Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter Term

Quiz 18

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

(E)-5-cyclobutyl-3-oxopent-4-enoic acid


2.  (1 points)  Write MOST and LEAST under the most and least acidic compound below.


3.  (2 points)  Complete the following acid-base reaction, and predict whether the equilibrium will be favored to the right or to the left.


4.  (2 points)  Complete the following reactions:

a)

b)


5.  (3 points)  Conversion of bromocyclopentane to cyclopentanecarboxylic acid could be done either via a Grignard reaction or formation of a nitrile followed by hydrolysis.
Show each of these synthetic sequences, and explain which would be preferred and why.