Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2007

Pre-Quiz 10

(must be done in WebCT before Wed., Jan. 10, 8:30 am)

1. Which of the following is an allylic alcohol?

a. 1-cyclohexenol  
* b. 1-vinylcyclohexanol  
c. 1-allylcyclohexanol  
d. 2-vinylcyclohexanol  
e. none of the above

2. Which compound below would give the same allylic carbocation upon ionization that is formed upon ionization of 6-bromo-1-methylcyclohexene?

a. 3-bromo-1-methylcyclohexene  
b. 4-bromo-1-methylcyclohexene  
c. 1-(bromomethyl)cyclohexene  
d. 1-bromo-2-methylcyclohexene  
* e. none of the above

3. Which diene will have the LOWEST heat of hydrogenation?

a. 2,3-hexadiene  
b. trans-1,3-hexadiene  
* c. trans,trans-2,4-hexadiene  
d. 1,5-hexadiene  
e. trans-1,4-hexadiene

4. The product of 1,4-addition of HBr to 1,3-cyclohexadiene is

* a. 3-bromocyclohexene  
b. 3,6-dibromocyclohexene  
c. 5-bromo-1,3-cyclohexadiene  
d. 4-bromocyclohexene  
e. 2-bromocyclohexene

5. The Diels-Alder addition product from 1,3-cyclopentadiene plus benzoquinone would have a molecular formula of

a. C11 H16 O2  
b. C9 H10 O2  
c. C10 H12 O2  
* d. C11 H10 O2  
e. C11 H12 O2