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Problems Set #7
General announcements:
1. The draft version for the paper is due on Friday, January 28, 2004 at 5 pm in YH1217.
ATTN: answers to the below questions are due at the start of your lab period of Meeting 7; these answers should be part of your pre-lab write-up.
1. The last step of the epoxidation involves flash chromatography.
a. What is the purpose of this step?
b. Why and where is sand used to prepare the column?
c. Why is the stationary phase treated with a 1% NEt3 solution before the sample is applied?
d. How do you find out which part of the eluent contains the desired epoxide?
2. NMR spectroscopy
a. Which solvent is used to acquire the NMR spectra of the final product? Why?
b. What is the 'proper' labeling for the NMR tube?
c. Which information do you get from the H-NMR spectrum?
3. GC/MS spectrometry
a. A student acquires the GC/MS spectrum for his epoxide using a modified b-cyclodextrin column. One peak at t(r)=8.5 min has a absolute area of 250 units, while another one at t(r)=8.8 min only has 100 units. Both peaks show identical fragmentation in the mass spectrum and a [M]+-peak of 154. In addition, a peak is observed at 156 amu, which is about a third of the intensity than the [M]+-peak. Which conclusions can the student draw from this data?
b. Why is a diluted solution of the epoxide in diethylether used for the GC part?
c. What is the "proper" procedure to inject the sample into the GC?