Organic Chemistry I Chem 334 - Fall 2008

Quiz 9

Professor Carl C. Wamser

1. (4 points) Write complete names for each of the following, including stereochemistry if it is specifically shown.

a)

(S)-4-cyclohexylbut-3-yn-2-ol

b)

(E)-3-methylhept-2-en-5-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. Show stereochemistry if it is specific.

a)

b)

c)

3. (3 points) Write the sequence of reactions (no mechanisms needed) that would be used to prepare the following compound, starting with acetylene and any alkyl halide having two or fewer carbons (only one halogen on the original alkyl halide).