Problems Set - Meeting #4

The second quiz will administered on Wednesday January 21. 2004 at 8 am in CS 24. Please make sure that you are on time in order to take full advantage of the time allotted for the quiz.

Make sure that you make progress on your formal report as well in terms of literature search and writing the parts that you completed already in the lab.

ATTN: answers to the below questions are due at the start of your lab period; these answers should be part of your pre-lab write-up.

1. What are important parameters when chosing a chiral auxiliary?

2. Referring to the synthesis and characterization of the Jacobsen ligand, answer the following questions.

a. How is the diamine obtained from the ammonium salt (3) in this reaction?

b. Why is water added before the reaction mixture is allowed to cool down?

c. Why does the IR spectrum not show the characteristic broad OH-peak at 3400 cm^-1 despite the fact that the product possesses two OH-groups?

d. Based on the information given in the reader, what would be a good concentration for the solution to acquire the UV-Vis spectrum? Which range should be measured? Why is the ligand bright yellow in color?

e. Which concentration (in percent) should be used for the polarimetry experiment?

f. How many signals do you expect to observe for ligand in the ¹³C-NMR spectrum?