Cyclohexylmethanol
 | |
| Names | |
|---|---|
| Preferred IUPAC name
Cyclohexylmethanol | |
| Other names
Cyclohexanemethanol | |
| Identifiers | |
| 100-49-2 | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 7226 |
| ECHA InfoCard | 100.002.598 |
| PubChem | 7507 |
| |
| |
| Properties | |
| C7H14O | |
| Molar mass | 114,19 g·mol−1 |
| Appearance | colorless liquid with a smell of alcohol[1] |
| Density | 0,9339 g·cm−3[2] |
| Melting point | 19 °C[1] |
| Boiling point | 187-188 °C[3] |
| small in water[4] | |
| Hazards | |
| Flash point | 71 °C.[1] |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Cyclohexylmethanol is an organic compound with the formula C6H11CH2OH. It is a cyclohexane ring functionalized with an alcohol, specifically a hydroxymethyl group. The compound is a colorless liquid, although commercial samples can appear yellow.
Production
Cyclohexylmethanol can be produced in two step starting with the hydroformylation of cyclohexene. This process also give cyclohexane, resulting from hydrogenation. The resulting cyclohexanecarboxaldehyde is then hydrogenated to give the alcohol.[5][6]
References
- 1 2 3 Record of Cyclohexylmethanol in the GESTIS Substance Database of the IFA, accessed on 4. October 2014
- ↑ Vinzenz Prey, Jürgen Bartsch: Dipolmessungen an Pyranose- und Furanose-Modellsubstanzen. In: Justus Liebigs Annalen der Chemie. 712, 1968, S. 201–207, doi:10.1002/jlac.19687120124.
- ↑ Bruce Rickborn, Stanley E. Wood: Cleavage of cyclopropanes by diborane. In: Journal of the American Chemical Society. 93, 1971, S. 3940–3946, doi:10.1021/ja00745a021.
- ↑ Paul Ruelle, Ulrich W. Kesselring: The hydrophobic propensity of water toward amphiprotic solutes: Predicton and molecular origin of the aqueous solubility of aliphatic alcohols. In: Journal of Pharmaceutical Sciences. 86, 1997, S. 179–186, doi:10.1021/js9603109.
- ↑ EP patent 2000453, TOMINAGA KENICHI, "METHOD FOR PRODUCING ALCOHOL BY USING CARBON DIOXIDE AS RAW MATERIAL", published 2008-12-10
- ↑ Feng, Jinhai; Garland, Marc "The Unmodified Homogeneous Rhodium-Catalyzed Hydroformylation of Cyclohexene and the Search for Monometallic Catalytic Binuclear Elimination" Organometallics 1999, volume 18, 1542-1546. doi:10.1021/om980531k
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