Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2008

Quiz 19

1. (2 points) Give complete names for the following:

a)

sodium p-cyanobenzoate

b)

(S)-5-hydroxy-3-oxo-5-phenylpentanoic acid


2. (2 points) Write MOST and LEAST under the most and least acidic compound below.

MOST / / / LEAST


3. (3 points) Complete the synthetic sequence below by filling in the three boxes.


4. (3 points) In excess acetic acid, cyclopentanol is converted to cyclopentyl acetate. Write a complete mechanism, showing all steps and all resonance forms for any intermediates involved.