1) The reaction shown below is an example of an E2 elimination (from Chem 301A).
ID: 563845 • Letter: 1
Question
1) The reaction shown below is an example of an E2 elimination (from Chem 301A). The reaction yields two products. Describe how you would differentiate the products using the listed analytical techniques. Your answers should be specific (e.g. "I'd expect a signal at XX ppm for Product #1 but the signal would be absent in the spectrum of Product #2). A) 1H NMR B) Infrared Spectroscopy C) Mass Spectrometry Br NaOH Product #1 Product #2 2) Below is the mass spectrum for an unknown compound with a molecular formula of C,HyThe MT41) is 8.8% of the M+. Provide answers to the following questions: A) What is the unknown's molecular formula? (show calculations) B) What is the m/z of the Base Peak? C) Loss of what type of carbon fragment is consistent with the Base Peak? D) Propose a structure that has the correct M+ and would yield the shown Base Peak. 80- 60 M* 40 20 10 20 340 50 6 70 0 90 100 1 120Explanation / Answer
Organic chemistry
1) Distinguishing between product #1 and product #2
A) 1H NMR
Product #2 would show a peak at around 5.6-6.6 ppm for alkenic proton (downfield), whereas, no such peaks would be seen in case of #1.
B) Infrared spectroscopy
#2 would show peaks at 3000-3100 cm-1 region for the sp2 =CH stretch, which is absent in #1.
C) Mass spectroscopy
#1 would show a base peak by loss of CH3CH2CH2CH2 fragment, whereas, #2 would show a base peak by loss of CH3CH2CH2 fragment.
2) Given above is the mass spectrum for a compound
A) molecular formula for the unknown = C8H8O
B) m/z of base peak is 105
C) loss of CH3 (methyl) fragment gives base peak
D) structure of the compound,
C6H5-CO-CH3 [acetophenone]
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