Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2007

Pre-Quiz 23/24

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

1. The C-X bond is strongest when C is

a. methyl  
b. vinyl  
c. allyl  
* d. phenyl  
e. benzyl

2. In the addition-elimination mechanism for nucleophilic aryl substitution, the most reactive compound below would be

a. 1-fluoro-3-nitrobenzene  
* b. 1-fluoro-4-nitrobenzene  
c. 1-chloro-3-nitrobenzene  
d. 1-chloro-4-nitrobenzene

3. The benzyne mechanism for substitution on m-bromotoluene would give

a. o-toluidine  
b. m-toluidine  
c. p-toluidine  
d. o&m-toluidine  
e. o&p-toluidine  
f. m&p-toluidine  
* g. all of the above

4. The strongest acid in the list below is

a. phenol  
b. p-cresol  
c. p-chlorophenol  
d. m-nitrophenol  
* e. p-nitrophenol

5. The balanced reaction in which benzoquinone is converted to hydroquinone is

a. an oxidation with one electron and one H+  
b. an oxidation with two electrons and two H+  
c. a reduction with one electron and one H+  
* d. a reduction with two electrons and two H+