Names | |
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IUPAC name dichloro(iodo)methane | |
Other names DCIM, Chloriodoform (archaic), [1] IDCM, iododichloromethane | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
CHCl2I | |
Molar mass | 210.82 g·mol−1 |
Appearance | pale yellow liquid |
Boiling point | 131°C [2] |
very slightly | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Dichloroiodomethane (DCIM) is a trihalomethane with the chemical formula CHCl2I. It is a heavy, nonflammable, transparent pale yellow liquid with a chloroform-like odour. [1] DCIM is soluble in organic solvents like acetone, diethyl ether, ethanol and benzene. [2] It decomposes in contact with air and light. It has been detected in disinfected tap water and is considered to be a contaminant. [3] DCIM has an estimated half-life of 275 years in water. [4]
It was discovered by Georges-Simon Serullas in 1824, two years after his discovery of iodoform. [1]
Many synthesis routes are known. Reaction of chloroform with sodium iodide [5] or iodoethane [6] gives dichloroiodomethane. Older methods include distillation of iodoform with phosphorus pentachloride or mercuric chloride. [1]
Chloroform, or trichloromethane, is an organochloride with the formula CHCl3 and a common solvent. It is a volatile, colorless, sweet-smelling, dense liquid produced on a large scale as a precursor to refrigerants and 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.
An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one- or two-step mechanism. The one-step mechanism is known as the E2 reaction, and the two-step mechanism is known as the E1 reaction. The numbers refer not to the number of steps in the mechanism, but rather to the kinetics of the reaction: E2 is bimolecular (second-order) while E1 is unimolecular (first-order). In cases where the molecule is able to stabilize an anion but possesses a poor leaving group, a third type of reaction, E1CB, exists. Finally, the pyrolysis of xanthate and acetate esters proceed through an "internal" elimination mechanism, the Ei mechanism.
Iodoform is the organoiodine compound with the chemical formula CHI3. It is a pale yellow, crystalline, volatile substance, with a penetrating and distinctive odor and, analogous to chloroform, sweetish taste. It is occasionally used as a disinfectant.
Chlorine dioxide is a chemical compound with the formula ClO2 that exists as yellowish-green gas above 11 °C, a reddish-brown liquid between 11 °C and −59 °C, and as bright orange crystals below −59 °C. It is usually handled as an aqueous solution. It is commonly used as a bleach. More recent developments have extended its applications in food processing and as a disinfectant.
Bromoform is an organic compound with the chemical formula CHBr3. 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 and is miscible with alcohol, benzene, chloroform, ether, petroleum ether, acetone and oils.
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.
Sodium chlorite (NaClO2) is a chemical compound used in the manufacturing of paper and as a disinfectant.
Dichlorocarbene is the reactive intermediate with chemical formula CCl2. Although this chemical species has not been isolated, it is a common intermediate in organic chemistry, being generated from chloroform. This bent diamagnetic molecule rapidly inserts into other bonds.
Fluoroform, or trifluoromethane, is the chemical compound with the formula CHF3. It is a hydrofluorocarbon as well as being a part of the haloforms, a class of compounds with the formula CHX3 with C3v symmetry. Fluoroform is used in diverse applications in organic synthesis. It is not an ozone depleter but is a greenhouse gas.
Calcium hypochlorite is an inorganic compound with chemical formula Ca(ClO)2, also written as Ca(OCl)2. It is a white solid, although commercial samples appear yellow. It strongly smells of chlorine, owing to its slow decomposition in moist air. This compound is relatively stable as a solid and solution and has greater available chlorine than sodium hypochlorite. "Pure" samples have 99.2% active chlorine. Given common industrial purity, an active chlorine content of 65-70% is typical. It is the main active ingredient of commercial products called bleaching powder, used for water treatment and as a bleaching agent.
A trihalide in chemistry is an organohalide consisting of three halide atoms bonded to a single atom or compound. An example of a trihalide is chloroform.
Monochloramine, often called chloramine, is the chemical compound with the formula NH2Cl. Together with dichloramine (NHCl2) and nitrogen trichloride (NCl3), it is one of the three chloramines of ammonia. It is a colorless liquid at its melting point of −66 °C (−87 °F), but it is usually handled as a dilute aqueous solution, in which form it is sometimes used as a disinfectant. Chloramine is too unstable to have its boiling point measured.
Bromodichloromethane is a trihalomethane with formula CHBrCl2. 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 algae in the oceans. 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.
Potassium thiocyanate is the chemical compound with the molecular formula KSCN. It is an important salt of the thiocyanate anion, one of the pseudohalides. The compound has a low melting point relative to most other inorganic salts.
Disinfection by-products (DBPs) are organic and inorganic compounds resulting from chemical reactions between organic and inorganic substances such as contaminates and chemical treatment disinfection agents, respectively, in water during water disinfection processes.
In chemistry, the haloform reaction is a chemical reaction in which a haloform is produced by the exhaustive halogenation of an acetyl group, in the presence of a base. The reaction can be used to transform acetyl groups into carboxyl groups or to produce chloroform, bromoform, or iodoform. Note that fluoroform can't be prepared in this way.
Performic acid (PFA) is an organic compound with the formula CH2O3. It is an unstable colorless liquid which can be produced by mixing formic acid with hydrogen peroxide. Owing to its oxidizing and disinfecting action, it is used in the chemical, medical and food industries.
Georges-Simon Serullas was a French pharmacist. He was a professor of pharmacy notable for being the first to publish a work on Iodoform, an early antiseptic and disinfectant.
Methylidynetricobaltnonacarbonyl is an organometallic cobalt cluster with the chemical formula Co3(CO)9CH that contains a metal carbonyl core with the methylidyne ligand, first discovered in the late 1950s. A variety of substituents can be added to the methylidyne group to form derivatives of the parent compound that have unique spectroscopic properties and reactivity. This page will explore the discovery and synthesis of methylidynetricobaltnonacarbonyl, the structure and bonding of the parent compound, as well as some examples reactivity and catalysis with the cluster.
Tetraiodoethylene (TIE), or diiodoform, is the periodinated analogue of ethylene with the chemical formula C2I4. It is a decomposition product of carbon tetraiodide and diiodoacetylene. It is an odourless yellow crystalline solid that is soluble in benzene and chloroform, and insoluble in water. It has been used as an antiseptic and a component in pesticide and fungicide formulations.