Using IR to Solve Problems

Match the infrared spectrum given below with one of the following
compounds:

O O
O
CH3 OCH2CH3
CH3CH2 CH2
CH3CH2
O
O O
O

CH3CH2CH2 O CH2CH2CH3
CH3CH2CH2 Cl
Infrared spectra for the following compounds are shown below.
Assign structures to each spectrum and justify your assignment.

CH3

O O
CH3 CH3
O CN
NH
N N O
CH3
CH3

NC CH3

O CH3
 CH3

O O
CH3 CH3
O CN
NH
N N O
CH3
CH3

NC CH3

O CH3
 CH3

O O
CH3 CH3
O CN
NH
N N O
CH3
CH3

NC CH3

O CH3
 CH3

O O
CH3 CH3
O CN
NH
N N O
CH3
CH3

NC CH3

O CH3
 CH3

O O
CH3 CH3
O CN
NH
N N O
CH3
CH3

NC CH3

O CH3
 CH3

O O
CH3 CH3
O CN
NH
N N O
CH3
CH3

NC CH3

O CH3
A compound exhibits the following infrared spectrum and has a
molecular weight of 107 amu. What is a likely structure for this
compound?
107/13 = 8.2307; 13*0.2307 = 2.999
What is the molecular formula? C8H11
C7H9N
How many degrees of unsaturation? 4

functional groups present: -NH; or NH2?

aromatic ring

possible compounds

NH2

CH2NH2 NHCH3
CH3
A compound exhibits the following infrared spectrum and has a
molecular weight of 107 amu. What is a likely structure for this
compound? benzylamine