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 15.52P
Interpretation Introduction
Interpretation:
Which compound
Concept introduction:
IR spectroscopy enables us to identify different
One of the greatest advantages of IR spectroscopy is that the frequency of a particular type of vibration is typically found within a characteristic range of frequencies regardless of the functional group with which the vibration is associated. The fact that absorptions by certain vibrations appear with characteristic frequency ranges enables us to use IR spectroscopy to obtain structural information about a molecule. The absorption peak intensities are based on the oscillating dipole moment. If a particular vibrational mode causes oscillations in the molecule’s dipole moment, a photon is more likely to be absorbed which enhances the absorption intensity.
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Q2: Choose the correct answer for each of the following: ()
1 - In the infrared spectrum of a Compound containing a triple C-C bond, the amplitude oscillation band
appears The Stretch) has at: -
A) 2700 cm ¹
b) 2100 cm ¹
-1
c) 3100 cm ¹
2- Stretching frequency of the O=C bond of a compound (3-butene-2-on) is less than the stretching
frequency of a compound (2-propanone)
a.) hydrogen bonding
c) Vibration duplication
b) Electronic effects
3- The compound o-hydroxybenzoic acid can be distinguished from the compound m-hydroxybenzoic
Acid by infrared spectroscopy based on:
a) OH. Group
b) group curve oscillation) C-H
c) group amplitude oscillation C=O
Predict and compare IR stretching frequencies (cm-1) for each pair of compounds below .
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
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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Similar questions
- Which of the following bonds would have a higher stretching frequency? Explain. 18 CH, H,arrow_forwardc) The two molecules below both possess a nitro group; however, one of the two nitro groups has a lower N=O stretching frequency its IR spectrum. Which molecule has the lower stretch (i.e. lower wavenumber value), and why? NO2 NO2 versusarrow_forwardDetermine the structures of these spectrums. (C4H10O has an unsaturation of 1) (C8H14O4 has an unsaturation of 4)arrow_forward
- In which compound, C or D, would you expect the C-0 stretch band to be higher in frequency? Explain. Darrow_forwardThe simulated APT spectrum of a compound with the molecular formula C6H12 is shown. Draw a structure that is consistent with this data.arrow_forwardCalculate the IHD of C7H6XNO and identify the important peaks in the following MS spectral data and draw the structure of the important peaks in the following MS spectral data.arrow_forward
- Morphine, heroin, and oxycodone are three addicting analgesic narcotics. How could IR spectroscopy be used to distinguish these three compounds from each other?arrow_forwardWhy do aldehydes, esters, and amides all have a strong absorption in the 1630-1780 cm1 region of their IR spectra? A) The bond between H and the sp³-hybridized C in these functional groups vibrates in this energy range. B) Each of these functional groups has at least two resonance structures, and the different vibrations of the resonance structures give off energy in this region. C) The bond between O and the sp²-hybridized C in these functional groups vibrates at a frequency in this energy range. D) Light at this wavenumber causes the average C to O bond length to increase which causes more of this light to be transmitted. E) An electron in the bond of these functional groups gets excited to the * orbital.arrow_forward1B. Can 1H NMR spectroscopy be used to differentiate between the two compounds? Briefly explain why or why not. Predict the 1H NMR spectrum for each compound (include integration, multiplicity, and approximate chemical shift). Put it in data table format.arrow_forward
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