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Monohalomethane
The monohalomethanes are organic compounds in which a hydrogen atom in methane is replaced by a halogen. They belong to the haloalkanes or to the subgroup of halomethanes. The four members are fluoromethane, chloromethane, bromomethane and iodomethane. See also * Dihalomethane * Trihalomethane * 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 ... References {{Commonscat, Monohalomethanes ...
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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 IUPAC: tetrafluoromethane - carbon tetrafluoride, tetraiodomethane - carbon tetraiodide, dichlorodifluoromethane - carbon dichloride difluoride. Each halogen ( F, Cl, Br, I, At) forms a corresponding halomethane, but their stability decreases in order CF4 > CH4 > CCl4 > CBr4 > CI4 from exceptionally stable gaseous tetrafluoromethane with bond energy 515 kJ.mol−1 to solid tetraiodomethane, depending on bond energy. Many mixed halomethanes are also known, such as CBrClF2. Uses Fluorine, chlorine, and sometimes bromine-substituted halomethanes were used as refrigerants, commonly known as CFCs (chlorofluorocarbons). See also * Monohalomethane * Dihalomethane * Trihalomethane In chemistry, trihalomethanes (THMs ...
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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. There are four members with only one kind of halogen atom: difluoromethane, dichloromethane, dibromomethane and diiodomethane. There are six members with two kinds of halogen atoms: * Bromochloromethane * Bromofluoromethane * Bromoiodomethane * Chlorofluoromethane * Chloroiodomethane * Fluoroiodomethane See also * Monohalomethane * Trihalomethane * 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 ...
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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 environmental pollutants, and many are considered carcinogenic. Trihalomethanes with all the same halogen atoms are called haloforms. Table of common trihalomethanes Industrial uses Only chloroform has significant applications of the haloforms. In the predominant application, chloroform is required for the production of tetrafluoroethylene, precursor to teflon. Chloroform is fluorinated by reaction with hydrogen fluoride to produce chlorodifluoromethane (R-22). Pyrolysis of chlorodifluoromethane (at 550-750 °C) yields TFE, with difluorocarbene as an intermediate. :CHCl3 + 2 HF -> CHClF2 + 2 HCl :2 CHClF2 -> C2F4 + 2 HCl Refrigerants and solvents Trifluoromethane and chlorodifluoromethane are both used as refrigerants. Trihalome ...
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Iodomethane
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. 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 by rice plantations in small amounts. 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 groups. Preparation and handling Iodomethane is formed via the exothermic reaction that occurs when iodine is added to a mixture of methanol with red phosphorus. The iodinating reagent is phosphorus triiodide that is formed ''in situ:'' :3 CH3OH + PI3 → 3 CH3I + H2PO3H Alternatively, it is prepared from the reaction of dimethyl sulfate with potassium iodide in the presence of ...
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Bromomethane
Bromomethane, commonly known as methyl bromide, is an organobromine compound with formula C H3 Br. This colorless, odorless, nonflammable gas is produced both industrially and biologically. It has a tetrahedral shape and it is a recognized ozone-depleting chemical. It was used extensively as a pesticide until being phased out by most countries in the early 2000s. Occurrence and manufacture Bromomethane originates from both natural and human sources. In the ocean, marine organisms are estimated to produce 56,000 tonnes annually. It is also produced in small quantities by certain terrestrial plants, such as members of the family Brassicaceae. It is manufactured for agricultural and industrial use by treating methanol with bromine in the presence of sulfur or hydrogen sulfide: :6 CH3OH + 3 Br2 + S → 6 CH3Br + 2 H2O + H2SO4 Uses In 1999, an estimated 71,500 tonnes of synthetic methyl bromide were used annually worldwide. 97% of this estimate was used for fumigation purposes, wh ...
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Chloromethane
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, odorless, 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. Occurrence Chloromethane is an abundant organohalogen, anthropogenic or natural, in the atmosphere. Marine Laboratory cultures of marine phytoplankton (''Phaeodactylum tricornutum'', ''Phaeocystis'' sp., ''Thalassiosira weissflogii'', ''Chaetoceros calcitrans'', ''Isochrysis'' sp., ''Porphyridium'' sp., ''Synechococcus'' sp., ''Tetraselmis'' sp., ''Prorocentrum'' sp., and ''Emiliana huxleyi'') produce CH3Cl, but in relatively insignificant amounts. An extensive study of 30 species of polar macroalgae revealed the release of significant amounts of CH3Cl in only ''Gigartina skottsbergii'' and ''Gymnogongrus antarcticus''. Biogenesis ...
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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. Composition The compound is the lowest mass member of the hydrofluorocarbon (HFC) family, compounds which contain only hydrogen, fluorine, and carbon. These compounds are related to the chlorofluorocarbons (CFC), but since they do not contain chlorine, are not destructive to the ozone layer. Fluorocarbons are, however, potent greenhouse gasses, and the Kigali Amendment to the Montreal Protocol The Montreal Protocol is an international treaty A treaty is a formal, legally binding written agreement between actors in international law. It is usua ...
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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 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. Structure and properties Like methane itself, halomethanes are tetrahedral molecules. The halogen atoms differ greatly in size and charge from hydrogen and from each other. Consequently, most halomethanes deviate from the perfect tetrahedral symmetry of methane.Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick “Fluorine Compounds, Organic” Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. The p ...
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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 used commercially. They are used as flame retardants, fire extinguishants, refrigerants, propellants, solvents, and pharmaceuticals. Subsequent to the widespread use in commerce, many halocarbons have also been shown to be serious pollutants and toxins. For example, the chlorofluorocarbons have been shown to lead to ozone depletion. Methyl bromide is a controversial fumigant. Only haloalkanes that contain chlorine, bromine, and iodine are a threat to the ozone layer, but fluorinated volatile haloalkanes in theory may have activity as greenhouse gases. Methyl iodide, a naturally occurring substance, however, does not have ozone-depleting properties and the United States Environmental Protection Agency has designated the compound a non-ozone ...
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Halogen
The halogens () are a group in the periodic table consisting of five or six chemically related elements: fluorine (F), chlorine (Cl), bromine (Br), iodine (I), astatine (At), and tennessine (Ts). In the modern IUPAC nomenclature, this group is known as group 17. The word "halogen" means "salt former" (or "salt maker"). When halogens react with metals, they produce a wide range of salts, including calcium fluoride, sodium chloride (common table salt), silver bromide and potassium iodide. The group of halogens is the only periodic table group that contains elements in three of the main states of matter at standard temperature and pressure. All of the halogens form acids when bonded to hydrogen. Most halogens are typically produced from minerals or salts. The middle halogens—chlorine, bromine, and iodine—are often used as disinfectants. Organobromides are the most important class of flame retardants, while elemental halogens are dangerous and can be toxic. Hist ...
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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 Earth makes it an economically attractive fuel, although capturing and storing it poses technical challenges due to its gaseous state under normal conditions for temperature and pressure. Naturally occurring methane is found both below ground and under the seafloor and is formed by both geological and biological processes. The largest reservoir of methane is under the seafloor in the form of methane clathrates. When methane reaches the surface and the atmosphere, it is known as atmospheric methane. The Earth's atmospheric methane concentration has increased by about 150% since 1750, and it accounts for 20% of the total radiative forcing from all of the long-lived and globally mixed greenhouse gases. It has also been detected on other pl ...
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