Organic Chemistry I

Chem 334 - Fall 2007

Quiz 7

Professor Carl C. Wamser

1. (4 points) Write complete names for the following, including specific designation of stereochemistry.

a)

(3R,6R)-6-cyclopentyl-3-octanol

b)

(3S,4S)-4-chloro-3-methyl-1-penten-3-ol


2. (2 points) If the pure (R) enantiomer of a compound has [a] = +15°, what would be expected as the observed optical rotation, a, for each case below (assuming a standard 1 dm cell is used)?

a) 0.5 g/mL of 50% (R) and 50% (S)

racemic, no optical activity, a = 0°

b) 1.0 g/mL of 80% (S) and 20% (R)

60% enantiomeric excess = 60% optical purity, a = -


3. (4 points) Identify the relationship between the pairs of compounds below.
Options are: E = enantiomers, D = diastereomers, C = constitutional isomers,
I = identical, F = conformational isomers, O = some other relationship

a) Enantiomers

b) Enantiomers

c) Diastereomers

d) Enantiomers