248835

p-Toluenesulfonyl cyanide

technical grade, 95%

• Sinônimo(s): p-Tolylsulfonyl cyanide, Tosyl cyanide
• Fórmula linear: CH₃C₆H₄SO₂CN
• Número CAS: 19158-51-1
• Peso molecular: 181.21
• Beilstein: 2048159
• Número CE: 242-849-1
• Número MDL: MFCD00009977
• Código UNSPSC: 12352100
• ID de substância PubChem: 24854953
• NACRES: NA.22

Propriedades

• grau: technical grade
• Ensaio: 95%
• Formulário: solid
• p.e.: 105-106 °C/1 mmHg (lit.)
• pf: 47-50 °C (lit.)
• grupo funcional: sulfone; thiocyanate
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: Cc1ccc(cc1)S(=O)(=O)C#N
• InChI: 1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3
• chave InChI: JONIMGVUGJVFQD-UHFFFAOYSA-N

Descrição

Descrição geral

p-Toluenesulfonyl cyanide is an electron-deficient nitrile. It undergoes hetero-Diels-Alder reaction with silyl enol ether of cyclohexenone to yield hydrolytically sensitive [4+2] adduct. It also undergoes facile [2+3] cycloaddition reaction with azides to form 5-sulfonyl tetrazoles. p-Toluenesulfonyl cyanide also reacts with alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,4-diazabicyclo[2.2.2]octane (DABCO) to yield sulfinates.

Aplicação

p-Toluenesulfonyl cyanide can be used in:

• The preparation of polyfunctional nitriles.
• Free-radical cyanation of B-alkylcatecholboranes.
• The synthesis of 4-hyroxypyridines by hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers.

Informações de segurança

• Pictogramas: GHS05,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H312 + H332,H314
• Declarações de precaução: P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Dam. 1 - Skin Corr. 1B
• Código de classe de armazenamento: 8A - Combustible corrosive hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 230.0 °F - closed cup
• Ponto de fulgor (°C): 110 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges