Organic Chemistry I

 

Professor Carl C. Wamser

Chapter 8 Pre-Quiz

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Your answers must be submitted before 8:30 am, Wed., Nov. 16

1. Early work on the SN1 and SN2 mechanisms was done by Hughes and Ingold in the

a. 19th century  
* b. 1920's  
* c. 1930's  
d. 1940's

2. The most reactive compound below in an SN1 mechanism would be

a. methyl iodide  
b. ethyl iodide  
c. isobutyl iodide  
d. sec-butyl iodide  
* e. tert-butyl iodide

3. Tosylate (p-toluenesulfonate) as a leaving group is

* a. better than all the halides  
b. not as good as iodide but better than bromide  
c. not as good as iodide or bromide

4. If (R)-2-butanol followed an SN2 mechanism with HBr, the product expected would be

a. a mixture of 2-butenes  
b. racemic 2-bromobutane  
c. (R)-2-bromobutane  
* d. (S)-2-bromobutane

5. The best nucleophile in the list below is

a. water  
b. ammonia  
c. hydroxide  
* d. iodide  
e. cyanide