Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Question
Chapter 15, Problem 15.16P
Interpretation Introduction
Interpretation:
The frequencies of the stretching vibrations indicated in the given molecule are to be estimated by using Table 15-2.
Concept introduction:
The frequencies of the stretching vibrations are estimated from the type of bond and the frequency range given for that bond. Also, the frequency range for the given type of bond is identified by the compound class to which that bond resembles in the molecule.
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125 ppm
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The chemical shifts of two carbon atoms are given for the
molecules shown here. It appears that the addition of the OH
group increases the chemical shift of the C atom to which it is
attached, but that it decreases the chemical shift of the C atom
on the opposite side. How do you account for these observations? Hint: Draw all of the pertinent resonance structures.
CH3
Но
-CH3
Watch videos (LINKS) on page 2 and answer questions
One infrared spectra (1) is given below.
(a) Analyze the spectra and tabulate important bands.
(b) Circle the possible molecular structure corresponding to the given spectra.
Spectra A:
4000 2700 cm ¹
2700- 2000 cm ¹
2000 1600 cm
1600 - 400 cm ¹
2.5
100
80
Region
60
40
20
0
OL
4000
(a)
COMPOUNDS
A
OH
3500
3
-1
3000
B
Absorption, cm -1
3.5
4
2500
4.5
SPECTRA 1
CH, O
CH, C C CH,
H
H
NO
H
wavelength (um)
5 5,5 6
2000 1800 1600
wavenumber (cm)
wavelength (um)
C
Functional group
CIC
C-OH
CH,
7
8
1400 1200
D
9 10
n
1000
CH₂CH₂OH
-
11
Base Value
12 13 14 15 16
800
600
E
Jun
CH₂-C-N
The boxes are labeled by ranges within the infrared spectrum, representing the wavelengths at which specific functional groups
absorb energy. The scale is shown in wavenumbers, cm
m¯¹.
Classify each functional group according to the approximate range where it would produce a stretch on the spectrum. Note: The
stretches of the functional groups may not fill the entire range.
-1
3700-3200 cm¯¯
C-H aromatic
3200-3000 cm 3000-2500 cm-¹
-1
-1
O-H alcohol
C=O aldehyde
2500-2000 cm-¹
Answer Bank
C=N nitrile
2000-1800 cm-¹
-1
1800-1600 cm
Chapter 15 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 15 - Prob. 15.1PCh. 15 - Prob. 15.2PCh. 15 - Prob. 15.3PCh. 15 - Prob. 15.4PCh. 15 - Prob. 15.5PCh. 15 - Prob. 15.6PCh. 15 - Prob. 15.7PCh. 15 - Prob. 15.8PCh. 15 - Prob. 15.9PCh. 15 - Prob. 15.10P
Ch. 15 - Prob. 15.11PCh. 15 - Prob. 15.12PCh. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - Prob. 15.15PCh. 15 - Prob. 15.16PCh. 15 - Prob. 15.17PCh. 15 - Prob. 15.18PCh. 15 - Prob. 15.19PCh. 15 - Prob. 15.20PCh. 15 - Prob. 15.21PCh. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - Prob. 15.41PCh. 15 - Prob. 15.42PCh. 15 - Prob. 15.43PCh. 15 - Prob. 15.44PCh. 15 - Prob. 15.45PCh. 15 - Prob. 15.46PCh. 15 - Prob. 15.47PCh. 15 - Prob. 15.48PCh. 15 - Prob. 15.49PCh. 15 - Prob. 15.50PCh. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - Prob. 15.57PCh. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - Prob. 15.63PCh. 15 - Prob. 15.64PCh. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - Prob. 15.67PCh. 15 - Prob. 15.68PCh. 15 - Prob. 15.1YTCh. 15 - Prob. 15.2YTCh. 15 - Prob. 15.3YTCh. 15 - Prob. 15.4YTCh. 15 - Prob. 15.5YTCh. 15 - Prob. 15.6YTCh. 15 - Prob. 15.7YTCh. 15 - Prob. 15.8YTCh. 15 - Prob. 15.9YTCh. 15 - Prob. 15.10YTCh. 15 - Prob. 15.11YTCh. 15 - Prob. 15.12YTCh. 15 - Prob. 15.13YTCh. 15 - Prob. 15.14YTCh. 15 - Prob. 15.15YTCh. 15 - Prob. 15.16YTCh. 15 - Prob. 15.17YTCh. 15 - Prob. 15.18YTCh. 15 - Prob. 15.19YTCh. 15 - Prob. 15.20YTCh. 15 - Prob. 15.21YTCh. 15 - Prob. 15.22YTCh. 15 - Prob. 15.23YTCh. 15 - Prob. 15.24YTCh. 15 - Prob. 15.25YTCh. 15 - Prob. 15.26YTCh. 15 - Prob. 15.27YTCh. 15 - Prob. 15.28YTCh. 15 - Prob. 15.29YTCh. 15 - Prob. 15.30YT
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