Chem 336 - Spring 2002
Organic Chemistry III
Dr. Carl C. Wamser

Chapters 23 & 24 Pre-Quiz

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This pre-quiz must be submitted via WebCT before Wednesday morning, May 8, 8:30 am.


1. The compound below that will be most reactive in a nucleophilic substitution reaction is

1) p-chlorotoluene

2) p-fluorotoluene

3) p-chloronitrobenzene

* 4) p-fluoronitrobenzene

5) p-chlorofluorobenzene


2. By following a benzyne mechanism, p-chlorotoluene could be formed into which isomer(s) of toluidine (methylaniline)?

1) ortho only

2) meta only

3) para only

4) ortho and meta

5) ortho and para

* 6) meta and para

7) ortho, meta, and para


3. Almost all the phenol produced commercially in the U.S. is by

1) substitution of benzenesulfonic acid

2) substitution of chlorobenzene

* 3) oxidation of cumene

4) oxidation of benzene

5) substitution on benzenediazonium ion


4. The acidity of phenol is increased by

1) electron donation by resonance

* 2) electron withdrawal by resonance

3) both of the above

4) none of the above


5. The cyclic transition state in the Claisen rearrangement involves reorganization of how many electron pairs?

1) 1

2) 2

* 3) 3

4) 4

5) 5