Sobrerol

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Sobrerol
Sobrerol.png
Clinical data
Synonymstrans-p-Menth-6-ene-2,8-diol; trans-sobrerol
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
CAS Number
PubChem CID
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.050.692 Edit this at Wikidata
Chemical and physical data
FormulaC10H18O2
Molar mass170.249 g/mol g·mol−1
3D model (JSmol)
Melting point130–132 °C (266–270 °F)
Boiling point270–271 °C (518–520 °F)
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Sobrerol is a mucolytic.

History[edit]

Sobrerol was discovered by Ascanio Sobrero as an oxidation product of terpenes. Later the oxidation and reduction reactions of chiral pinene lead also to several possible isomers of carvone (the corresponding cyclohexyl ketone dehydrated at the isopropyl) and sobrerol, making it possible to determine reaction mechanism and the structural properties of pinene and of other terpenes.

References[edit]

  • G. G. Henderson; W. J. S. Eastburn (1909). "The conversion of pinene into sobrerol". J. Chem. Soc., Trans. 95: 1465–1466. doi:10.1039/CT9099501465.
  • H. E. Armstrong; W. J. Pope (1891). "Studies of the terpenes and allied compounds. Sobrerol, a product of the oxidation of terebenthene (oil of turpentine) in sunlight". J. Chem. Soc., Trans. 59: 315–320. doi:10.1039/CT8915900315.
  • H. Schmidt (1953). "Über cis- und trans-Sobrerol (optisch-aktives Pinolhydrat)". Chemische Berichte. 86 (11): 1437–1444. doi:10.1002/cber.19530861112.
  • Allegra L, Bossi R, Braga PC (1981). "Action of sobrerol on mucociliary transport". Respiration. 42 (2): 105–9. doi:10.1159/000194412. PMID 7313328.