Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2006

Quiz 17

1. (2 points) Give a complete IUPAC name for the following. Include stereochemistry.

(R)-2-hydroxy-5-oxohexanal


2. (2 points) Complete the following reactions by indicating the expected major product.

a)

b)


3. (3 points) Write a complete mechanism for the reaction shown below.
Show all steps and all resonance forms for any intermediates involved.


4. (3 points) Show how the compound below could be synthesized starting from 1-butanol and acetylene as the only sources of carbon in the final product.