Organic Chemistry I

Chem 334 - Fall 2009

Pre-Quiz 4

Professor Carl C. Wamser

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Your answers must be submitted before 8:30 am, Wed, Oct 14

1. The compound below that is most likely to be soluble in water is

a. hexane
b. 1-chlorohexane
c. 1-bromohexane
d. 1-iodohexane
* e. 1-hexanol

2. In a substitution reaction with HI, methanol will be converted to

a. methane
b. chloromethane
* c. iodomethane
d. ethanol
e. CO2

3. The most stable carbocation of formula C4H9+ is

a. n-butyl
b. sec-butyl
c. isobutyl
* d. tert-butyl

4. The compound below most reactive in an SN2 mechanism is

a. methyl chloride
* b. methyl bromide
c. ethyl chloride
d. ethyl bromide
e. tert-butyl bromide

5. The compound below most reactive in an SN1 mechanism is

a. methyl chloride
b. methyl bromide
c. ethyl chloride
d. ethyl bromide
* e. tert-butyl bromide