Table 4-2: Vibrational Frequencies for Organic Molecules

 

 Bond Type

 Specific Context

n, cm-1

 Stretching Frequencies

 

  

 C-H

Csp3-H

2800-3000

  

Csp2-H

3000-3100

 

Csp-H

3300

C-C

C-C

1150-1250

 

C=C

1600-1670

  

CºC

2100-2260

C-N

C-N

1030-1230

 

C=N

1640-1690

 

CºN

2210-2260

C-O

C-O

1020-1275

  

C=O

1650-1800

C-X

C-F

1000-1350

 

C-Cl

800-850

 

C-Br

500-680

 

C-I

200-500

N-H

RNH2, R2NH

3400-3500 (two)

 

RNH3+, R2NH2+, R3NH+

2250-3000

 

RCONH2, RCONHR'

3400-3500

O-H

ROH

3610-3640 (free)

 

 

3200-3400 (H-bonded)

 

RCO2H

2500-3000

N-O

RNO2

1350,1560

 

RONO2

1620-1640, 1270-1285

 

 RN=O

1500-1600

 

RO-N=O

1610-1680 (two), 750-815

 

C=N-OH

930-960

 

R3N-O+

950-970

S-O

R2SO

1040-1060

 

R2S(=O)O

1310-1350

1120-1160

 

R-S(=O)2-OR'

1330-1420, 1145-1200

Cumulated systems

C=C=C

1950

 

C=C=O

2150

 

R2C=N=N

2090-3100

 

RN=C=O

2250-2275

 

RN=N=N

2120-2160

Out-of-plane bending vibrations

 

 

Alkynes

CºC-H

600-700

Alkenes

RCH=CH2

910, 990

 

R2C=CH2

890

 

trans-RCH=CHR

970

 

cis-RCH=CHR

725, 675

 

R2C=CHR

790-840

Aromatic

mono-

730-770, 690-710 (two)

 

 o-

735-770

  

m-

750-810, 690-710 (two)

 

p-

810-840

 

1,2,3-

760-780, 705-745 (two)

 

1,3,5-

810-865, 675-730 (two)

 

1,2,4-

805-825, 870, 885 (two)

 

1,2,3,4-

800-810

  

1,2,4,5-

855-870

 

1,2,3,5

840-850

 

penta-

870

Carbonyl Stretching Frequencies

 

 

Aldehydes

RCHO

1725

 

C=CCHO

1685

 

ArCHO

1700

Ketones

R2C=O

1715

 

C=C-C=O

1675

 

Ar-C=O

1690

 

four-membered cyclic

1780

 

five-membered cyclic

1745

 

six-membered cyclic

1715

Carboxylic Acids

RCOOH

1760 (monomer)

1710 (dimer

 

C=C-COOH

1720 (monomer)

1690 (dimer)

 

RCO2-

1550-1610, 1400 (two)

Esters

RCOOR

1735

  

 C=C-COOR

1720

  

ArCOOR

1720

 

g-lactone

1770

 

d-lactone

1735

Amides

RCONH2

1690 (free)

1650 (associated)

 

RCONHR'

1680 (free)

1655 (associated)

 

RCONR2'

1650

 

b-lactam

1745

 

g-lactam

1700

 

d-lactam

1640

Acid anhydrides

 

1820, 1760 (two)

Acyl halides

 

1800