Pre-Quiz 8

1. Which of the following is NOT a nucleophile?

a) water

b) ammonia

c) cyanide anion

d) acetic acid

* e) sodium cation

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2. In an SN2 mechanism, the most reactive compound in the list below would be

a) cyclohexyl bromide

b) cyclohexyl chloride

* c) ethyl bromide

d) ethyl chloride

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3. In reacting with a nucleophile, all of the following may give some elimination as well as substitution EXCEPT

* a) methyl bromide

b) ethyl bromide

c) cyclopentyl bromide

d) cyclopentyl iodide

e) tert-butyl bromide

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4. If (R)-2-bromobutane followed the SN2 mechanism upon reaction with water, the product would be

a) 1-butene

b) trans-2-butene

c) cis-2-butene

d) a mixture of alkenes

e) racemic 2-butanol

f) (R)-2-butanol

* g) (S)-2-butanol

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5. Treatment of tert-butyl bromide with a strong base is most likely to lead to which mechanism?

a) SN1

b) SN2

c) E1

* d) E2