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Problem 3.

2
Select a compound that best fits each of the following sets of IR bands (in cm-1). Each
set corresponds to a list of just a few important bands for each compound.
Benzamide

Dioxane

Isobutylamine

Benzoic acid

Diphenyl sulfane

1-Nitropropane

Biphenyl

Formic acid

a.
b.
c.
d.
e.
f.
g.
h.
i.

3080 (w), nothing 3000 2800, 2230 (s), 1450 (s), 760 (s), 688 (s)
3380 (m), 3300 (m), nothing 3200 3000, 2980 (s), 2870 (m), 1610 (m), ~900 to
~700 (b)
3080 (w), nothing 3000 2800, 1315 (s), 1300 (s), 1155 (s)
2955 (s), 2850 (s), 1120 (s)
2946 (s), 2930 (m), 1550 (s), 1386 (m)
2900 (b,s), 1720 (b,s)
3030 (m), 730 (s), 690 (s)
3200 2400 (s), 1685 (b,s) 705 (s)
3350 (s), 3060 (m), 1635 (s)

Karbonil
terkonjugasi
1780 - 1760
Aromatik
monosubtitusi
900 700 (m)

CN
1350 - 1000
Amida primer
3350 dan 3180
(s)

C=C aromatic
1600 1400
(m)

Benzamide

b. 3380 (m) amida, 3300 (m) amida, nothing 3200 3000, 2980
(s) stretch N-H , 2870 (m), 1610 (m) overlap N-H dan C=O,
~900 to ~700 (b) aromatic monosubtitusi

Aromatik
monosubtitusi
900 700 (m)

O-H
3400 3300
(b, m)

C=C aromatic
1600 1400
(m)

Benzoic Acid

Karbonil
terkonjugasi
1780 - 1760

h. 3200-2400 (s) OH di as karboksilat, 1685 (b,s) C=O


aldehid, 705 (s) C-H aromatik

Aromatik
monosubtitusi
900 700 (w)

C=C aromatic
1600 1400
(m)

Nitril
terkonjugasi
2250 (s)

Benzonitrile

a. 3080 (w) C-H aromatik, nothing 3000-2800, 2230 (s)


nitril, 1450 (s) C=C , 760 (s) monosubstitusi , 688 (s)
monosubstitusi

Aromatik
monosubtitusi
900 700 (m)

C=C aromatic
1600 1400
(m)

Biphenyl

C=C aromatic
1600 1400
(m)

g. 3030 (m) C-H aromatik, 730 (s) aromatik


monosubstitusi, 690 (s) aromatik monosubstitusi

Dioxane

d. 2955 (s) C-H alkana, 2850 (s) C-H alkana, 1120 (s)
C=O

C=C aromatic
1600 1400
(m)

Aromatik
monosubtitusi
900 700 (m)

S=0
1400 dan 1200
(s)

Difenil Sulfone

A 3080 (w) C-H aromatik , nothing 3200-2800, 1315 (s), 1300 (s)
sulfon, 1155 (s) sulfon

Karbonil
1730 1700
(S)
CO
1320 1210
(m)

Formic
Acid

O-H
3400 3300
(b, m)

f. 2900 (b,s) C-H alkana, 1720 (b,s) C=O

CN
1350 1000
(m)
Amin Primer
3500 dan 3300
(w)

Isobutilamin

i. 3350 (s) N-H , 3060 (m) C-H alkana, 1635 (s) N-H

e. 2946 (s) C-H, 2930 (m) alkana, 1550 (s)nitro, 1386 (m)
nitro
CH3CH2CH2NO2