Myrcenol

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Myrcenol
Myrcenol.svg
Names
IUPAC name
2-methyl-6-methyleneoct-7-en-2-ol
Identifiers
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.008.040
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

Myrcenol is an organic compound, specifically a terpenoid. It is most notable as one of the fragrant components of lavender oil.

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[edit]

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-dienes, mycenol undergoes Diels-Alder reactions with several dienophiles such as acrolein to give cyclohexene derivatives that are also useful fragrances.[2]

References[edit]

  1. ^ 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.
  2. ^ 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