Organic Chemistry

Section 13.5 Fragmentation at Functional Groups 493

m/z

0 10203040506070809010 0

100

80

60

40

20

0

Relative abundance

m/z

0 10203040506070809010 0

100

80

60

40

20

0

Relative abundance

m/z

0 10203040506070809010 0

100

80

60

40

20

0

Relative abundance

57

a.^73

b.

c.

59

73

45

56

>Figure 13.7

The mass spectra for Problem 8.

stable butyl radical) and a smaller peak at ( cleavage leading to a less
stable methyl radical).

m>z= 87 a

carbon

+ +

2-hexanol m/z = 102

CH 3 CH 2 CH 2 CH 2 CHCH 3

−e−

OH

CH 3 CH 2 CH 2 CH 2 CHCH 3

+

m/z = 45

OH CH 3 CH 2 CH 2 CH 2 CH 3 CH OH

+

+

m/z = 87

CH 3 CH 2 CH 2 CH 2 CH OH CH 3

cleavage

cleavage