218251

(1S)-(−)-Verbenone

94%

• Sinonimo/i: (1S,5S)-2-Pinen-4-one, (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one
• Formula empirica (notazione di Hill): C₁₀H₁₄O
• Numero CAS: 1196-01-6
• Peso molecolare: 150.22
• Beilstein: 1907623
• Numero CE: 214-807-2
• Numero MDL: MFCD00065445
• Codice UNSPSC: 85151701
• ID PubChem: 24853055
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: 94%
• Forma fisica: liquid
• Attività ottica: [α]25/D −130°, c = 10 in ethanol
• Indice di rifrazione: n20/D 1.496 (lit.)
• P. eboll.: 227-228 °C (lit.)
• Densità: 0.975 g/mL at 20 °C (lit.)
• Stringa SMILE: 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; DCSCXTJOXBUFGB-JGVFFNPUSA-N

Descrizione

Descrizione generale

(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).

Applicazioni

(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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 185.0 °F - closed cup
• Punto d’infiammabilità (°C): 85 °C - closed cup
• Dispositivi di protezione individuale: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)