Problems 237
- Two stereoisomers are obtained from the reaction of HBr with (S)-4-bromo-1-pentene. One of the stereoisomers is optically active,
and the other is not. Give the structures of the stereoisomers, indicating their absolute configurations, and explain the difference in
optical properties.
- When (S)- -1-chloro-2-methylbutane reacts with chlorine, one of the products formed is -1,4-dichloro-2-methylbutane. Does
this product have the Ror the Sconfiguration?
- Indicate the configuration of the asymmetric carbons in the following molecules:
a. b. c.
- a. Draw the two chair conformers for each of the stereoisomers of trans-1-tert-butyl-3-methylcyclohexane.
b. For each pair, indicate which conformer is more stable.
- a. Do the following compounds have any asymmetric carbons?
- b. Are they chiral? (Hint:Make models.)
CH 2 “C“CH 2 CH 3 CH“C“CHCH 3
OH
H
H
Br
CH 3
O
O CH 2 CH 3
CH 3
(+) (-)