10. You are working in the lab, getting ready to perform a Grignard reaction on propiophenone (structure shown below). However, when you look for the bottle of this reagent, you find two bottles whose labels have fallen off. You find the labels and see that one says "propiophenone", while the other says "benzyl methyl ketone" (structure shown below), but you don't know which label came from which bottle. 8 propiophenone benzyl methyl ketone You need to perform the reaction on the right starting material, but the only analysis technique you have available to you is a mass spectrometer. You quickly collect the mass spectra for the two compounds in the bottles, and obtain the following results. Bottle 1: 100 80 60F 20 Bottle 2: 43 91 M+- 134 Mass Spectrum C9H100 40 80 120 160 200 240 280 m/e 100 105 77 80 60 M+ 134 Mass Spectrum C9H100 40 80 120 160 200 240 280 m/e Which bottle contains your desired propiophenone? Explain your rationale. (10 pts)

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10. You are working in the lab, getting ready to perform a Grignard reaction on
propiophenone (structure shown below). However, when you look for the bottle of this
reagent, you find two bottles whose labels have fallen off. You find the labels and see
that one says "propiophenone", while the other says "benzyl methyl ketone" (structure
shown below), but you don't know which label came from which bottle.
8
propiophenone
benzyl methyl ketone
You need to perform the reaction on the right starting material, but the only analysis
technique you have available to you is a mass spectrometer. You quickly collect the mass
spectra for the two compounds in the bottles, and obtain the following results.
Bottle 1:
100
80
60F
20
Bottle 2:
43
91
M+-
134
Mass Spectrum
C9H100
40
80
120
160
200
240
280
m/e
100
105
77
80
60
M+
134
Mass Spectrum
C9H100
40
80
120
160
200
240
280
m/e
Which bottle contains your desired propiophenone? Explain your rationale. (10 pts)
Transcribed Image Text:10. You are working in the lab, getting ready to perform a Grignard reaction on propiophenone (structure shown below). However, when you look for the bottle of this reagent, you find two bottles whose labels have fallen off. You find the labels and see that one says "propiophenone", while the other says "benzyl methyl ketone" (structure shown below), but you don't know which label came from which bottle. 8 propiophenone benzyl methyl ketone You need to perform the reaction on the right starting material, but the only analysis technique you have available to you is a mass spectrometer. You quickly collect the mass spectra for the two compounds in the bottles, and obtain the following results. Bottle 1: 100 80 60F 20 Bottle 2: 43 91 M+- 134 Mass Spectrum C9H100 40 80 120 160 200 240 280 m/e 100 105 77 80 60 M+ 134 Mass Spectrum C9H100 40 80 120 160 200 240 280 m/e Which bottle contains your desired propiophenone? Explain your rationale. (10 pts)
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