N-Methyl-2-thiazolidinethione
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N-Methyl-2-thiazolidinethione
''N''-Methyl-2-thiazolidinethione is the organosulfur compound with the formula C2H4S(NCH3)CS. It is classified as a heterocycle called a thiazolidine. It is a colorless or off-white solid. It has gained attention as a proposed low toxicity replacement for ethylenethioureas, which are used as accelerators for the vulcanization of chloroprene rubbers. The compound is prepared by reaction of ''N''-methylethanolamine and carbon disulfide. See also *Mercaptobenzothiazole 2-Mercaptobenzothiazole is an organosulfur compound with the formula . It is used in the sulfur vulcanization of rubber. Structure The molecule is planar with a C=S double bond, so the name ''mercapto''benzothiazole is a misnomer. It is not a th ... - a structurally similar, but aromatic, vulcanization accelerator References {{DEFAULTSORT:Methyl-2-thiazolidinethione, N- Thiazolidines Dithiocarbamates ...
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Thiazolidine
Thiazolidine is a heterocyclic organic compound with the formula (CH2)3(NH)S. It is a 5-membered saturated ring with a thioether group and an amine group in the 1 and 3 positions. It is a sulfur analog of oxazolidine. Thiazolidine is a colorless liquid. Derivatives, thiazolidines, are known. For example, the drug pioglitazone contains a thiazolidine ring. Another drug that contains a thiazolidine ring is the antibiotic penicillin. Preparation Thiazolidine is prepared as it was in its first reported synthesis, by the condensation of cysteamine and formaldehyde. Other thiazolidines may be synthesized by similar condensations. A notable derivative is 4-carboxythiazolidine, derived from formaldehyde and cysteine. Derivatives N-Methyl-2-thiazolidinethione is an accelerator for the vulcanization of chloroprene rubbers. Thiazolidines functionalized with carbonyls at the 2 and 4 positions, the thiazolidinediones, are drugs used in the treatment of diabetes mellitus type 2. Rhodanin ...
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N-Methylethanolamine
''N''-Methylethanolamine is an alkanolamine with the formula CH3NHCH2CH2OH. It is flammable, corrosive, colorless, viscous liquid.Matthias Frauenkron, Johann-Peter Melder, Günther Ruider, Roland Rossbacher, Hartmut Höke "Ethanolamines and Propanolamines" in ''Ullmann's Encyclopedia of Industrial Chemistry'', 2002, Wiley-VCH, Weinheim. It is an intermediate in the biosynthesis of choline. With both an amine and a hydroxyl functional groups, it is a useful intermediate in the chemical synthesis of various products including polymers and pharmaceuticals. It is also used as a solvent, for example in the processing of natural gas, where it is used together with its analogs ethanolamine and dimethylethanolamine. Production ''N''-Methylethanolamine is produced industrially by reacting ethylene oxide with excess methylamine in aqueous solution. This reaction yields a mixture of the 1:1 addition product NMEA (1) and - by a further addition of another ethylene oxide - the 1:2 addit ...
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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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Heterocycle
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different chemical element, elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles. 59% of US FDA-approved drugs contain nitrogen heterocycles. Classification The study of heterocyclic chemistry focuses especially on unsaturated derivatives, and the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and ...
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Chloroprene
Chloroprene is the common name for 2-chlorobuta-1,3-diene (IUPAC name) with the chemical formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene, better known as neoprene, a type of synthetic rubber. History Although it may have been discovered earlier, chloroprene was largely developed by DuPont during the early 1930s, specifically with the formation of neoprene in mind. The chemists Elmer K. Bolton, Wallace Carothers, Arnold Collins and Ira Williams are generally accredited with its development and commercialisation although the work was based upon that of Julius Arthur Nieuwland, with whom they collaborated. Production Chloroprene is produced in three steps from 1,3-butadiene: (i) chlorination, (ii) isomerization of part of the product stream, and (iii) dehydrochlorination of 3,4-dichlorobut-1-ene. Chlorine adds to 1,3-butadiene to afford a mixture of 3,4-dichlorobut-1-ene ...
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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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Mercaptobenzothiazole
2-Mercaptobenzothiazole is an organosulfur compound with the formula . It is used in the sulfur vulcanization of rubber. Structure The molecule is planar with a C=S double bond, so the name ''mercapto''benzothiazole is a misnomer. It is not a thiol, but instead is a thioamide, in the solid state, gas-phase, and in solution. A more appropriate name is benzothiazoline-2-thione. Solution measurements by NMR spectroscopy reveal no evidence for the thiol tautomer. Theory also indicates that the thiol tautomer is about 39 kJ/mol higher in energy than the thioamide. Synthesis and reactions The compound has been produced by many methods. The industrial route entails the high temperature reaction of aniline and carbon disulfide in the presence of sulfur, which proceeds by this idealized equation: : The traditional route is the reaction of 2-aminothiophenol and carbon disulfide: : This method was developed by the discoverer of the compound, A. W. Hoffmann. Other routes developed by H ...
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