Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2009

Quiz 17

1. (1 point) Give a complete name for the following:

(S)-3-(p-chlorophenyl)-3-hydroxybutanal


2. (4 points) Complete each of the following reactions by adding the missing part:

a)

b)

c)

d)


3. (2 points) The reaction shown below can be run under different conditions, with the same product but a different intermediate in each case. Indicate the expected intermediate in each case. Show all resonance forms.


4. (3 points) Write a complete acid-catalyzed mechanism for the formation of the acetal (ketal) from the ketone and alcohol shown below. Show all resonance forms.