ATTN: answers to the below questions are due at the start of your second meeting; these answers should be part of your pre-lab write-up. There will be a quiz in lecture on Thursday 4/12/2005. Please make sure that you arrive on time since the quiz will be administered in the beginning of the lecture.

1. Referring to step 2, answer the following questions:

a. Why is an aqueous solution of formaldehyde used in this reaction and not 'absolute' formaldehyde?

b. How much solvent should be used for the extraction of the product? Rationalize your choice.

c. Some of the crude products are solid, while others are liquids. Explain.

d. Sketch the TLC plate (SiO₂, CH₂Cl₂/hexane (1:1)) with your product in lane 1, the starting phenol in lane 2 and the salicylaldehyde (product from step 3) in lane 3.

e. Sketch the plate using SiO₂ as stationary phase and a CH₂Cl₂/hexane (2:1) using the same definitions as in d.

2. Give a definition for the following terms.

a. Chiral pool

b. Cram Model

c. Chiral auxiliary