218251

(1S)-(−)-Verbenone

94%

• 동의어(들): (1S,5S)-2-Pinen-4-one, (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one
• 실험식(Hill 표기법): C₁₀H₁₄O
• CAS Number: 1196-01-6
• Molecular Weight: 150.22
• Beilstein: 1907623
• EC Number: 214-807-2
• MDL number: MFCD00065445
• UNSPSC 코드: 85151701
• PubChem Substance ID: 24853055
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: 94%
• 양식: liquid
• 광학 활성: [α]25/D −130°, c = 10 in ethanol
• refractive index: n20/D 1.496 (lit.)
• bp: 227-228 °C (lit.)
• density: 0.975 g/mL at 20 °C (lit.)
• 작용기: ketone
• SMILES string: 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
• InChI key: DCSCXTJOXBUFGB-JGVFFNPUSA-N

설명

일반 설명

(1S)-(-)-Verbenone is one of the main components of the essential oil of Suregada zanzibariensis leaves.[1] It can be prepared by the biotransformation of (-)-α-pinene.[2] (1S)-(-)-Verbenone acts as an antiaggregation pheromone towards the aggregation pheromone released by western pine beetle (WPB).[3]

애플리케이션

(1S)-(−)-Verbenone can be used along with (1R)-(+)-nopinone for the stereoselective synthesis of chiral annulated indene derivatives via acid-catalyzed electrocyclic reaction.[4] 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.[5]

안전성 정보

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point (°F): 185.0 °F - closed cup
• Flash Point (°C): 85 °C - closed cup
• 개인 보호 장비: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)