Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2009

Pre-Quiz 19

(must be done in Blackboard before Wed., April 1, 8:30 am)

1. In aqueous solution at pH 7, benzoic acid will be primarily

a. neutral benzoic acid
* b. benzoate anion

2. A synthesis that starts with 1-bromobutane, converts it to a Grignard reagent, adds CO2, and finishes with an acid workup is expected to give what major product?

a. butanoic acid
* b. pentanoic acid
c. butyl acetate
d. 1-butanol
e. 1-pentanol

3. The tetrahedral intermediate in the Fischer esterification of acetic acid with methanol will have an sp3 (tetrahedral) carbon attached to which four groups?

a. CH3, CH3, OH, CH3O
b. CH3, CH3, OH, OH
* c. CH3O, CH3, OH, OH
d. CH3, CH3O, CH3O, OH
e. CH3, CH3, OH, CH3O

4. 2-Methyl-4-pentanolide is an example of a

a. beta-lactone
* b. gamma-lactone
c. delta-lactone
d. omega-lactone
e. none of the above

5. Decarboxylation of 3-oxohexanoic acid gives

a. hexanoic acid
b. pentanoic acid
c. 2-hexanone
d. pentanal
* e. 2-pentanone