Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring 2008	Quiz 26

1. (3 points) Show the structure of a phospholipid (at pH 7) with the following features.
Identify any chirality centers with an asterisk ( * ).

on C-1: octadecanoic acid
on C-2: linoleic acid (C18, ω-6, two double bonds)
on C-3: phosphate ester of 2-aminoethanol

C-2 is a chirality center

2. (3 points) Circle the isoprene units in each of the following:

3. (2 points) Cholic acid is shown below. Place each of the ten indicated substituents correctly onto the chair forms of the steroid ring system.

4. (2 points) Write a reasonable mechanism for the following conversion.