Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2007

Pre-Quiz 16

(must be done in WebCT before Mon., Feb. 19, 8:30 am)

1. A saturated five-membered ring containing one oxygen is known as

a. oxirane  
b. oxetane  
* c. oxolane  
d. oxane  
e. epoxide

2. 15-crown-5 is the name given to a cyclic polyether compound containing

a. 15 carbons and 5 oxygens  
* b. 10 carbons and 5 oxygens  
c. 10 carbons and 10 oxygens  
d. 5 carbons and 10 oxygens

3. The preferred Williamson ether synthesis of 2-methoxybutane would use

a. sodium methoxide and 2-bromobutane  
b. potassium tert-butoxide and methyl iodide  
c. sodium isobutoxide and methyl iodide  
* d. sodium 2-butoxide and methyl iodide  
e. methyllithium and 2-butanol

4. Addition of a phenyl Grignard reagent to ethylene oxide will give (after acid workup)

a. 1-phenylethanol  
* b. 2-phenylethanol  
c. 3-phenyl-1-propanol  
d. 2-phenyl-1-propanol  
e. 1-phenyl-1-propanol

5. Sulforaphane is described as an anticancer agent

a. synthesized by a pharmaceutical company  
* b. found naturally in broccoli  
c. highly toxic