Myrcenol
Myrcenol is an organic compound, specifically a terpenoid. It is most notable as one of the fragrant components of lavender oil.
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| IUPAC name
2-methyl-6-methyleneoct-7-en-2-ol | |
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3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.008.040 |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C10H18O | |
| Molar mass | 154.24 g/mol |
| Density | 0.85 g/cm3 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
It is also found in the hop plant (Humulus lupulus). E-Myrcenol acts also as a pheromone for bark beetles.[1]
Role in fragrance industry
Myrcenol is obtained synthetically from myrcene via hydroamination of the 1,3-diene followed by hydrolysis and Pd-catalysed removal of the amine. As a 1,3-diene, mycenol undergoes Diels-Alder reactions with several dienophiles such as acrolein to give cyclohexene derivatives that are also useful fragrances.[2]
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References
- E-Myrcenol in Ips duplicatus: An aggregation pheromone component new for bark beetles. Byers, J.A., Schlyter, F., Birgersson, G., & Francke, W. 1990 Experientia 46:1209-1211.
- Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi: 10.1002/14356007.a11_141
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