1. Identify the functional groups in the following molecules. Tell how you could differentiate the following pairs of compounds with the help of ONLY infrared spectroscopy. (see Table at pp.6,7)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
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Molecular Structure and Properties
1. Identify the functional groups in the following molecules. Tell how you could
differentiate the following pairs of compounds with the help of ONLY infrared
spectroscopy. (see Table at pp.6,7)
a)
´d d
CH3
b)
c)
d)
CH3
CH3
om &
CH3
OH
OH
OH
Transcribed Image Text:Molecular Structure and Properties 1. Identify the functional groups in the following molecules. Tell how you could differentiate the following pairs of compounds with the help of ONLY infrared spectroscopy. (see Table at pp.6,7) a) ´d d CH3 b) c) d) CH3 CH3 om & CH3 OH OH OH
TABLE 2.6 CHARACTERISTIC INFRARED ABSORPTIONS OF GROUPS
Group
A. Alkyl
C-H (stretching)
Isopropyl, -CH(CH3)2
tert-Butyl, -C(CH₂)a
B. Alkenyl
C-H (stretching)
C=C (stretching)
R-CH=CH₂
R₂C=CH₂
cis-RCH=CHR
trans-RCH=CHR
C. Alkynyl
=C-H (stretching)
C=C (stretching)
D. Aromatic
(out-of-plane
C-H bendings)
Ar-H (stretching)
C=C (stretching)
Aromatic substitution type
(C-H out-of-plane bendings)
Monosubstituted
o-Disubstituted
m-Disubstituted
p-Disubstituted
"Abbreviations: s= strong, m = medium, w=weak, v=variable,~=approximately.
Frequency
Range (cm-¹)
and
and -1365
and
and
2853-2962
1380-1385
1365-1370
1385-1395
and
3010-3095
1620-1680
985-1000
905-920
880-900
675-730
960-975
-3300
2100-2260
-3030
1450-1600
690-710
730-770
735-770
680-725
750-810
800-860
Intensity
(m-s)
(s)
(s)
££*** 23
(s)
(v)
(v)
(m)
(very s)
(very s)
(s)
(s)
(very s)
(very s)
Transcribed Image Text:TABLE 2.6 CHARACTERISTIC INFRARED ABSORPTIONS OF GROUPS Group A. Alkyl C-H (stretching) Isopropyl, -CH(CH3)2 tert-Butyl, -C(CH₂)a B. Alkenyl C-H (stretching) C=C (stretching) R-CH=CH₂ R₂C=CH₂ cis-RCH=CHR trans-RCH=CHR C. Alkynyl =C-H (stretching) C=C (stretching) D. Aromatic (out-of-plane C-H bendings) Ar-H (stretching) C=C (stretching) Aromatic substitution type (C-H out-of-plane bendings) Monosubstituted o-Disubstituted m-Disubstituted p-Disubstituted "Abbreviations: s= strong, m = medium, w=weak, v=variable,~=approximately. Frequency Range (cm-¹) and and -1365 and and 2853-2962 1380-1385 1365-1370 1385-1395 and 3010-3095 1620-1680 985-1000 905-920 880-900 675-730 960-975 -3300 2100-2260 -3030 1450-1600 690-710 730-770 735-770 680-725 750-810 800-860 Intensity (m-s) (s) (s) ££*** 23 (s) (v) (v) (m) (very s) (very s) (s) (s) (very s) (very s)
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