Alkane Halogenation

1. The following hydrocarbons may be chlorinated or brominated by photochemical reaction with the appropriate halogen (chlorine or bromine). Select one of the reactants by clicking the button underneath its formula, and then deduce the number of monohalogenated, dihalogenated and trihalogenated constitutional isomers that could be produced on reaction with one to three equivalents of halogen. You should draw possible structural formulas on a piece of paper before entering your answers.
Do not count stereoisomers.

A Number of monosubstituted isomers:  ..

B Number of disubstituted isomers:  ........

C Number of trisubstituted isomers:  .......


Formulas for the isomeric halogenated compounds will appear in a separate window, when the "View Answer" button is active.

This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to