(1S)-(−)-Verbenone
ALDRICH/218251 - 94%
Synonym: (1S,5S)-2-Pinen-4-one; (1S,5S)
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
ATR-IR Spectra for (1S,5S)-2-Pinen-4-one.
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This image depicts 218251-50G.
This image depicts 218251-50G.
| assay | 94% |
| bp | 227-228 °C (lit.) |
| density | 0.975 g/mL at 20 °C (lit.) |
| form | liquid |
| functional group | ketone |
| InChI | 1S/C10H14O/c1-6-4-9(11)8- |
| InChI key | DCSCXTJOXBUFGB-JGVFFNPUSA |
| optical activity | [α]25/D −130°, c = 10 in ethanol |
| Quality Level | 100  |
| refractive index | n |
| SMILES string | CC1=CC(=O)[C@H]2C[C@@H]1C |
| 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 | n |
| UNSPSC | 85151701 |