Chemistry:α-Santalol

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Short description: Chemical compound
α-Santalol
(Z)-alpha-santalol.svg
Names
IUPAC name
(Z)-5-(2,3-Dimethyltricyclol[2.2.1.02,6]hept-3-yl)-2-methylpent-2-en-1-ol
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 204-102-8
KEGG
UNII
Properties
C15H24O
Molar mass 220.356 g·mol−1
Appearance Liquid
Density 0.9770 g/cm3
Boiling point 166 °C (331 °F; 439 K)
Practically insoluble
Solubility in ethanol Soluble
Solubility in diethyl ether Soluble
+10.3°
1.5017
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H317
P261, P272, P280, P302+352, P321, P333+313, P363, P501
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
0
0
Related compounds
Related terpenes
 β-Santalol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

α-Santalol, also referred to as alpha-santalol,[1] is an organic compound that is classified as a sesquiterpene. It comprises about 55% of the oil of sandalwood, another less abundant component being β-santalol. As of 2002, about 60 tons of sandalwood oil are produced annually by steam distillation of the heartwood of Santalum album. It is a valued component for perfumes.[2]

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.[3]

The oil content varies greatly within the different sandalwood species. This level is typically highest in S. album, S. paniculatum and S. yasi. The scent profile also changes considerably between the different species' oils.

References

  1. ↑ Bommareddy, AExpression error: Unrecognized word "et". (2019). "Medicinal properties of alpha-santalol, a naturally occurring constituent of sandalwood oil: review.". Nat. Prod. Res. 33 (4): 527–543. doi:10.1080/14786419.2017.1399387. PMID 29130352. 
  2. ↑ Karl-Georg Fahlbusch; Franz-Josef Hammerschmidt; Johannes Panten; Wilhelm Pickenhagen; Dietmar Schatkowski; Kurt Bauer; Dorothea Garbe; Horst Surburg (2002). "Flavors and Fragrances". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_141. ISBN 3527306730. 
  3. ↑ Bettenhausen, Craig (21 Nov 2020). "Making sandalwood oil without sandalwood trees". Chemical & Engineering News. https://cen.acs.org/business/5-new-technologies-making-impact/98/i46#Case-study-4-Making-sandalwood-oil-without-sandalwood-trees. 


ru:Санталол



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