Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring Term

Pre-Quiz 19

(must be done in Blackboard before Wed., March 31, 8:30 am)

1. The nitrobenzoic acid isomer that is the strongest acid is

* a. ortho
b. meta
c. para

2. The strongest acid in the list below is

a. 2-chloropropanoic acid
b. 3-chloropropanoic acid
* c. 2,2-dichloropropanoic acid
d. 2,3-dichloropropanoic acid
e. 3,3-dichloropropanoic acid

3. A Grignard synthesis starting from benzyl bromide and adding CO2 would produce what carboxylic acid?

a. benzoic acid
b. salicylic acid
c. 2-phenylpropanoic acid
d. 3-phenylpropanoic acid
* e. phenylacetic acid

4. The tetrahedral intermediate in the Fischer esterification of benzoic acid with methanol would have which four groups attached to the tetrahedral carbon? (Ph = phenyl)

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

5. In the H-1 NMR of a carboxylic acid, the COOH proton is most likely to be found in what region?

a. 1-4 ppm
b. 4-7 ppm
c. 7-10 ppm
* d. 10-13 ppm