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(-)-VERBENONE

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(-)-VERBENONE Basic information

Product Name:
(-)-VERBENONE
Synonyms:
  • pin-2-en-4-one
  • (1S)-(-)-VERBENONE, TERPENE STANDARD
  • (1S)-(-)-VERBENONE, 94% (50+% E.E.)
  • (1S)-(-)-VERBENONE 96+%
  • (1S)-(-)-VERBENONE 99+%
  • Bicyclo[3.1.1]hept-3-en-2-o
  • 6,6-trimethyl- (1s)-bicyclo[3.1.1]hept-3-en-2-onl(-)-verbenone
  • (-)-VERBENONE WITH GC
CAS:
1196-01-6
MF:
C10H14O
MW:
150.22
EINECS:
214-807-2
Product Categories:
  • Miscellaneous Natural Products
  • Bicyclic Monoterpenes
  • Biochemistry
  • Terpenes
Mol File:
1196-01-6.mol
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(-)-VERBENONE Chemical Properties

Boiling point:
227-228 °C (lit.)
Density 
0.975 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.496(lit.)
FEMA 
4216 | VERBENONE
Flash point:
185 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly)
form 
Liquid
color 
Clear light yellow to yellow
Specific Gravity
0.97
Odor
at 100.00 %. spicy mint camphor
Odor Type
spicy
optical activity
[α]25/D 130°, c = 10 in ethanol
BRN 
1907623
LogP
2.230
CAS DataBase Reference
1196-01-6(CAS DataBase Reference)
EPA Substance Registry System
Verbenone (1196-01-6)
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Safety Information

Safety Statements 
24/25
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
10
HS Code 
29142900

MSDS

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(-)-VERBENONE Usage And Synthesis

Chemical Properties

Clear light yellow to yellow liquid

Uses

(-)-Verbenone is used to study antioxidant activity of essential oil components in lipid model systems.

Definition

ChEBI: A 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one in which both chiral centres have S configuration.

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).

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