188204

p-Toluenesulfonylmethyl isocyanide

98%

• Sinônimo(s): (p-Tolylsulfonyl)methyl isocyanide, TosMIC, Tosylmethyl isocyanide
• Fórmula linear: CH₃C₆H₄SO₂CH₂NC
• Número CAS: 36635-61-7
• Peso molecular: 195.24
• Beilstein: 3592382
• Número CE: 253-140-1
• Número MDL: MFCD00000005
• Código UNSPSC: 12352100
• ID de substância PubChem: 24851306
• NACRES: NA.22

Propriedades

• Nível de qualidade: 200
• Ensaio: 98%
• Formulário: solid
• pf: 109-113 °C (lit.)
• solubilidade: water: slightly soluble
• grupo funcional: amine; isonitrile; sulfone
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: Cc1ccc(cc1)S(=O)(=O)C[N+]#[C-]
• InChI: 1S/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3
• chave InChI: CFOAUYCPAUGDFF-UHFFFAOYSA-N

Descrição

Descrição geral

p-Toluenesulfonylmethyl isocyanide undergoes base-promoted 1,3-dipolar cycloaddition reaction with immobilized imines under microwave irradiation to yield 1,5-disubstituted imidazoles. It is a versatile synthon in organic chemistry, extensively used for the synthesis of heterocyclic compounds.

Aplicação

p-Toluenesulfonylmethyl isocyanide was used:

• in the synthesis of triplet drugs with the 1,3,5-trioxazatriquinane skeleton
• as reagent in the preparation of biologically active pyrroles and imidazoles
• as the isonitrile component in a diastereoselective Passerini reaction employing sugar-derived aldehydes

Informações de segurança

• Pictogramas: GHS06
• Palavra indicadora: Danger
• Frases de perigo: H300 + H310 + H330
• Declarações de precaução: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Classificações de perigo: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
• Perigos de suplementos: EUH032
• Código de classe de armazenamento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges