α-Vetivone

α-Vetivone
Names
	IUPAC name (4R,4aS)-6-Isopropylidene-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone
Identifiers
CAS Number	15764-04-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	390847;
ECHA InfoCard	100.036.217
PubChem CID	442405;
UNII	WA62V77MMV ;
CompTox Dashboard (EPA)	DTXSID60884848 ;
	InChI InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11H,5-7,9H2,1-4H3/t11-,15+/m1/s1 Key: NIIPDXITZPFFTE-ABAIWWIYSA-N; InChI=1/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11H,5-7,9H2,1-4H3/t11-,15+/m1/s1 Key: NIIPDXITZPFFTE-ABAIWWIYBZ;
	SMILES O=C2\C=C1\CC/C(=C(/C)C)C[C@@]1(C)[C@H](C)C2;
Properties
Chemical formula	C15H22O
Molar mass	218.335
Appearance	colourless solid
Density	0.962 g/mL
Boiling point	270.5 °C (518.9 °F; 543.6 K)
Solubility in water	practically insoluble
Solubility in ethanol	soluble
Solubility in diethyl ether	soluble
Related compounds
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

α-Vetivone is an organic compound that is classified as a sesquiterpene (derived from three isoprene units). It is a major component of the oil of vetiver, which is used to prepare certain high value perfumes.

α-Vetivone is isolated by steam distillation of the roots of the grass Vetiveria zizanioides. Two other components of this distillate are the sesquiterpenes khusimol and β-vetivone shown below.[1]

Structure of khusimol, another fragrant component of the oil of vetiver.
Structure of β-vetivone, another fragrant component of the oil of vetiver.

References

Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim: 2002. Published online: 15 January 2003; doi:10.1002/14356007.a11_141.

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[Ullmann-1] Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim: 2002. Published online: 15 January 2003; doi:10.1002/14356007.a11_141.