| dbo:abstract |
Tosylmethylisocyanid (TosMIC) ist eine chemische Verbindung. Sie ist auch bekannt als Van-Leusen-Reagenz, da sie beispielsweise in der Van-Leusen-Reaktion zur Synthese von Nitrilen eingesetzt werden kann. Außerdem kann TosMIC verwendet werden, um Oxazole und Imidazole zu synthetisieren. (de) p-Toluenasulfonilmetil isosianida atau TOSMIC adalah senyawa yang sangat mudah menguap yang dikembangkan oleh Prof. van Leusen di Universitas Groningen. (in) TosMIC (toluenesulfonylmethyl isocyanide) is an organic compound with the formula CH3C6H4SO2CH2NC. The molecule contains both sulfonyl and isocyanide groups. It is a colourless solid that, unlike many isocyanides, is odorless. It is prepared by dehydration of the related formamide derivative. It is used in the Van Leusen reaction which is used to convert aldehydes to nitriles or in the preparation of oxazoles and imidazoles. The versatility of TosMIC in organic synthesis has been documented. It is a fairly strong carbon acid, with an estimated pKa of 14 (compared to 29 for methyl tolyl sulfone), the isocyano group acting as an electron acceptor of strength comparable to an ester group. (en) Tosylmethylisocyanide of TOSMIC is een organische verbinding met als brutoformule C9H9NO2S. (nl) トルエンスルホニルメチルイソシアニド(toluenesulfonylmethyl isocyanide, TOSMIC)は、フローニンゲン大学のオランダ人化学者 van Leusenらによって開発された非常に用途の広いシントンである。 無色透明の液体で、強烈な悪臭を持つ他のイソシアニド類と異なり無臭である。 (ja) 对甲苯磺酰甲基异腈（TosMIC，Toluenesulfonylmethyl isocyanide），分子式CH3C6H4SO2CH2NC，是一种有机化合物，其分子中含有磺酰基和异腈基两个官能团。它是一种无色固体，而且与大多数胩不同，是无味的。它是由相对应的甲酰胺衍生物的脱水制备。该试剂可在中使用，将醛转化为腈，以及一些可能的通过制备噁唑和咪唑的反应。 (zh) |
| dbo:alternativeName |
Toluenesulfonylmethyl isocyanide (en) |
| dbo:iupacName |
1-(Isocyanomethanesulfonyl)-4-methylbenzene (en) |
| dbo:thumbnail |
wiki-commons:Special:FilePath/TosMIC-2D-skeletal.png?width=300 |
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dbr:Van_Leusen_reaction dbc:Isocyanides dbc:Reagents_for_organic_chemistry dbr:Organic_compound dbr:Aldehydes dbc:P-Tosyl_compounds dbr:Formamide dbr:Oxazole dbr:Isocyanide dbr:Sulfonyl dbr:Imidazole dbr:Nitriles |
| dbp:imagefile |
TosMIC-2D-skeletal.png (en) TosMIC-from-xtal-3D-bs-17.png (en) |
| dbp:othernames |
Toluenesulfonylmethyl isocyanide (en) |
| dbp:pin |
1 (xsd:integer) |
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changed (en) |
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| dcterms:subject |
dbc:Isocyanides dbc:Reagents_for_organic_chemistry dbc:P-Tosyl_compounds |
| gold:hypernym |
dbr:Compound |
| rdf:type |
owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:Agent114778436 yago:CausalAgent100007347 yago:ChemicalAgent114779550 yago:Matter100020827 yago:PhysicalEntity100001930 yago:Reagent114778982 dbo:ChemicalCompound yago:Substance100020090 yago:WikicatReagentsForOrganicChemistry |
| rdfs:comment |
Tosylmethylisocyanid (TosMIC) ist eine chemische Verbindung. Sie ist auch bekannt als Van-Leusen-Reagenz, da sie beispielsweise in der Van-Leusen-Reaktion zur Synthese von Nitrilen eingesetzt werden kann. Außerdem kann TosMIC verwendet werden, um Oxazole und Imidazole zu synthetisieren. (de) p-Toluenasulfonilmetil isosianida atau TOSMIC adalah senyawa yang sangat mudah menguap yang dikembangkan oleh Prof. van Leusen di Universitas Groningen. (in) TosMIC (toluenesulfonylmethyl isocyanide) is an organic compound with the formula CH3C6H4SO2CH2NC. The molecule contains both sulfonyl and isocyanide groups. It is a colourless solid that, unlike many isocyanides, is odorless. It is prepared by dehydration of the related formamide derivative. It is used in the Van Leusen reaction which is used to convert aldehydes to nitriles or in the preparation of oxazoles and imidazoles. The versatility of TosMIC in organic synthesis has been documented. It is a fairly strong carbon acid, with an estimated pKa of 14 (compared to 29 for methyl tolyl sulfone), the isocyano group acting as an electron acceptor of strength comparable to an ester group. (en) Tosylmethylisocyanide of TOSMIC is een organische verbinding met als brutoformule C9H9NO2S. (nl) トルエンスルホニルメチルイソシアニド(toluenesulfonylmethyl isocyanide, TOSMIC)は、フローニンゲン大学のオランダ人化学者 van Leusenらによって開発された非常に用途の広いシントンである。 無色透明の液体で、強烈な悪臭を持つ他のイソシアニド類と異なり無臭である。 (ja) 对甲苯磺酰甲基异腈（TosMIC，Toluenesulfonylmethyl isocyanide），分子式CH3C6H4SO2CH2NC，是一种有机化合物，其分子中含有磺酰基和异腈基两个官能团。它是一种无色固体，而且与大多数胩不同，是无味的。它是由相对应的甲酰胺衍生物的脱水制备。该试剂可在中使用，将醛转化为腈，以及一些可能的通过制备噁唑和咪唑的反应。 (zh) |
| rdfs:label |
Tosylmethylisocyanid (de) P-Toluenasulfonilmetil isosianida (in) Tosylmethylisocyanide (nl) トルエンスルホニルメチルイソシアニド (ja) TosMIC (en) 对甲苯磺酰甲基异腈 (zh) |
| owl:sameAs |
freebase:TosMIC yago-res:TosMIC wikidata:TosMIC dbpedia-de:TosMIC dbpedia-fa:TosMIC dbpedia-id:TosMIC dbpedia-ja:TosMIC dbpedia-nl:TosMIC dbpedia-sh:TosMIC dbpedia-sr:TosMIC dbpedia-zh:TosMIC https://global.dbpedia.org/id/3sCUd |
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wikipedia-en:TosMIC?oldid=1094464764&ns=0 |
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wiki-commons:Special:FilePath/TosMIC-2D-skeletal.png wiki-commons:Special:FilePath/TosMIC-from-xtal-3D-bs-17.png |
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wikipedia-en:TosMIC |
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dbr:Tosylmethyl_isocyanide dbr:TOSMIC dbr:Toluenesulfonylmethyl_isocyanide |
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dbr:Tosylmethyl_isocyanide dbr:Van_Leusen_reaction dbr:Cimicoxib dbr:TOSMIC dbr:Oxazole dbr:Imidazole dbr:Toluenesulfonylmethyl_isocyanide |
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wikipedia-en:TosMIC |
