Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2004

Chapter 9 Quiz

Alkynes

1. (3 points) Give a complete name for the following compound, including stereochemistry if it is specifically shown.

(4R,8S)-8-bromo-5-nonyn-4-ol


2. (4 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, including stereochemistry if it is specific.

a)

b)


3. (3 points) Write a sequence of reactions that could be used to synthesize pentane, starting from acetylene and alkyl halides as the only organic components.

Note - the ethyl & methyl groups could be assembled in either order.

Even easier is to put on a propyl group and reduce the 1-pentyne.