β-Santalol
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]
Names | |
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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 | |
3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.935 |
EC Number |
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KEGG | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C15H24O | |
Molar mass | 220.356 g·mol−1 |
Appearance | Liquid |
Density | 0.9717 g/cm3 |
Boiling point | 177 °C (351 °F; 450 K) |
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: | |
Warning | |
H317 | |
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 |
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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