The rule you generated in Question 14b for finding the [M]* peak on the mass spectrum of an unknown molecule does not work very well if there is a Br or Cl in the molecule. Shown below are spectra of various compounds containing one Br or Cl. a. Find the [M] and [M+2]* peak on each spectrum.

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Chapter1: Chemical Foundations
Section: Chapter Questions
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27. The rule you generated in Question 14b for finding the [M] peak on the mass spectrum of an
unknown molecule does not work very well if there is a Br or Cl in the molecule. Shown below
are spectra of various compounds containing one Br or Cl.
a.
Find the [M] and [M+2]* peak on each spectrum.
Relative Intensity
100-
Relative Intensity
80-
60
20-
0-mmm
100-
80
60-
40
18--8163
20-
25
HS-NU-2127
0-forttitor
10
20
b.
30
50
40
50
Br
pretztenyeregtelefongum
75
m/z
60
m/z
Bri
70
100
(2) one Br atom.
125
effleyttim
90
80
|||||||
100 110
Relative Intensity
100
Relative Intensity
80
60-
40
20
0-m
100-
80
60
40
20
15-MM-0968
0-
spatepragning
25
115--1439
25
50
50
75
NH₂
100
m/z
mn|||
75
m/z
125
100
150
125
Write a rule for quickly identifying from a mass spectrum if an unknown molecule has...
(1) one Cl atom.
Note: The mass spectrum of a molecule with more than one Cl or Br can be quite complex, so we will limit cases to one Cl or Br.
Write a new rule for finding the [M]* peak that takes into consideration the fact that Br and
Cl have very large [M+2]* peaks.
C.
28. Each of the spectra above contains an [M+3]* peak. This peak arises because 37C1 and ³¹Br are so
common that there are a significant number of ions with a heavy isotope of both carbon and the
halogen, e.g, [one ¹³C and one ³7C1] or [one ¹3C and 8¹Br]. Mark this [M+3]* peak on each
spectrum above.
Transcribed Image Text:27. The rule you generated in Question 14b for finding the [M] peak on the mass spectrum of an unknown molecule does not work very well if there is a Br or Cl in the molecule. Shown below are spectra of various compounds containing one Br or Cl. a. Find the [M] and [M+2]* peak on each spectrum. Relative Intensity 100- Relative Intensity 80- 60 20- 0-mmm 100- 80 60- 40 18--8163 20- 25 HS-NU-2127 0-forttitor 10 20 b. 30 50 40 50 Br pretztenyeregtelefongum 75 m/z 60 m/z Bri 70 100 (2) one Br atom. 125 effleyttim 90 80 ||||||| 100 110 Relative Intensity 100 Relative Intensity 80 60- 40 20 0-m 100- 80 60 40 20 15-MM-0968 0- spatepragning 25 115--1439 25 50 50 75 NH₂ 100 m/z mn||| 75 m/z 125 100 150 125 Write a rule for quickly identifying from a mass spectrum if an unknown molecule has... (1) one Cl atom. Note: The mass spectrum of a molecule with more than one Cl or Br can be quite complex, so we will limit cases to one Cl or Br. Write a new rule for finding the [M]* peak that takes into consideration the fact that Br and Cl have very large [M+2]* peaks. C. 28. Each of the spectra above contains an [M+3]* peak. This peak arises because 37C1 and ³¹Br are so common that there are a significant number of ions with a heavy isotope of both carbon and the halogen, e.g, [one ¹³C and one ³7C1] or [one ¹3C and 8¹Br]. Mark this [M+3]* peak on each spectrum above.
29.
On the mass spectrum of hexane in this activity, the [M]* peak (at m/z = 86) has an intensity of 10.
Calculate the expected intensity of the [M+1] peak in this spectrum.
30. Calculate the molecular weight of each of the following molecules using the most common
isotope of each element:
H3C
NH₂
H
CH3
NH3
N=C-H
CH3
r
H
H
31. What do the molecular weights in the previous question have in common with one another that set
them apart from ALL the molecular weights in the [M]* column in Model 6?
Memorization Task L2.5: Nitrogen Rule
It turns out that any molecule with an odd number of nitrogen atoms (1, 3, 5, etc.) will have an odd
molecular weight and vice versa. This "nitrogen rule" is a consequence of the fact that ¹4N is the only
common organic element that makes an odd number of bonds but has an even molecular weight.
32. Give examples of two very common elements that make an even number of bonds and whose
most common isotope has an even molecular weight.
33. Give an example of at least one element that makes an odd number of bonds and whose most
common isotope has an odd molecular weight.
Transcribed Image Text:29. On the mass spectrum of hexane in this activity, the [M]* peak (at m/z = 86) has an intensity of 10. Calculate the expected intensity of the [M+1] peak in this spectrum. 30. Calculate the molecular weight of each of the following molecules using the most common isotope of each element: H3C NH₂ H CH3 NH3 N=C-H CH3 r H H 31. What do the molecular weights in the previous question have in common with one another that set them apart from ALL the molecular weights in the [M]* column in Model 6? Memorization Task L2.5: Nitrogen Rule It turns out that any molecule with an odd number of nitrogen atoms (1, 3, 5, etc.) will have an odd molecular weight and vice versa. This "nitrogen rule" is a consequence of the fact that ¹4N is the only common organic element that makes an odd number of bonds but has an even molecular weight. 32. Give examples of two very common elements that make an even number of bonds and whose most common isotope has an even molecular weight. 33. Give an example of at least one element that makes an odd number of bonds and whose most common isotope has an odd molecular weight.
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