How do you account for the formation of ethane during chlorination of methane?
The chlorination of methane proceeds via a free radical chain mechanism involving initiation, propagation, and termination steps. During the propagation step, chlorine free radicals attack methane to generate methyl free radicals ().
In the chain terminating step, these highly reactive methyl free radicals can combine with each other. When two methyl free radicals react, they form a C-C bond, resulting in the formation of ethane ().
The reaction is: . This accounts for the formation of ethane as a byproduct during the chlorination of methane.
Explanation
The textbook context explains that halogenation of alkanes proceeds via a free radical chain mechanism. The formation of ethane occurs during the chain terminating step of this mechanism, where two methyl free radicals combine.
Solution Steps
Step 1: Identify that chlorination of methane is a free radical chain mechanism.
Step 2: Note that methyl free radicals () are generated during the propagation step.
Step 3: Explain that in the chain terminating step, two methyl free radicals combine to form ethane: .