218251

(1S)-(−)-Verbenona

94%

• Sinónimos: (1S,5S)-2-Pinen-4-ona, (1S,5S)-4,6,6-trimetilbiciclo[3,1.1]hept-3-es-2-ona
• Fórmula empírica (notación de Hill): C₁₀H₁₄O
• Número de CAS: 1196-01-6
• Peso molecular: 150.22
• Beilstein: 1907623
• Número CE: 214-807-2
• Número MDL: MFCD00065445
• Código UNSPSC: 85151701
• ID de la sustancia en PubChem: 24853055
• NACRES: NA.22

Propiedades

• Nivel de calidad: 100
• Análisis: 94%
• formulario: liquid
• actividad óptica: [α]25/D −130°, c = 10 in ethanol
• índice de refracción: n20/D 1.496 (lit.)
• bp: 227-228 °C (lit.)
• densidad: 0.975 g/mL at 20 °C (lit.)
• cadena SMILES: CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C
• InChI: 1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1
• Clave InChI: DCSCXTJOXBUFGB-JGVFFNPUSA-N

Descripción

Descripción general

(1S)-(-)-Verbenone is one of the main components of the essential oil of Suregada zanzibariensis leaves. It can be prepared by the biotransformation of (-)-α-pinene. (1S)-(-)-Verbenone acts as an antiaggregation pheromone towards the aggregation pheromone released by western pine beetle (WPB).

Aplicación

(1S)-(−)-Verbenone can be used along with (1R)-(+)-nopinone for the stereoselective synthesis of chiral annulated indene derivatives via acid-catalyzed electrocyclic reaction. It can also be employed as a starting material in the preparation of verbenone derivatives containing a 4-styryl scaffold with potent anti-ischemic property.

Información de seguridad

• Código de clase de almacenamiento: 10 - Combustible liquids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): 185.0 °F - closed cup
• Punto de inflamabilidad (°C): 85 °C - closed cup
• Equipo de protección personal: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)