Chemistry 3302 S98 Section 1

First Group Learning Project

(due 4/17/97 in class)

Names and ID numbers of group members (please print legibly):

1. Fill in the 5 blanks with educts, reagents, or products, to complete the below series of reactions. (15 points)

2. The following 2 pairs of compounds have identical molecular weights. Briefly explain how you could use mass spectrometry to tell them apart. (10 points)

3. Show the step-by step mechanism for the following reaction (there is no solvent--ethylene glycol is reacted as a "neat" liquid). You probably want to work it out on a separate sheet of paper first, and then transfer the correct answer (neatly) here. (15 points)

4. Shown below are IR spectra in the 3100-4000 cm-1 region for CH3CH2CH2OH at 4 different concentrations in CS2 (carbon disulfide) solvent. Explain the changes in the spectra as the concentration changes. Note that the C-H stretches do not change, and they do not appear in these spectra since they are below 3100 cm-1. CS2 solvent also has no absorptions in the pictured region. [Hint: if you could take the IR spectrum of a single molecule of 1-propanol, it would look like the spectrum taken at 10-7 M.] (10 points)