Chem 335 - Winter 2000Organic Chemistry II
Dr. Carl C. Wamser
Chem 335 - Winter 2000
Brown & Foote, pages 581 - 592 :
Problems 15.14 - 22, 24 - 27, 31 - 35, 41, 44 - 52, 57 - 65
1. Write complete names for each of the following:
a) 
b) 
2. Write a complete mechanism for the acid-catalyzed formation
of the cyclic acetal between acetone and cis-1,2-cyclopentanediol.
Explain why an acetal is not formed with the trans isomer.
3. Develop a synthetic sequence for 3-ethyl-3-hexanol that uses
as organic starting materials only alcohols having four carbons
or fewer.
4. Explain how acetone in the presence of radioactively-labelled
water (H2O-18) slowly becomes radioactive
itself.