Organic Chemistry I Professor Carl C. Wamser Chem 334 - Summer 2009

Quiz 7

1. (8 points) Give complete names, including absolute stereochemistry, for each of the following compounds:

a)

(3R,4R)-4-bromo-3-methylpent-1-en-3-ol

b)

(2R,3S)-3-chloro-2-butanol

c)

(2S,4S)-4-bromo-1-chloro-2-methyl-2-pentanol

d)

(1S,2R)-2-chloro-2-methylcyclohexanol

2. (2 points) A pure sample of (S)-2-butanol has a specific rotation of +13.5°.
A sample of 2-butanol that shows a specific rotation of - 1.35° would be described as:

optical purity = enantiomeric excess = _ 10 _ %

composition = _ 55 _ % (R) and _ 45 _ % (S)