Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter 2008	Pre-Quiz 16

(must be done in WebCT before Mon., Feb. 18, 8:30 am)

1. The expected order of boiling points would be

a. 1-butanol > 1,4-butanediol > ethoxyethane
* b. 1,4-butanediol > 1-butanol > ethoxyethane
c. 1-butanol > ethoxyethane > 1,4-butanediol
d. 1,4-butanediol > ethoxyethane > 1-butanol
e. ethoxyethane > 1-butanol > 1,4-butanediol
f. ethoxyethane > 1,4-butanediol > 1-butanol

2. Monensin has 11 oxygen atoms. Of these, how many are ethers and how many are alcohols?

a. 6 ethers, 5 alcohols
b. 5 ethers, 5 alcohols
* c. 6 ethers, 3 alcohols
d. 4 ethers, 3 alcohols
e. 5 ethers, 4 alcohols

3. Which of the following is most likely to be a successful Williamson ether synthesis?

* a. sodium ethoxide + chloroethane
b. sodium isopropoxide + 2-chloropropane
c. potassium tert-butoxide + tert-butyl bromide
d. sodium phenoxide + bromobenzene

4. Addition of water to the epoxide made from cyclohexene will give

a. cyclohexanol
b. 1,1-cyclohexanediol
c. cis-1,2-cyclohexanediol
* d. trans-1,2-cyclohexanediol

5. Omeprazole is an example of what type of sulfur functional group?

a. thiol
b. sulfide
c. sulfonium ion
d. sulfone
* e. sulfoxide