Brown & Foote, pages 874 - 882:
Problems 21.15 - 25 , 28 - 32 , 34 , 45 , 46
1. Write all the resonance forms for protonated imidazole. One is shown below.
Note that the positive charge does not show up on the other two carbon atoms.
2. Predict whether the following acid-base equilibria would be more favorable to the right or to the left. Use pKa data from your text.
a)
b)
c)
3. Given an optically active sample of 1-amino-1-phenylethane, write a series of reactions that could be used to resolve a racemic mixture of 2-methylbutanoic acid.