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. 15

1. The most reactive compound below in an SN2 mechanism would be

* a. 1-bromo-2-cyclohexylethane  
b. 1-bromo-2-ethylcyclohexane  
c. 1-bromo-1-ethylcyclohexane  
d. 1-bromo-4-ethylcyclohexane

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

a. 1-bromo-2-cyclohexylethane  
b. 1-bromo-2-ethylcyclohexane  
* c. 1-bromo-1-ethylcyclohexane  
d. 1-bromo-4-ethylcyclohexane

3. Treatment of tert-butyl iodide with a strong base (e.g., NaOH) is most likely to lead to what mechanism?

a. SN1  
b. SN2  
c. E1  
* d. E2

4. The best nucleophile in the list below is

a. NaCN  
* b. NaSH  
c. NaCl  
d. H2O  
e. CH3CO2H

5. The best leaving group in the list below is

a. iodide  
* b. p-toluenesulfonate  
c. bromide  
d. chloride  
e. water