Chemistry Workshops

for Organic Chemistry

Chapter 4 Workshop Problems
Acid-Base Reactions


1. For each of the following reactions, designate the acids and the bases and use curved arrows to show the flow of electrons as the reaction proceeds from left to right. Circle the major species at equilibrium. Start by drawing complete Kekule structures showing all bonding and non-bonding electron pairs at the reaction centers.


2. Draw complete Kekule structures of reactants and products using lines for bonds, showing non-bonding electron pairs, and indicating formal charges on atoms. Identify the acid and the base for each reaction. Use curved arrows to show the movement of electron pairs as the reactions proceed from left to right.


3. Predict the product(s) for the following reactions. The ideas that you used in the previous problems will be useful.


4. For each of the following pairs, one reaction proceeds to the specified products and the other does not. Predict which is which and clearly explain your choice. It will help to start with curved arrows to show which bonds are made and which bonds are broken in each reaction.


Materials adapted from:

Peer-Led Team Learning: Organic Chemistry, 1/e
Jack A. Kampmeier, University of Rochester
Pratibha Varma-Nelson, St. Xavier University
Donald Wedegaertner, University of the Pacific
Prentice-Hall, 2001, ISBN 0-13-028413-0

http://www.sci.ccny.cuny.edu/~chemwksp/OrganicChem.html