a. b. C. Explain why the intensity of the [M+1]* peak for ethane is twice as high as the [M+1]* peak for methane. (Hint: Look back at CTQ's 18-22.) Fill in the [M+1]* intensities for all molecules in the table. True or False: When [M]* has an intensity of 100, the following formula can be used to calculate the number of carbons in the molecule.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL3: Carbon (13c) Nmr Spectroscopy
Section: Chapter Questions
Problem 2CTQ
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Model 6: Intensities of [M+1]* Peak and [M+2]* Peak
On a mass spectrum, the height of given peak is proportional to the number of molecules with that
mass. Note that in the table below the [M] peak happens to be the base peak.
Molecule
Methane
Ethane
Propane
Butane
Octane
Bromomethane
CH3Br
Bromoethane
CH3CH₂Br
Chloromethane
CH3CI
Chloroethane
CH3CH₂CI
a.
b.
C.
[M]*
m/z (intensity)
16 (100)
30 (100)
44 (100)
58 (100)
114 (100)
94 (100)
12CH37⁹Br
108 (100)
d.
50 (100)
Critical Thinking Questions
24. Fill in the m/z values for the [M+1] column in Model 6.
64 (100)
[M+1]*
m/z (intensity)
17 (1.1)
31 (2.2)
number of carbon atoms =
number of carbon atoms =
[M+2]*
m/z (intensity)
Explain why the intensity of the [M+1]* peak for ethane is twice as high as the [M+1] peak
for methane. (Hint: Look back at CTQ's 18-22.)
Fill in the [M+1]* intensities for all molecules in the table.
True or False: When [M]* has an intensity of 100, the following formula can be used to
calculate the number of carbons in the molecule.
ΝΑ
ΝΑ
intensity of [M+1]* peak
1.1
ΝΑ
ΝΑ
ΝΑ
Memorization Task L2.2: Formula for calculating number of carbons from [M+1]* intensity
100
intensity of [M+1]* peak
1.1
intensity of [M]* peak
This [M+1] formula can be used regardless of the intensity of the [M] peak.
X
Confirm that the formula in Memorization Task L2.2 reduces to the one in part c of this
question when [M] has an intensity of 100.
Transcribed Image Text:Model 6: Intensities of [M+1]* Peak and [M+2]* Peak On a mass spectrum, the height of given peak is proportional to the number of molecules with that mass. Note that in the table below the [M] peak happens to be the base peak. Molecule Methane Ethane Propane Butane Octane Bromomethane CH3Br Bromoethane CH3CH₂Br Chloromethane CH3CI Chloroethane CH3CH₂CI a. b. C. [M]* m/z (intensity) 16 (100) 30 (100) 44 (100) 58 (100) 114 (100) 94 (100) 12CH37⁹Br 108 (100) d. 50 (100) Critical Thinking Questions 24. Fill in the m/z values for the [M+1] column in Model 6. 64 (100) [M+1]* m/z (intensity) 17 (1.1) 31 (2.2) number of carbon atoms = number of carbon atoms = [M+2]* m/z (intensity) Explain why the intensity of the [M+1]* peak for ethane is twice as high as the [M+1] peak for methane. (Hint: Look back at CTQ's 18-22.) Fill in the [M+1]* intensities for all molecules in the table. True or False: When [M]* has an intensity of 100, the following formula can be used to calculate the number of carbons in the molecule. ΝΑ ΝΑ intensity of [M+1]* peak 1.1 ΝΑ ΝΑ ΝΑ Memorization Task L2.2: Formula for calculating number of carbons from [M+1]* intensity 100 intensity of [M+1]* peak 1.1 intensity of [M]* peak This [M+1] formula can be used regardless of the intensity of the [M] peak. X Confirm that the formula in Memorization Task L2.2 reduces to the one in part c of this question when [M] has an intensity of 100.
Memorization Task L2.3: Formula for calculating number of oxygens from [M+2]+ intensity
number of
oxygen atoms =
100
intensity of [M+2]* peak
0.2
intensity of [M]* peak
25. The formula in Memorization Task L2.3 can be used to calculate the number of oxygen atoms in a
molecule. By analogy to these two formulas, fill in the blanks in Memorization Task L2.4 to give
a formula for calculating the number of sulfur atoms in an unknown molecule.
Memorization Task L2.4: Formula for calculating number of sulfurs from [M+_]* intensity
a.
Note that the formulas above work only when only one element is making a significant contribution to
the [M+1] or [M+2]* peak. For example, as we will see in the next section, you cannot use the
formula to calculate the number of oxygen or sulfur atoms when there is a Cl or Br present.
26. Fill in m/z values in the [M+2] column in Model 6.
b.
X
C.
number of
sulfur atoms =
d.
e.
X
For each compound containing Br or Cl, draw the most common molecule responsible for each
peak in that row. Be sure to include isotopic labels for each nonhydrogen atom (The first box
is done for you.) (Hint: Look back at the entries for Br and Cl in Model 5.)
Fill in the intensities for each box in the [M+2]* column.
Why is there no significant [M+2]* peak for the first five rows?
What elements other than Cl and Br will generate a noticeable [M+2]* peak?
(Hint: Look at the table in Model 5.)
Fill in the blanks in the following two statements:
(1) If the intensities of the [M+2] and [M]* peaks are approximately
equal, then there is likely one
atom in the molecule.
(2) If the intensity of the [M+2]* peak is about one-third that of the [M]* peak, there is
atom in the molecule.
likely one
Transcribed Image Text:Memorization Task L2.3: Formula for calculating number of oxygens from [M+2]+ intensity number of oxygen atoms = 100 intensity of [M+2]* peak 0.2 intensity of [M]* peak 25. The formula in Memorization Task L2.3 can be used to calculate the number of oxygen atoms in a molecule. By analogy to these two formulas, fill in the blanks in Memorization Task L2.4 to give a formula for calculating the number of sulfur atoms in an unknown molecule. Memorization Task L2.4: Formula for calculating number of sulfurs from [M+_]* intensity a. Note that the formulas above work only when only one element is making a significant contribution to the [M+1] or [M+2]* peak. For example, as we will see in the next section, you cannot use the formula to calculate the number of oxygen or sulfur atoms when there is a Cl or Br present. 26. Fill in m/z values in the [M+2] column in Model 6. b. X C. number of sulfur atoms = d. e. X For each compound containing Br or Cl, draw the most common molecule responsible for each peak in that row. Be sure to include isotopic labels for each nonhydrogen atom (The first box is done for you.) (Hint: Look back at the entries for Br and Cl in Model 5.) Fill in the intensities for each box in the [M+2]* column. Why is there no significant [M+2]* peak for the first five rows? What elements other than Cl and Br will generate a noticeable [M+2]* peak? (Hint: Look at the table in Model 5.) Fill in the blanks in the following two statements: (1) If the intensities of the [M+2] and [M]* peaks are approximately equal, then there is likely one atom in the molecule. (2) If the intensity of the [M+2]* peak is about one-third that of the [M]* peak, there is atom in the molecule. likely one
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