Organic Chemistry I

Chem 334 - Fall 2007

Pre-Quiz 8

Professor Carl C. Wamser

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

1. Which of the following would react fastest in an SN2 reaction?

a. bromocyclohexane
b. methyl bromide
c. tert-butyl bromide
d. iodocyclohexane
* e. methyl iodide

2. Which of the following is the strongest nucleophile?

a. hydroxide
b. methoxide
c. fluoride
d. bromide
* e. iodide

3. If trans-1-bromo-3-methylcyclopentane underwent an SN2 reaction with sodium azide, the product would be expected to be 1-azido-3-methylcyclopentane with what stereochemistry?

* a. cis
b. trans
c. equal amounts of cis and trans

4. An example of a polar, protic solvent is

a. water
b. methanol
c. acetic acid
* d. all of the above
e. none of the above

5. A carbocation intermediate is part of which of the following mechanisms?

a. SN1
b. SN2
c. E1
d. E2
* e. more than one of the above
f. none of the above