Names | |
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Other names Hexafluorodimethyl disulfide TFD | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
PubChem CID | |
CompTox Dashboard (EPA) | |
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Properties | |
C2F6S2 | |
Molar mass | 202.13 g·mol−1 |
Appearance | Liquid |
Boiling point | 35 °C (95 °F; 308 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Bis(trifluoromethyl) disulfide (TFD) is a fluorinated organosulfur compound that was used as a fumigant. [1] It is also an intermediate in the synthesis of triflic acid. It is a volatile liquid that is extremely toxic by inhalation.
TFD can be produced by reaction of perchloromethyl mercaptan or thiophosgene with sodium fluoride. [2]
TFD is extremely toxic by inhalation. TFD is a powerful pulmonary agent that can cause severe pulmonary edema. [3] TFD is about half as toxic as perfluoroisobutene. [4]
The halogens are a group in the periodic table consisting of six chemically related elements: fluorine (F), chlorine (Cl), bromine (Br), iodine (I), astatine (At), and tennessine (Ts), though some authors would exclude tennessine as its chemistry is unknown and is theoretically expected to be more like that of gallium. In the modern IUPAC nomenclature, this group is known as group 17.
Phosgene is the organic chemical compound with the formula COCl2. It is a toxic, colorless gas; in low concentrations, its musty odor resembles that of freshly cut hay or grass. It can be thought of as formaldehyde with the hydrogen atoms replaced by chlorine atoms. Phosgene is a valued and important industrial building block, especially for the production of precursors of polyurethanes and polycarbonate plastics.
2,2,2-Trifluoroethanol is the organic compound with the formula CF3CH2OH. Also known as TFE or trifluoroethyl alcohol, this colourless, water-miscible liquid has a smell reminiscent of ethanol. Due to the electronegativity of the trifluoromethyl group, this alcohol exhibits a stronger acidic character compared to ethanol.
Trifluoroacetic acid (TFA) is an organofluorine compound with the chemical formula CF3CO2H. It is a structural analogue of acetic acid with all three of the acetyl group's hydrogen atoms replaced by fluorine atoms and is a colorless liquid with a vinegar-like odor.
Copper(II) fluoride is an inorganic compound with the chemical formula CuF2. The anhydrous form is a white, ionic, crystalline, hygroscopic solid with a distorted rutile-type crystal structure, similar to other fluorides of chemical formulae MF2 (where M is a metal). The dihydrate, CuF2·2H2O, is blue in colour.
Cadmium fluoride (CdF2) is a mostly water-insoluble source of cadmium used in oxygen-sensitive applications, such as the production of metallic alloys. In extremely low concentrations (ppm), this and other fluoride compounds are used in limited medical treatment protocols. Fluoride compounds also have significant uses in synthetic organic chemistry. The standard enthalpy has been found to be -167.39 kcal. mole−1 and the Gibbs energy of formation has been found to be -155.4 kcal. mole−1, and the heat of sublimation was determined to be 76 kcal. mole−1.
Hydrogen fluoride (fluorane) is an inorganic compound with the chemical formula HF. This toxic, colorless gas or liquid dissolves in water to yield an aqueous solution termed hydrofluoric acid. It is the principal industrial source of fluorine, often in the form of hydrofluoric acid, and is an important feedstock in the preparation of many important compounds including pharmaceuticals and polymers, e.g. polytetrafluoroethylene (PTFE). HF is also widely used in the petrochemical industry as a component of superacids. Due to strong and extensive hydrogen bonding, it boils at near room temperature, much higher than other hydrogen halides.
Disulfur decafluoride is a chemical compound with the formula S2F10. It was discovered in 1934 by Denbigh and Whytlaw-Gray. Each sulfur atom of the S2F10 molecule is octahedral, and surrounded by five fluorine atoms and one sulfur atom. The two sulfur atoms are connected by a single bond. In the S2F10 molecule, the oxidation state of each sulfur atoms is +5, but their valency is 6. S2F10 is highly toxic, with toxicity four times that of phosgene.
This is the list of extremely hazardous substances defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act. The list can be found as an appendix to 40 C.F.R. 355. Updates as of 2006 can be seen on the Federal Register, 71 FR 47121.
Thiophosgene is a red liquid with the formula CSCl2. It is a molecule with trigonal planar geometry. There are two reactive C–Cl bonds that allow it to be used in diverse organic syntheses.
Organofluorine chemistry describes the chemistry of the organofluorines, organic compounds that contain the carbon–fluorine bond. Organofluorine compounds find diverse applications ranging from oil and water repellents to pharmaceuticals, refrigerants, and reagents in catalysis. In addition to these applications, some organofluorine compounds are pollutants because of their contributions to ozone depletion, global warming, bioaccumulation, and toxicity. The area of organofluorine chemistry often requires special techniques associated with the handling of fluorinating agents.
Perfluoroisobutene (PFIB) is the perfluorocarbon counterpart of the hydrocarbon isobutene and has the formula (CF3)2C=CF2. An alkene, it is a colorless gas that is notable as a highly toxic perfluoroalkene. Few simple alkenes are as toxic.
The Fowler process is an industry and laboratory route to fluorocarbons, by fluorinating hydrocarbons or their partially fluorinated derivatives in the vapor phase over cobalt(III) fluoride.
Fluorination by sulfur tetrafluoride produces organofluorine compounds from oxidized organic compounds, including alcohols, carbonyl compounds, alkyl halides, and others.
Fluorination with aminosulfuranes is a chemical reaction that transforms oxidized organic compounds into organofluorine compounds. Aminosulfuranes selectively exchange hydroxyl groups for fluorine, but are also capable of converting carbonyl groups, halides, silyl ethers, and other functionality into organofluorides.
Perchloromethyl mercaptan is the organosulfur compound with the formula CCl3SCl. It is mainly used as an intermediate for the synthesis of dyes and fungicides (captan, folpet). It is a colorless oil, although commercial samples are yellowish. It is insoluble in water but soluble in organic solvents. It has a foul, unbearable, acrid odor. Perchloromethyl mercaptan is the original name. The systematic name is trichloromethanesulfenyl chloride, because the compound is a sulfenyl chloride, not a mercaptan.
Trifluoromethylation in organic chemistry describes any organic reaction that introduces a trifluoromethyl group in an organic compound. Trifluoromethylated compounds are of some importance in pharmaceutical industry and agrochemicals. Several notable pharmaceutical compounds have a trifluoromethyl group incorporated: fluoxetine, mefloquine, Leflunomide, nulitamide, dutasteride, bicalutamide, aprepitant, celecoxib, fipronil, fluazinam, penthiopyrad, picoxystrobin, fluridone, norflurazon, sorafenib and triflurazin. A relevant agrochemical is trifluralin. The development of synthetic methods for adding trifluoromethyl groups to chemical compounds is actively pursued in academic research.
Bis(trifluoromethyl)peroxide (BTP) is a fluorocarbon derivative first produced by Frédéric Swarts. It has some utility as a radical initiator for polymerisation reactions. BTP is unusual in the fact that, unlike many peroxides, it is a gas, is non-explosive, and has good thermal stability.
Hexafluorothioacetone is an organic perfluoro thione compound with formula CF3CSCF3. At standard conditions it is a blue gas.