Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter Term

Pre-Quiz 15

(must be done in Blackboard before Wed., Feb. 10, 8:30 am)

1. The reducing agent of choice to convert a carboxylic acid to a primary alcohol is

* a. lithium aluminum hydride
b. sodium borohydride
c. catalytic hydrogenation
d. any of the above will work
e. none of the above will work

2. Osmium tetraoxide will react with cyclohexene to form

a. cyclohexanol
b. cyclohexanone
* c. cis-1,2-cyclohexanediol
d. trans-1,2-cyclohexanediol
e. hexanedial

3. The reaction of phenylmagnesium bromide with ethylene oxide will give (after the usual acid workup)

a. phenol
b. 1-phenylethanol
* c. 2-phenylethanol
d. benzyl alcohol
e. benzoic acid

4. An alcohol can be converted to an ester by reaction with

a. a carboxylic acid with sulfuric acid catalyst
b. an acyl chloride
c. an acid anhydride
* d. any of the above
e. none of the above

5. The infrared spectra of alcohols typically show C-O stretching at about what wavenumber?

a. 3500
b. 2900
c. 1700
d. 1500
* e. 1100