Chem 334 - Fall 1999
Organic Chemistry I
Dr. Carl C. Wamser

Chapter 7 Homework

Brown & Foote, pages 268 - 272:
Problems 7.8 - 19, 22, 23, 28 - 32

1. Hydrogen reacts with chlorine in a free radical chain mechanism to form HCl. Write out a complete mechanism, indicating the initiation, propagation, and termination steps. Calculate delta H for each of the steps and for the overall reaction.

2. Fluorine is so reactive with alkanes that the rate is explosive and the products show almost no selectivity. Predict the monofluorination products expected from 2-methylpentane. Give their structures, correct IUPAC names, and the expected proportions of each, based on a selectivity of 1.4 : 1.2 : 1.0 for 3° > 2° > 1° .