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Dmit
Sodium 1,3-dithiole-2-thione-4,5-dithiolate is the organosulfur compound with the formula Na2C3S5, abbreviated Na2dmit. It is the sodium salt of the conjugate base of the 1,3-dithiole-2-thione-4,5-dithiol. The salt is a precursor to dithiolene complexes and tetrathiafulvalenes. Reduction of carbon disulfide with sodium affords sodium 1,3-dithiole-2-thione-4,5-dithiolate together with sodium trithiocarbonate: : 4 Na + 4 CS2 → Na2C3S5 + Na2CS3 Before the characterization of dmit2-, reduction of CS2 was thought to give tetrathiooxalate (Na2C2S4). The dianion C3S52- is purified as the tetraethylammonium salt of the zincate complex n(C3S5)2sup>2-. This salt converts to the bis(thioester) upon treatment with benzoyl chloride: : (C2H5)4sub>2 n(C3S5)2 + 4 C6H5COCl → 2 C3S3(SC(O)C6H5)2 + (C2H5)4sub>2 nCl4Cleavage of the thioester with sodium methoxide Sodium methoxide is the simplest sodium alkoxide. With the formula , it is a white solid, which is formed by ...
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1,3-Dithiole
In organosulfur chemistry, 1,3-dithioles are a class of heterocycles based on the parent compound 1,3-dithiacyclopentene (also known as 1,3-dithiole). The ligand dmit2- is a 1,3-dithiole. Heating solutions of Na2dmit gives the isomeric In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Iso ... disulfide, a 1,2-dithiole. References {{DEFAULTSORT:Dithiole, 1,2- Dithioles ...
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Organosulfur Compound
Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfur is vital for life. Of the 20 common amino acids, two ( cysteine and methionine) are organosulfur compounds, and the antibiotics penicillin and sulfa drugs both contain sulfur. While sulfur-containing antibiotics save many lives, sulfur mustard is a deadly chemical warfare agent. Fossil fuels, coal, petroleum, and natural gas, which are derived from ancient organisms, necessarily contain organosulfur compounds, the removal of which is a major focus of oil refineries. Sulfur shares the chalcogen group with oxygen, selenium, and tellurium, and it is expected that organosulfur compounds have similarities with carbon–oxygen, carbon–selenium, and carbon–tellurium compounds. A classical chemical test for the detection of sulfur co ...
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Dithiolene Complex
Dithiolene metal complexes are complexes containing 1,2-dithiolene ligands. 1,2-Dithiolene ligands, a particular case of 1,2-dichalcogenolene species, are unsaturated bidentate ligand wherein the two donor atoms are sulfur. 1,2-Dithiolene metal complexes are often referred to as "metal dithiolenes", "metallodithiolenes" or "dithiolene complexes". Most molybdenum- and tungsten-containing proteins have dithiolene-like moieties at their active sites, which feature the so-called molybdopterin cofactor bound to the Mo or W. Dithiolene metal complexes have been studied since the 1960s when they were first popularized by Gerhard N. Schrauzer and Volker P. Mayweg, who prepared nickel bis(stilbene-1,2-dithiolate) (Ni(S2C2Ph2)2) by the reaction of nickel sulfide and diphenylacetylene. The structural, spectroscopic, and electrochemical properties of many related complexes have been described. Structure and bonding Dithiolene metal complexes can be found in coordination compounds where t ...
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Tetrathiafulvalene
Tetrathiafulvalene is an organosulfur compound with the formula (. Studies on this heterocyclic compound contributed to the development of molecular electronics. TTF is related to the hydrocarbon fulvalene, , by replacement of four CH groups with sulfur atoms. Over 10,000 scientific publications discuss TTF and its derivatives. Preparation The high level of interest in TTFs has spawned the development of many syntheses of TTF and its analogues. Most preparations entail the coupling of cyclic building blocks such as 1,3-dithiole-2-thion or the related 1,3-dithiole-2-ones. For TTF itself, the synthesis begins with the trithiocarbonate , which is S-methylated and then reduced to give , which is treated as follows: :H2C2S2CH(SCH3) + HBF4 -> 2C2S2CH+F4- + HSCH3 :2 2C2S2CH+F4- + 2 Et3N -> (H2C2S2C)2 + 2 Et3NHBF4 Redox properties Bulk TTF itself has unremarkable electrical properties. Distinctive properties are, however, associated with salts of its oxidized derivatives, suc ...
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Carbon Disulfide
Carbon disulfide (also spelled as carbon disulphide) is a neurotoxic, colorless, volatile liquid with the formula and structure . The compound is used frequently as a building block in organic chemistry as well as an industrial and chemical non-polar solvent. It has an "ether-like" odor, but commercial samples are typically contaminated with foul-smelling impurities.. It is of comparable toxicity to carbon monoxide. History In 1796, the German chemist Wilhelm August Lampadius (1772–1842) first prepared carbon disulfide by heating pyrite with moist charcoal. He called it "liquid sulfur" (''flüssig Schwefel''). The composition of carbon disulfide was finally determined in 1813 by the team of the Swedish chemist Jöns Jacob Berzelius (1779–1848) and the Swiss-British chemist Alexander Marcet (1770–1822). Their analysis was consistent with an empirical formula of CS2. Occurrence, manufacture, properties Small amounts of carbon disulfide are released by volcanic eruptio ...
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Trithiocarbonate
Thiocarbonate describes a family of anions with the general chemical formula (''x'' = 0, 1, or 2): *for ''x'' = 2 it is monothiocarbonate ion *for ''x'' = 1 it is dithiocarbonate ion *for ''x'' = 0 it is trithiocarbonate ion Like the carbonate dianion, the thiocarbonate ions are trigonal planar, with carbon atom at the center of triangle, and oxygen and sulfur atoms at the peaks of the triangle. The average bond order between C and S or O is . The state of protonation is usually not specified. These anions are good nucleophiles and good ligands. Thiocarbonates are salts of those ions as well (e.g. sodium dithiocarbonate ). Thiocarbonates are esters of thiose ions as well. They contain trigonal planar divalent functional groups similar to these anions. Monothiocarbonate Monothiocarbonate is the dianion , which has C2v symmetry. Monothiocarbonate arises by the hydrolysis of thiophosgene or the reaction of base with carbonyl sulfide: : The esters of monothiocarbonic acids are ca ...
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Tetraethylammonium
Tetraethylammonium (TEA), () or (Et4N+) is a quaternary ammonium cation consisting of four ethyl groups attached to a central nitrogen atom, and is positively charged. It is a counterion used in the research laboratory to prepare lipophilic salts of inorganic anions. It is used similarly to tetrabutylammonium, the difference being that its salts are less lipophilic and more easily crystallized. Preparation The chloride salt is prepared by the reaction of triethylamine and an ethyl halide: :Et3N + EtX → Et4N+X− This method works well for the preparation of tetraethylammonium iodide (where X = I). Most tetraethylammonium salts are prepared by salt metathesis reactions. For example, the synthesis of tetraethylammonium perchlorate, a salt that has been useful as a supporting electrolyte for polarographic studies in non-aqueous solvents, is carried out by mixing the water-soluble salts tetraethylammonium bromide and sodium perchlorate in water, from which the water-insoluble tet ...
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Benzoyl Chloride
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula . It is a colourless, fuming liquid with an irritating odour, and consists of a benzene ring () with an acyl chloride () substituent. It is mainly useful for the production of peroxides but is generally useful in other areas such as in the preparation of dyes, perfumes, pharmaceuticals, and resins. Preparation Benzoyl chloride is produced from benzotrichloride using either water or benzoic acid: :C6H5CCl3 + H2O -> C6H5COCl + 2 HCl :C6H5CCl3 + C6H5CO2H -> 2 C6H5COCl + HCl As with other acyl chlorides, it can be generated from the parent acid and standard chlorinating agents such as phosphorus pentachloride, thionyl chloride, and oxalyl chloride. It was first prepared by treatment of benzaldehyde with chlorine. An early method for production of benzoyl chloride involved chlorination of benzyl alcohol. Reactions It reacts with water to produce hydrochloric acid and ...
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Sodium Methoxide
Sodium methoxide is the simplest sodium alkoxide. With the formula , it is a white solid, which is formed by the deprotonation of methanol. Itis a widely used reagent in industry and the laboratory. It is also a dangerously caustic base. Preparation and structure Sodium methoxide is prepared by treating methanol with sodium: : The reaction is so exothermic that ignition is possible. The resulting solution, which is colorless, is often used as a source of sodium methoxide, but the pure material can be isolated by evaporation followed by heating to remove residual methanol. As a solid, sodium methoxide is polymeric, with sheet-like arrays of centers, each bonded to four oxygen centers. The structure, and hence the basicity, of sodium methoxide in solution depends on the solvent. It is a significantly stronger base in DMSO where it is more fully ionized and free of hydrogen bonding. Applications Organic synthesis Sodium methoxide is a routinely used base in organic ...
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1,2-Dithiole
In organosulfur chemistry, a 1,2-dithiole is a type of heterocycle. The parent of this class of compounds is 1,2-dithiacyclopentene. The anticancer drug oltipraz Oltipraz is an organosulfur compound belonging to the dithiolethione class. It acts as a schistosomicide and has been shown in rodent models to inhibit the formation of cancers in the bladder, blood, colon, kidney, liver, lung, pancreas, stomac ... is a dithiole. : See also * Dithiolium salt References {{DEFAULTSORT:Dithiole, 1,2- Dithioles ...
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Thiolates
In organic chemistry, a thiol (; ), or thiol derivative, is any organosulfur compound of the form , where R represents an alkyl or other organic substituent. The functional group itself is referred to as either a thiol group or a sulfhydryl group, or a sulfanyl group. Thiols are the sulfur analogue of alcohols (that is, sulfur takes the place of oxygen in the hydroxyl () group of an alcohol), and the word is a blend of "''thio-''" with "alcohol". Many thiols have strong odors resembling that of garlic or rotten eggs. Thiols are used as odorants to assist in the detection of natural gas (which in pure form is odorless), and the "smell of natural gas" is due to the smell of the thiol used as the odorant. Thiols are sometimes referred to as mercaptans () or mercapto compounds, a term introduced in 1832 by William Christopher Zeise and is derived from the Latin ('capturing mercury')''Oxford American Dictionaries'' (Mac OS X Leopard). because the thiolate group () bonds very strongly ...
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