Synonym: (1S,5S)-2-Pinen-4-one; (1S,5S)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one
CAS Number: 1196-01-6
Empirical Formula (Hill Notation): C10H14O
Molecular Weight: 150.22
EC Number: 214-807-2
MDL Number: MFCD00065445
Linear Formula: C10H14O
Product Type: Chemical
| assay |
94% |
| bp |
227-228 °C (lit.) |
| density |
0.975 g/mL at 20 °C (lit.) |
| form |
liquid |
| 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 |
| optical activity |
[α]25/D −130°, c = 10 in ethanol |
| Quality Level |
100  |
| refractive index |
n20/D 1.496 (lit.) |
| SMILES string |
CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C |
| Application: |
(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. |
| General description: |
(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). |
| Packaging: |
10, 50 g in glass bottle |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
185.0 °F - closed cup |
| Flash Point(C) |
85 °C - closed cup |
| Purity |
94% |
| bp |
227-228 °C (lit.) |
| Density |
0.975 g/mL at 20 °C (lit.) |
| Refractive Index |
n20/D 1.496 (lit.) |
| UNSPSC |
85151701 |
