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Spectroscopy Problems

5

Copyright © 2017 Pearson Education, Inc.

8.

Identify the compound with molecular formula

C

6

H

12

O

that gives the following IR and

1

H NMR

spectra.

7

6

5

4

3

2

1

0

9

8

9

3

1600

1800

4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000

1400 1200 1000

800

600

450

100

90

80

70

60

50

40

30

20

10

0

0.0

0.05

0.1

0.2

0.3

0.4

0.5

0.6

0.7

0.8

0.9

1.0

2.0

A

B

S

O

R

B

A

N

C

E

%

T

R

A

N

S

M

I

T

T

A

N

C

E

9.

Chapter 18

A methyl-substituted benzene was treated with

Cl

2

in the presence of

AlCl

3

.

The

1

H NMR

spectrum of

one of the monochlorinated products is shown below. Identify the product.

7

6

5

4

3

2

1

8

2 2

3