Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring Term	Pre-Quiz 22

(must be done in D2L before Mon., April 30, 8:30 am)

1. Which of the phenols below is the strongest acid?

a) p-chlorophenol

b) p-nitrophenol

* c) 2,4-dinitrophenol

d) 3,5-dinitrophenol

2. The Williamson ether synthesis of anisole (methoxybenzene) would best be done using

a) iodobenzene plus sodium methoxide

* b) methyl iodide plus sodium phenoxide

c) benzyl iodide plus sodium methoxide

d) methyl iodide plus sodium benzyloxide

3. Salicylic acid could be prepared from phenol via what reaction?

a) Friedel-Crafts

* b) Kolbe-Schmitt

c) Claisen rearrangement

d) malonic ester synthesis

4. Para-benzoquinone could be formed by oxidation of what compound?

a) p-methylphenol

b) p-hydroxybenzoic acid

* c) p-dihydroxybenzene

d) p-benzenedicarboxylic acid

5. In ranking the rate of electrophilic substitution of these four compounds (1=high, 4=low), phenol would rank #

benzene, chlorobenzene, phenol, toluene

* a) 1

b) 2

c) 3

d) 4