β-Santalol

β-Santalol
Names
	Preferred IUPAC name (2Z)-2-Methyl-5-[(1S,2R,4R)-2-methyl-3-methylidenebicyclo[2.2.1]heptan-2-yl]pent-2-en-1-ol
Identifiers
CAS Number	77-42-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:10441;
ChEMBL	ChEMBL3586094;
ChemSpider	16736012;
ECHA InfoCard	100.000.935
EC Number	201-027-2;
KEGG	C09720;
PubChem CID	6857681;
UNII	1JL7K2LW6L ;
CompTox Dashboard (EPA)	DTXSID70892297 DTXSID1051567, DTXSID70892297 ;
	InChI InChI=1S/C15H24O/c1-11(10-16)5-4-8-15(3)12(2)13-6-7-14(15)9-13/h5,13-14,16H,2,4,6-10H2,1,3H3/b11-5-/t13-,14+,15+/m1/s1 Key: OJYKYCDSGQGTRJ-GQYWAMEOSA-N;
	SMILES C/C(CO)=C\CCC2(C)C(=C)C1CC2CC1;
Properties
Chemical formula	C15H24O
Molar mass	220.356 g·mol−1
Appearance	Liquid
Density	0.9717 g/cm3
Boiling point	177 °C (351 °F; 450 K)
Solubility in water	Practically insoluble
Solubility in ethanol	Soluble
Solubility in diethyl ether	Soluble
Chiral rotation ([α]D)	−87.1°
Refractive index (nD)	1.5100
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H317
Precautionary statements	P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
Related compounds
Related terpenes	α-Santalol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

β-Santalol is an organic compound that is classified as a sesquiterpene. It comprises about 20% of the oil of sandalwood, the major component being α-santalol. In 2002, about 60 tons of sandalwood oil were produced by steam distillation of the heartwood of Santalum album.^[1]

Because of concerns about the sustainability of sandalwood tree cultivation, scientists have developed routes to α-santalol and β-santalol via fermentation, including using Rhodobacter sphaeroides. BASF launched its version, Isiobionic Santalol, in July 2020.^[2]

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.
^ Bettenhausen, Craig (November 11, 2021). "Making sandalwood oil without sandalwood trees". Chemical & Engineering News. Retrieved Feb 11, 2021.

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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.

[2] Bettenhausen, Craig (November 11, 2021). "Making sandalwood oil without sandalwood trees". Chemical & Engineering News. Retrieved Feb 11, 2021.

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