Organic Chemistry I Chem 334 - Fall 2009

Quiz 9

Professor Carl C. Wamser

1. (4 points) Give complete names, including stereochemistry, for the following:

a)

(E,R)-2-cyclohexyloct-6-en-4-yn-2-ol

b)

(S,Z)-3-bromo-3-ethylhept-5-en-1-yne

2. (3 points) Complete each of the following reactions by adding the missing part: either the starting compound, the necessary reagents and conditions, or the final major product. Include stereochemistry if it is specific.

a)

b)

c)

3. (3 points) Show the steps you would use to synthesize butane, starting with acetylene as the sole source of the carbons that end up in butane.
Just show the reagents and conditions - mechanisms are not required.