. 7.4 - Prob. 11ECh. 7.4 - Prob. 12ECh. 7.4 - Prob. 13ECh. 7.6 - Prob. 1ECh. 7.6 - Prob. 2ECh. 7.6 - Prob. 3ECh. 7.6 - Prob. 4ECh. 7.6 - Prob. 5ECh. 7.6 - Prob. 6ECh. 7.6 - Prob. 7ECh. 7.6 - Prob. 8ECh. 7.6 - Prob. 9ECh. 7.6 - Prob. 10E
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