CH208 Problem Set #4

1. Synthesize the following compounds starting with alcohols containing 4 carbons or less:
a. 2,3-dimethyl-2-butanol b. 1-pentanol c. 3-hexanol d. 3-ethyl-4-heptanol e. 3,5-dimethyl-3-heptanol f. 2,3-dimethyl-2-butene

2. Write equations showing how the following conversions could be carried out:
a. convert cyclohexanol to 2-cyclohexyl-2-butanol
b. Convert cyclopentane to cis-1,2-cyclopentanediol
c. Convert cyclopentane to 1-ethylcyclopentanol
d. Convert bromocyclopentane to dicyclopentylmethanol
e. Convert cyclopentanone to trans-1,2-cyclopentanediol

3. Write equations showing how the following compounds could be
synthesized. As starting materials you may use benzene, alcohols
with 4 carbons or less and any inorganic reagents.

Some Answers
Chemistry 208