Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2008

Pre-Quiz 17

(must be done in WebCT before Wed., Feb. 27, 8:30 am)

1. Hexan-2-ol-4-one-6-al is an inappropriate name for a compound that should properly be named

a. hexan-5-ol-3-onal
b. 2-hydroxyhexan-4-one-6-al
c. 5-hydroxyhexan-3-onal
d. 2-hydroxy-4-ketohexan-6-al
* e. 5-hydroxy-3-oxohexanal

2. Which of the following would be an example of an acetal?

a. HOCH2OCH2CH3
* b. CH3OCH2OCH2CH3
c. (CH3)2C(OH)2
d. CH3CH2OCH2CH2OCH3
e. C6H5OCH2CH3

3. In the mechanism for formation of an acetal, all of the following are typically involved EXCEPT

a. carbocation
b. oxonium ion
c. hydronium ion
* d. hydroxide ion
e. protonated carbonyl

4. The Baeyer-Villager reaction is typically used to prepare

a. a ketone
* b. an ester
c. an aldehyde
d. an alkene
e. a carboxylic acid

5. A Wittig synthesis of 2-methyl-2-pentene could involve

a. methanal
b. ethanal
c. propanal
d. butanal
e. pentanal
f. propanone
g. butanone
* h. more than one of the above
i. none of the above