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Dodecanoyl Chloride: CH Bend

1) Dodecanoyl chloride is a carboxylic acid derivative with a base peak of 1800 cm-1. 2) 2-Methylpropanoic acid is a carboxylic acid with characteristic O-H and C=O peaks and a base of 1710 cm-1. 3) Propanamide is an amide with symmetric and asymmetric peaks near 1690 cm-1 representing the C=O stretch.

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Fatima Ahmed
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0% found this document useful (0 votes)
47 views15 pages

Dodecanoyl Chloride: CH Bend

1) Dodecanoyl chloride is a carboxylic acid derivative with a base peak of 1800 cm-1. 2) 2-Methylpropanoic acid is a carboxylic acid with characteristic O-H and C=O peaks and a base of 1710 cm-1. 3) Propanamide is an amide with symmetric and asymmetric peaks near 1690 cm-1 representing the C=O stretch.

Uploaded by

Fatima Ahmed
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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ACID CHLORIDE

Dodecanoyl Chloride BASE = 1800

CH bend

C
C=O CH3 (CH2)10 Cl
C-H

3608
CARBOXYLIC ACID
BASE = 1710

2-Methylpropanoic Acid

O-H

C-O C
C-H C=O CH3 CH OH

CH3
AMIDE
two peaks BASE = 1690
sym / asym Propanamide

C-H O
C=O C
NH2 CH3 CH2 NH2
CH bend
ALKENES
AROMATICS

C=C STRETCHING
Typical Infrared Absorption
Regions
WAVELENGTH (mm) C=C
2.5 4 5 5.5 6.1 6.5 15.4

O-H C-H C N C=O C=N C-Cl


Very C-O
N-H C C few C=C
C-N
X=C=Y bands C-C
(C,O,N,S) N=O N=O *

4000 2500 2000 1800 1650 1550 650


FREQUENCY (cm-1)
The C=C stretching region
• C=C double bond at 1650 cm-1 is often weak or
not even seen.

• C=C benzene ring shows peak(s) near 1600 and


1400 cm-1 , one or two at each value -
CONJUGATION LOWERS THE VALUE.

• When C=C is conjugated with C=O it is


stronger and comes at a lower frequency.
ALKENE

1-Hexene

=C-H C=C C-H


bend

C-H
aliphatic
CH2 CH CH2 CH2 CH2 CH3
AROMATIC

Toluene

benzene
C-H CH3 benzene
C=C

oops
C-O STRETCHING
The C-O stretching region
• The C-O band appears in the range of
1300 to 1000 cm-1

• Look for one or more strong bands


appearing in this range!

• Ethers, alcohols, esters and carboxylic


acids have C-O bands
ETHER

Dibutyl Ether BASE = 1100

CH2 CH3
C-H bending
C-O
CH3 CH2 CH2 CH2 O CH2 CH2 CH2 CH3
N=O STRETCHING
Typical Infrared Absorption
Regions
WAVELENGTH (mm)
N-O
2.5 4 5 5.5 6.1 6.5 15.4

O-H C-H C N C=O C=N C-Cl


Very C-O
N-H C C few C=C
C-N
X=C=Y bands C-C
(C,O,N,S) N=O N=O *

4000 2500 2000 1800 1650 1550 650


FREQUENCY (cm-1)
The N=O stretching region

• N=O stretching -- 1550 and 1350 cm-1


asymmetric and symmetric stretchings

• Often the 1550 cm-1 peak is stronger than


the other one
NITROALKANE

2-Nitropropane

C-H

N=O

NO2
gem-dimethyl
CH
CH3 CH3 N=O

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