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Chlorinated
Methanes
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The chlorination of methane
proceeds through a radical mechanism. Like most radical mechanisms there
are three steps: initiation, propagation and termination.
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The chlorination of methane does
not necessarily stop after one chlorination. It may actually be very
hard to get a monosubstituted chloromethane. Instead di-, tri- and even
tetra-chloromethanes are formed.
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Methylene dichloride ,
chloroform , and carbon tetrachloride are three basic products of
methane chlorination and are produced by high temperature gas phase
chlorination of methane or methyl chloride.
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Chloroform is also known as
trichloromethane or methyltrichloride. It is a colorless liquid with a
pleasant, nonirritating odor and a slightly sweet taste. Most of the
chloroform found in the environment comes from industry.
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Chloromethane is used almost
entirely as a chemical intermediate to make other chloromethanes,
silicone intermediates, pesticides, quaternary amines and surfactants,
and as a methylation reactant for various other processes. It is also
used as a solvent for production of butyl rubber.
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Methane chlorination reactions
proceed by a multi-step series of exothermic reactions which are
stabilized in a con ned jet con guration where reactants are typically
introduced at temperatures well below the minimum activation
temperature.
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The Conventional method of
producing chlorinated methanes involves the reaction of methane with
chlorine gas. For each substitution of a chlorine atom into the methane
molecule, one molecule of hydrogen chloride is produced.
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Chloromethane (CH3CI),
dichloromethane (CH2C12), tricloromethane (CHC13), and
tetrachloromethane (CC14) are produced on a scale of approximately 2
million tons per year and used as intermediates in chemical synthesis
and as industrial solvents.
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Chloromethanes can be divided
into two categories; either the lower- or higher chlorinated methanes,
based on the distinct behaviour patterns in their biodegradability.
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Demand for methylene chloride on
the export market had been steadily increasing since January, producers
said, which had pushed prices to levels some had not previously
expected.
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Globally, about 90-95% of the
chloroform is used as a precursor for HCFC-22, which is used in
refrigerants and fluoropolymers such as polytetrafluoro-ethylene (PTFE).
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Carbon tetrachloride is used as
a chemical intermediate and as a feedstock in the production of
chlorofluorocarbons, such as the Freons dichlorodifluoromethane and
trichlorofluromethane , which are used primarily as refrigerants.
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