Organic Chemistry III

Professor Carl C. Wamser

Chapter 23 Quiz

1. (6 points) Complete each of the following reactions by adding the expected product at each stage.

a)

b)

c)

2. (4 points) Write a complete mechanism for the conversion of o-bromofluorobenzene into m-fluoroaniline, using NaNH2 in liquid ammonia. Show all steps and electron-pushing arrows. (Hint - intermediates in this mechanism will NOT have more than one good resonance form.)