Answers to Chapter 9 Practice Questions

9.1 Predict the percentage yield of each product for the monochlorination of isobutane by calculation and compare your calculated numbers to the experiment results. Are they consistent?

Calculation:

The amount of 1°-chloride: 9 (number of 1°hydrogens) × 1.0 (relative reactivity) = 9.0

The amount of 3°-chloride: 1 (number of 3°hydrogens) × 3.8 (relative reactivity) = 3.8

yield% of 1°-chloride:  8.0/12.8 = 70.3%

yield% of 3°-chloride 3.8/12.8 = 29.7%

The calculated values are consistent with the experiment results, but not exactly the same though.

9.2 Show the major bromination product of the following reactions.

9.3 Show all the mono-chlorination products of butane with any stereoisomers when applied.

9.4 Design the synthesis route.