Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter 2008	Pre-Quiz 11

(must be done in WebCT before Mon., Jan. 14, 8:30 am)

1. Using heats of hydrogenation data, benzene appears to be more stable than "1,3,5-cyclohexatriene" by

a. 36 kJ/mol
* b. 152 kJ/mol
c. 208 kJ/mol
d. 231 kJ/mol
e. 360 kJ/mol

2. The molecular formula C7H7NO3 could be for

a. p-nitrotoluene
b. p-aminobenzoic acid
* c. m-nitroanisole
d. o-nitroacetophenone
e. m-cyanobenzaldehyde

3. Birch reduction of toluene gives as the major product

a. methylcyclohexane
b. 1-methytlcyclohexene
c. 1-methyl-1,3-cyclohexadiene
* d. 1-methyl-1,4-cyclohexadiene
e. 3-methyl-1,4-cyclohexadiene

4. All of the following compounds would be considered aromatic by Huckel's Rule EXCEPT

a. pyridine
b. pyrrole
c. cyclopropenyl cation
d. cyclopentadienyl anion
* e. cyclooctatetraene

5. In a free radical halogenation, the most reactive site in 2-methyl-4-phenylpentane would be carbon

a. 1
b. 2
c. 3
* d. 4
e. 5