1. General

Get a lab notebook (you can use the one from Chem 30BL if you still have pages left. This might be a reason to pick up your old lab notebook from Chem 30BL before it is disposed off?), and lab coat, googles and gloves before you come to the lab.The lab will start on April 1, 2003.

It might be a good idea to read the lecture material before hand as well since it makes it easier to understand what the instructor is talking about in the lecture. The lecture time allotted for this class does not permit to discuss every aspect in great detail.

Review: Chromatography, ¹³C-NMR spectroscopy, 2-dimensional NMR techniques, DEPT spectroscopy, TLC technique

You are expected to have a good grasp of these techniques from Chem 30BL (or Chem 130AL).

2. Literature work

The work sheet can be found here. You will probably not be able to finish the work sheet, but the introduction should be enough to get started on the literature research for your formal report. The draft version for your paper will be due at the end of week 4. This draft version should include the complete introduction and some parts of the project that you have already finished by then including the interpretation of the spectra.

3. Experiment (Resolution of the diamine)

a. It is important that the diamine is added slowly. Why?

b.The desired product crystallizes together with some trapped material.

c. The crude product has to be recrystallize from hot water (~1 g dry material/10 mL water). Since your crude product is not completely dry, a ratio of ~1:5 might be a better starting point.

d. It is crucial that the final product is isolated you leave for the day. Why?

e. The final product should be white or off-white after the recrystallization.

3. Things to think about

a. How can you isolate the (S, S)-form of the diamine?

b. What is the maximum yield (in % and grams) for this reaction assuming that you use the commercially available mixture described in the reader?

c. Suggest a different way to separate the different enantiomeric forms in preparative scale.