Category
page 1Halomethanes

chloroform
Chloroform, or trichloromethane (often abbreviated as TCM), is an organochloride with the formula and a common solvent. It is a volatile, colorless, sweet-smelling, dense liquid produced on a large scale as a precursor to refrigerants and polytetrafluoroethylene (PTFE). Chloroform was once used as an inhalational anesthetic between the 19th century and the first half of the 20th century. It is miscible with many solvents but it is only very slightly soluble in water (only 8 g/L at 20°C).
carbon tetrachloride
chemical compound

dichloromethane
Dichloromethane (DCM, methylene chloride, or methylene bichloride) is an organochlorine compound with the formula . This colorless, volatile liquid with a chloroform-like, sweet odor is widely used as a solvent. Although it is not miscible with water, it is slightly polar and miscible with many organic solvents.

methyl chloride
Chloromethane, also called methyl chloride, Refrigerant-40, R-40 or HCC 40, is an organic compound with the chemical formula . One of the haloalkanes, it is a colorless, sweet-smelling, flammable gas. Methyl chloride is a crucial reagent in industrial chemistry, although it is rarely present in consumer products, and was formerly utilized as a refrigerant. Most chloromethane is biogenic.

iodoform
thumb|Iodoform stored in an ampoule
Iodoform (also known as triiodomethane) is the organoiodine compound with the chemical formula . It is a pale yellow, crystalline, volatile substance, with a penetrating and distinctive odor (in older chemistry texts, the smell is sometimes referred to as that of hospitals, where the compound is still commonly used) and, analogous to chloroform, sweetish taste. It is occasionally used as a disinfectant.

methyl bromide
Bromomethane, commonly known as methyl bromide, is an organobromine compound with formula CH3Br. This colorless, odorless, nonflammable gas is produced both industrially and biologically. It is a recognized ozone-depleting chemical. According to the IPCC Fifth Assessment Report, it has a global warming potential of 2. The compound was used extensively as a pesticide until being phased out by most countries in the early 2000s. From a chemistry perspective, it is one of the halomethanes.
tetrafluoromethane
chemical compound

methyl iodide
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula . It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally emitted in small amounts by rice plantations. It is also produced in vast quantities estimated to be greater than 214,000 tons annually by algae and kelp in the world's temperate oceans, and in lesser amounts on land by terrestrial fungi and bacteria. It is used in organic synthesis as a source of methyl grou
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chlorodifluoromethane
Chlorodifluoromethane or difluoromonochloromethane is a hydrochlorofluorocarbon (HCFC). This colorless gas is better known as HCFC-22, or R-22, or . It was commonly used as a propellant and refrigerant. These applications were phased out under the Montreal Protocol in developed countries in 2020 due to the compound's ozone depletion potential (ODP) and high global warming potential (GWP), and in developing countries this process will be completed by 2030. R-22 is a versatile intermediate in industrial organofluorine chemistry, e.g. as a precursor to tetrafluoroethylene.
== Production and curr
bromoform
Bromoform is an organic compound with the chemical formula . It is a colorless liquid at room temperature, with a high refractive index and a very high density. Its sweet odor is similar to that of chloroform. It is one of the four haloforms, the others being fluoroform, chloroform, and iodoform. It is a brominated organic solvent. Currently its main use is as a laboratory reagent. It is very slightly soluble in water (one part bromoform in 800 parts water) and is miscible with alcohol, benzene, chloroform, ether, petroleum ether, acetone and oils.
trichloromonofluoromethane
Trichlorofluoromethane, also called freon-11, CFC-11, or R-11, is a chlorofluorocarbon (CFC). It is a colorless, faintly ethereal, and sweetish-smelling liquid that boils around room temperature. CFC-11 is a Class 1 ozone-depleting substance which damages Earth's protective stratospheric ozone layer. R-11 is not flammable at ambient temperature and pressure but it can become very combustible if heated and ignited by a strong ignition source.
dichlorodifluoromethane
Dichlorodifluoromethane (R-12) is a colorless gas popularly known by the genericized brand name Freon (as Freon-12). It is a chlorofluorocarbon halomethane (CFC) used as a refrigerant and aerosol spray propellant. In compliance with the Montreal Protocol, its manufacture was banned in developed countries (non-article 5 countries) in 1996, and in developing countries (Article 5 countries) in 2010 out of concerns about its damaging effect on the ozone layer. Its only allowed usage is as a fire retardant in submarines and aircraft. It is soluble in many organic solvents. R-12 cylinders are colore

fluoroform
Fluoroform, or trifluoromethane, is the chemical compound with the formula . It is a hydrofluorocarbon as well as being a part of the haloforms, a class of compounds with the formula (X = halogen) with C3v symmetry. Fluoroform is used in diverse applications in organic synthesis. It is not an ozone depleter but is a greenhouse gas.
fluoromethane
Fluoromethane, also known as methyl fluoride, Freon 41, Halocarbon-41 and HFC-41, is a non-toxic, liquefiable, and flammable gas at standard temperature and pressure. It is made of carbon, hydrogen, and fluorine. The name stems from the fact that it is methane (CH4) with a fluorine atom substituted for one of the hydrogen atoms. It is used in semiconductor manufacturing processes as an etching gas in plasma etch reactors.
tetrabromomethane
chemical compound
dibromomethane
Dibromomethane or methylene bromide, or methylene dibromide is a halomethane with the formula CH2Br2. It is slightly soluble in water but very soluble in organic solvents. It is a colorless liquid.
carbon tetraiodide
chemical compound
chlorotrifluoromethane
Chlorotrifluoromethane, R-13, CFC-13, or Freon 13, is a non-flammable, non-corrosive, nontoxic chlorofluorocarbon (CFC) and also a mixed halomethane. It is a man-made substance used primarily as a refrigerant. When released into the environment, CFC-13 has a high ozone depletion potential, and long atmospheric lifetime. Only a few other greenhouse gases surpass CFC-13 in global warming potential (GWP). The IPCC AR5 reported that CFC-13's atmospheric lifetime was 640 years.
difluoromethane
Difluoromethane, also called HFC-32 or R-32, is an organofluorine compound with the formula CH2F2. It is a colorless gas that is used as a refrigerant. As a hydrofluorocarbon, R-32 is being phased out in the EU.
== Synthesis ==
Difluoromethane is produced by the reaction of dichloromethane and hydrogen fluoride (HF) using SbF5 as a catalyst.

bromotrifluoromethane
Bromotrifluoromethane, commonly referred to by the code numbers Halon 1301, R13B1, Halon 13B1 or BTM, is an organic halide with the chemical formula CBrF3. It is used for gaseous fire suppression as a far less toxic alternative to bromochloromethane.

trihalomethane
In chemistry, trihalomethanes (THMs) are chemical compounds in which three of the four hydrogen atoms of methane () are replaced by halogen atoms. Trihalomethanes with all the same halogen atoms are called haloforms. Many trihalomethanes find uses in industry as solvents or refrigerants. Some THMs are also environmental pollutants, and a few are considered carcinogenic.
chlorofluoromethane
Chlorofluoromethane or Freon 31 is the hydrochlorofluorocarbon (HCFC) with the formula CH2ClF. It is a colorless, odorless, flammable gas. It is a class II ozone depleting substance and in accordance with the Montreal protocol, its production and import were banned on 1 January 2015.
bromochlorodifluoromethane
Bromochlorodifluoromethane (BCF), also referred to by the code numbers Halon 1211 and Freon 12B1, is a haloalkane with the chemical formula CF2ClBr. It is used for fire suppression, especially for expensive equipment or items that could be damaged by the residue from other types of extinguishers. It is stored as a liquid under pressure and vaporizes when discharged to suppress fires.
The use of halons, including Halon 1211, has decreased over time due to their adverse impact on the ozone layer. Alternatives have been developed to mitigate environmental concerns while still providing effective
dichlorofluoromethane
Dichlorofluoromethane or Freon 21 or R 21 is a halomethane or hydrochlorofluorocarbon with the formula CHCl2F. It is a colorless and odorless gas. It is produced by fluorination of chloroform using a catalyst such as antimony trifluoride:
CHCl3 + HF → CHCl2F + HCl
methylene iodide
Diiodomethane or methylene iodide, commonly abbreviated "MI", is an organoiodine compound. Diiodomethane is a very dense colorless liquid; however, it decomposes upon exposure to light liberating iodine, which colours samples brownish. It is slightly soluble in water, but soluble in organic solvents. It has a very high refractive index of 1.741, and a surface tension of 0.0508 N·m−1.
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.
bromodifluoromethane
Bromodifluoromethane or Halon 1201 or FC-22B1 is a gaseous trihalomethane or a hydrobromofluorocarbon.
bromodichloromethane
Bromodichloromethane is a trihalomethane with formula . It is a colorless, nonflammable liquid which will dissolve in water, or evaporate in air. Most of the chemical is produced through the chlorine disinfection process, and as a result it can occur in municipally-treated drinking water. It is also produced in small quantities by oceanic algae. According to the CDC, levels normal in drinking water are not known to cause health problems, but it has been classified by the US EPA as a probable human carcinogen.
bromofluoromethane
Bromofluoromethane is a mixed gaseous halomethane soluble in alcohol and very soluble in chloroform.

bromochloromethane
Bromochloromethane or methylene bromochloride and Halon 1011 is a mixed halomethane. It is a heavy low-viscosity liquid with refractive index 1.4808.
fluoroiodomethane
Fluoroiodomethane is the halomethane with the formula FCH2I. Also classified as a fluoroiodocarbon (FIC), it is a colorless liquid. It is a reagent for the introduction of the fluoromethyl (FCH2) group.
bromoiodomethane
Bromoiodomethane is a halomethane with the formula BrCH2I. It is a colorless liquid, although older samples appear yellow. The compound has been investigated as a reagent for cyclopropanation by the Simmons-Smith reaction, but diiodomethane and chloroiodomethane are preferred. It also occurs naturally as the result of microbial action.
trifluoroiodomethane
Trifluoroiodomethane, also referred to as trifluoromethyl iodide is a halomethane with the formula CF3I. It is an experimental alternative to Halon 1301 (CBrF3) in unoccupied areas. It would be used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires.
dibromodifluoromethane
Dibromodifluoromethane is a mixed halomethane. It is a colorless non-flammable liquid. Along with Halons 1211, 2402, and 1301, it is one of the most effective fire extinguishers, however, it is also very toxic. It is a class I ozone depleting substance (ODS).
bromochlorofluoroiodomethane
Bromochlorofluoroiodomethane is a hypothetical haloalkane with all four stable halogen substituents present in it.
halomethane
alt=Molecule of methane. |thumb|A methane [[molecule in 3D space filling model.]]
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 as refrigerants, solvents, propellants, and fumigants. Many, including the chlorofluorocarbons, have attracted wide attention because they become active when exposed to ultraviolet light found at high altitudes and destroy the Earth's protective ozone layer.
tribromofluoromethane
Tribromofluoromethane also known as Halon 1103 or R 11B3, is a fully halogenated mixed halomethane or, more exactly, a bromofluorocarbon (BFC). It is a colorless to yellow liquid
dibromofluoromethane
Dibromofluoromethane is a mixed halomethane. It is soluble in alcohol, acetone, benzene and chloroform. It is prepared from dibromomethane and antimony(III) fluoride.
tetrahalomethane
Tetrahalomethanes are chemical compounds in which all four hydrogen atoms of a methane molecule are replaced by halogen atoms—such as chlorine, bromine, fluorine, iodine, or astatine.
dihalomethane
The dihalomethanes are organic compounds in which two hydrogen atoms in methane are replaced by halogen atoms. They belong to the haloalkanes, specifically the subgroup of halomethanes, and contains ten members.
bromochlorofluoromethane
Bromochlorofluoromethane or fluorochlorobromomethane, is a chemical compound and trihalomethane derivative with the chemical formula . As one of the simplest possible stable chiral compounds, it is useful for fundamental research into this area of chemistry. However, its relative instability to hydrolysis, and lack of suitable functional groups, made separation of the enantiomers of bromochlorofluoromethane especially challenging, and this was not accomplished until almost a century after it was first synthesised, in March 2005, though it has now been done by a variety of methods. More recent
Monohalomethane
{| class="wikitable floatright" style="text-align:center; font-size:90%;"
|Structural formula
|104x104px
|100x100px
|100x100px
|107x107px
|-
|Name
|FluoromethaneMethyl fluoride
|ChloromethaneMethyl chloride
|BromomethaneMethyl bromide
|IodomethaneMethyl iodide
|-
|Melting point
|−137,8 °C
|−97,4 °C
|−93,7 °C
|−66 °C
|-
|Boiling point
|−78,4 °C
|−23,8 °C
|4,0 °C
|42 °C
|-
|Space-filling model
|90x90px
|110x110px
|120x120px
|130x130px
|}
fluorotriiodomethane
Fluorotriiodomethane is a chemical compound and methane derivative with the chemical formula CFI3.