Sobrerol
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| Other names | trans-p-Menth-6-ene-2,8-diol; trans-sobrerol |
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| ECHA InfoCard | 100.050.692  |
| Chemical and physical data | |
| Formula | C10H18O2 |
| Molar mass | 170.252 g·mol−1 |
| 3D model (JSmol) | |
| Melting point | 130–132 °C (266–270 °F) |
| Boiling point | 270–271 °C (518–520 °F) |
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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 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
- 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.
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