Write the IR spectra to the corresponding structures below and cite the applicable peaks   A. Ethyl acetate B. Cyclohexanone C. Propionic acid

Physical Chemistry
2nd Edition
ISBN:9781133958437
Author:Ball, David W. (david Warren), BAER, Tomas
Publisher:Ball, David W. (david Warren), BAER, Tomas
Chapter16: Introduction To Magnetic Spectroscopy
Section: Chapter Questions
Problem 16.49E
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1. Write the IR spectra to the corresponding structures below and cite the applicable peaks

 

A. Ethyl acetate

B. Cyclohexanone

C. Propionic acid

Simplified Infrared Correlation Chart
Type of Vibration
(stretch)
Frequency (cm")
3000-2850
Intensity
C-H
Alkanes
-CH3
(bend)
1450 and 1375
-CH
(bend)
1465
Alkenes
(stretch)
3100-3000
m
(out-of-plane bend)
(stretch)
(out-of-plane bend)
(stretch)
1000-650
Aromatics
3150-3050
900-690
Alkyne
Aldehyde
-3300
2900-2800
2800-2700
C-C
Alkane
not interpretatively useful
Alkene
1680-1600
m-w
Aromatic
1600 and 1475
m-w
CC
Alkyne
2250-2100
m-w
C=O
Aldehyde
1740-1720
Ketone
1725-1705
Carboxylic Acid
1725-1700
Ester
1750-1730
Amide
1670-1640
Anhydride
Acid Chloride
1810 and 1760
1800
C-O
Alcohols, Ethers, Esters, Carboxylic Acids, Anhydrides 1300-1000
O-H
Alcohols, Phenols
Free
3650-3600
H-bonded
3500-3200
Carboxylic Acids
3400-2400
Primary and Secondary Amines and Amides
(stretch)
(bend)
N-H
3500-3100
m
1640-1550
m-s
C-N
Amines
1350-1000
m-s
C-N
Imines and Oximes
1690-1640
w-s
CN
Nitriles
2260-2240
X-C=Y
Allenes, Ketenes, Isocyanates, Isothiocyanates
2270-1950
m-s
N-O
Nitro (R-NO2)
1550 and 1350
S-H
Mercaptans
2550
S=0
Sulfoxides
1050
Sulfones, Sulfonyl Chlorides, Sulfates, Sulfonamides
1375-1300 and
1200-1140
C-X
Fluoride
1400-1000
Chloride
800-600
Bromide, lodide
<667
E E E
Transcribed Image Text:Simplified Infrared Correlation Chart Type of Vibration (stretch) Frequency (cm") 3000-2850 Intensity C-H Alkanes -CH3 (bend) 1450 and 1375 -CH (bend) 1465 Alkenes (stretch) 3100-3000 m (out-of-plane bend) (stretch) (out-of-plane bend) (stretch) 1000-650 Aromatics 3150-3050 900-690 Alkyne Aldehyde -3300 2900-2800 2800-2700 C-C Alkane not interpretatively useful Alkene 1680-1600 m-w Aromatic 1600 and 1475 m-w CC Alkyne 2250-2100 m-w C=O Aldehyde 1740-1720 Ketone 1725-1705 Carboxylic Acid 1725-1700 Ester 1750-1730 Amide 1670-1640 Anhydride Acid Chloride 1810 and 1760 1800 C-O Alcohols, Ethers, Esters, Carboxylic Acids, Anhydrides 1300-1000 O-H Alcohols, Phenols Free 3650-3600 H-bonded 3500-3200 Carboxylic Acids 3400-2400 Primary and Secondary Amines and Amides (stretch) (bend) N-H 3500-3100 m 1640-1550 m-s C-N Amines 1350-1000 m-s C-N Imines and Oximes 1690-1640 w-s CN Nitriles 2260-2240 X-C=Y Allenes, Ketenes, Isocyanates, Isothiocyanates 2270-1950 m-s N-O Nitro (R-NO2) 1550 and 1350 S-H Mercaptans 2550 S=0 Sulfoxides 1050 Sulfones, Sulfonyl Chlorides, Sulfates, Sulfonamides 1375-1300 and 1200-1140 C-X Fluoride 1400-1000 Chloride 800-600 Bromide, lodide <667 E E E
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