Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2009

Quiz 21

1. (4 points) Complete each of the following acid-base reactions. Write all resonance forms for the conjugate base formed, and predict whether the equilibrium will be favored to the right or to the left.

a)

b)


2. (3 points) Complete each of the following reactions by adding the missing part:

a)

b)

c)


3. (3 points) 2-Phenylpropanoic acid could be synthesized starting from ethyl phenylacetate by two different routes. Show all the steps that would be needed for each route.

a) using LDA

b) using diethyl carbonate ( EtOCOOEt ) and sodium ethoxide