Chem 336 - Spring 1999 - Organic Chemistry III
Portland State University - Dr. Carl C. Wamser

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Chapter 22 Quiz Answers

1. (4 points) Write a mechanism that explains the following isomerization.

(isomerization via an allyl cation)

These two compounds could be 1,2- and 1,4-addition products of HBr to a diene. Show the diene and the reaction, and identify which product is the 1,2- and which the 1,4-addition product.

2. (4 points) Complete the following reactions:

a)

b)

3. (2 points) Draw an approximate MO picture of the highest occupied molecular orbital of 1,3-butadiene. Show the p orbitals with shaded and unshaded portions to indicate the sign of the wavefunction.