The dihalomethanes are organic compounds in which two hydrogen atoms in
methane
Methane ( , ) is a chemical compound with the chemical formula (one carbon atom bonded to four hydrogen atoms). It is a group-14 hydride, the simplest alkane, and the main constituent of natural gas. The relative abundance of methane on Ear ...
are replaced by
halogen atoms. They belong to the
haloalkanes
The haloalkanes (also known as halogenoalkanes or alkyl halides) are alkanes containing one or more halogen substituents. They are a subset of the general class of halocarbons, although the distinction is not often made. Haloalkanes are widely u ...
, specifically the subgroup of
halomethanes Halomethane compounds are derivatives of methane () with one or more of the hydrogen atoms replaced with halogen atoms ( F, Cl, Br, or I). Halomethanes are both naturally occurring, especially in marine environments, and human-made, most notably ...
, and contains ten members.
There are four members with only one kind of halogen atom:
difluoromethane
Difluoromethane, also called difluoromethylene, HFC-32 Methylene Fluoride or R-32, is an organic compound of the dihalogenoalkane variety. It has the formula of CH2F2. It is a colorless gas in the ambient atmosphere and is slightly soluble in th ...
,
dichloromethane
Dichloromethane (DCM or methylene chloride, methylene bichloride) is an organochlorine compound with the formula . This colorless, volatile liquid with a chloroform-like, sweet odour is widely used as a solvent. Although it is not miscible wit ...
,
dibromomethane
Preparation
Dibromomethane is prepared commercially from dichloromethane via bromochloromethane:
:6 CH2Cl2 + 3 Br2 + 2 Al → 6 CH2BrCl + 2 AlCl3
:CH2Cl2 + HBr → CH2BrCl + HCl
The latter route requires aluminium trichloride as a catal ...
and
diiodomethane
Diiodomethane or methylene iodide, commonly abbreviated "MI", is an organoiodine compound. Diiodomethane is a colorless liquid; however, it decomposes upon exposure to light liberating iodine, which colours samples brownish. It is slightly solubl ...
.
There are six members with two kinds of halogen atoms:
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Bromochloromethane
Bromochloromethane or methylene bromochloride and Halon 1011 is a mixed halomethane. It is a heavy low-viscosity liquid with refractive index 1.4808.
Halon 1011 was invented for use in fire extinguishers in Germany during the mid-1940s, in an att ...
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Bromofluoromethane
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Bromoiodomethane
Bromoiodomethane is a halomethane Halomethane compounds are derivatives of methane () with one or more of the hydrogen atoms replaced with halogen atoms ( F, Cl, Br, or I). Halomethanes are both naturally occurring, especially in marine environ ...
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Chlorofluoromethane
Chlorofluoromethane or Freon 31 is the hydrochlorofluorocarbon (HCFC) with the formula CH2ClF. It is a colorless, odorless, flammable gas.
Uses
Pyrolysis of a mixture of dichlorofluoromethane and chlorofluoromethane gives hexafluorobenzene:
:3 ...
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Chloroiodomethane
Chloroiodomethane is the halomethane with the formula is . It is a colorless liquid of use in organic synthesis. Together with other iodomethanes, chloroiodomethane is produced by some microorganisms.
Applications
Chloroiodomethane is used in cy ...
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Fluoroiodomethane
See also
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Monohalomethane
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Trihalomethane
In chemistry, trihalomethanes (THMs) are chemical compounds in which three of the four hydrogen atoms of methane () are replaced by halogen atoms. Many trihalomethanes find uses in industry as solvents or refrigerants. THMs are also environm ...
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Tetrahalomethane Tetrahalomethanes are fully halogenated methane derivatives of general formula CBrkCllFmInAtp, where:k+l+m+n+p=4Tetrahalomethanes are on the border of inorganic and organic chemistry, thus they can be assigned both inorganic and organic names by ...
{{Commonscat, Dihalomethanes