Chlorination of Methane

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CHLORINATION OF METHANE

Pertinent Reactions:
CH 4 +Cl 2 ⃗Δ CH3 Cl +HCl⃗
Cl2 and Δ CH 2Cl 2+ HCl⃗
Cl 2 and Δ CHCl 3 +HCl⃗
Cl 2 and Δ CCl 4 +HCl
The Free Radical Chain Reaction:
1. The initiating step produces reactive intermediates.
2. The propagating steps, where the reactive intermediate + stable molecule ® another
reactive intermediate.
3. The terminating steps, where the reactive intermediates are destroyed and the reaction
stops.

A chlorine molecule (Cl2) is split by light energy into 2 chlorine radicals.

+
The propagation steps that produce all the products formed in the chlorination of methane.
Propagation steps produce radicals.

+ The •CH3 radical is formed.

+ The •CH2Cl radical is formed.

+ The chlorine radical can react with just


about any stable molecule.

+ The •CHCl2 radical is formed.

+ Another chlorine radical is formed.

+ The •CCl3 radical is formed.

+
The fully chlorinated product CCl4 is finally
produced as another chlorine radical is
formed.
Termination steps in the chlorination of methane.
The free radicals are consumed while no new
free radicals are produced.

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