Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2009

Pre-Quiz 22

(must be done in Blackboard before Fri., April 17, 8:30 am)

1. Which of the following is NOT a primary amine?

a. aniline
b. t-butylamine
c. 3-aminohexane
d. cyclohexylamine
* e. piperidine

2. The strongest base in the list below is

a. sodium hydroxide
b. methylamine
c. dimethylamine
d. trimethylamine
* e. sodium amide

3. Which of the following could NOT be reduced to a primary amine?

a. benzonitrile
b. acetamide
c. nitrobenzene
* d. acetanilide
e. cyclohexyl azide

4. The number of different N-H stretching absorptions in an IR spectrum of primary, secondary, and tertiary amines would be, respectively

* a. 2, 1, 0
b. 1, 1, 1
c. 1, 1, 0

5. Starting with m-toluidine, diazotization followed by a Sandmeyer reaction with CuCN would give

a. m-methylphenol
b. m-methylbenzoic acid
* c. m-methylbenzonitrile
d. m-chlorotoluene
e. phenylacetonitrile