136581

1,5-Diazabicyclo[4.3.0]non-5-ene

98%

• Sinônimo(s): DBN
• Fórmula empírica (Notação de Hill): C₇H₁₂N₂
• Número CAS: 3001-72-7
• Peso molecular: 124.18
• Beilstein: 2417
• Número CE: 221-087-3
• Número MDL: MFCD00005554
• Código UNSPSC: 12352005
• ID de substância PubChem: 24848287
• NACRES: NA.22

Propriedades

• Nível de qualidade: 200
• Ensaio: 98%
• Formulário: liquid
• índice de refração: n20/D 1.519 (lit.)
• p.e.: 95-98 °C/7.5 mmHg (lit.)
• densidade: 1.005 g/mL at 25 °C (lit.)
• cadeia de caracteres SMILES: C1CN=C2CCCN2C1
• InChI: 1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2
• chave InChI: SGUVLZREKBPKCE-UHFFFAOYSA-N

Descrição

Descrição geral

DBN is a strong base widely used as a catalyst in organic synthesis to facilitate Michael additions and aldol condensations.

Aplicação

1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) can be used as:      

•   A reagent for the synthesis of β-carbolines from tetrahydro-β-carbolines via dehydrogenative/decarboxylative aromatization.       
• A nucleophilic organocatalyst in the regioselective C-acylation of pyrroles and indoles by Friedel−Crafts acylation reaction.
•   A superbase in the formulation of a ternary liquid-liquid phase changing system, along with hexadecane and hexanol, to capture hydrogen sulfide gas.      
• A base for the preparation of 1H-quinazoline-2,4-diones from 2-aminobenzonitriles using supercritical carbon dioxide as a reactant and a solvent.
•   A catalyst for the synthesis of benzothiazolones by the reaction between 2-aminothiophenols and CO₂ by cyclocarbonylation reaction via C-S bond formation.

Informações de segurança

• Pictogramas: GHS05
• Palavra indicadora: Danger
• Frases de perigo: H314
• Declarações de precaução: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Classificações de perigo: 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): 201.2 °F - closed cup
• Ponto de fulgor (°C): 94 °C - closed cup
• Equipamento de proteção individual: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter