Sobrerol

Sobrerol

Clinical data
Synonyms	trans-p-Menth-6-ene-2,8-diol; trans-sobrerol
ATC code	R05CB07 (WHO)
Identifiers
IUPAC name (1S)-5-(1-hydroxy-1-methylethyl)-2-methylcyclohex-2-en-1-ol
CAS Number	42370-41-2
PubChem CID	36089
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C10H18O2
Molar mass	170.249 g/mol
3D model (JSmol)	Interactive image
Melting point	130−132 °C (−75.6 °F)
Boiling point	270−271 °C (−185.8 °F)
SMILES O[C@H]1CC(C\C=C1\C)C(O)(C)C

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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Sobrerol is a mucolytic.

History

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 isomeres of Carvone and Sobrerol, making it possible to determin reaction mechanism and the strucural properties of pinene and of other terpenes.

References

• 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.CS1 maint: Multiple names: authors list (link)

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