Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2009

Quiz 20

1. (2 points) Give a complete name for each of the following:

a)

(S)-3-chloro-1-methylpropyl m-bromobenzoate

b)

(E)-4,N-dimethyl-N-propyl-3-hexenamide


2. (2 points) Write the neutral tetrahedral intermediate and the product expected in each reaction below.

a)

b)


3. (2 points) Complete the reactions below by indicating the expected product.

a)

b)


4. (4 points) Write a complete acid-catalyzed mechanism for the transesterification of methyl acetate to form ethyl acetate. Show all steps and all resonance forms for all intermediates involved. Electron-pushing arrows are optional.