Myrcenol

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

Myrcenol

Names
Preferred IUPAC name 2-Methyl-6-methylideneoct-7-en-2-ol
Identifiers
CAS Number	543-39-5 Y
3D model (JSmol)	Interactive image
ChemSpider	10510 N
ECHA InfoCard	100.008.040
PubChem CID	10975
UNII	X4XS5MYJ20 Y
CompTox Dashboard (EPA)	DTXSID5027192
InChI InChI=1S/C10H18O/c1-5-9(2)7-6-8-10(3,4)11/h5,11H,1-2,6-8H2,3-4H3 N Key: DUNCVNHORHNONW-UHFFFAOYSA-N N InChI=1/C10H18O/c1-5-9(2)7-6-8-10(3,4)11/h5,11H,1-2,6-8H2,3-4H3 Key: DUNCVNHORHNONW-UHFFFAOYAC
SMILES C=CC(=C)CCCC(C)(C)O
Properties
Chemical formula	C10H18O
Molar mass	154.253 g·mol−1
Density	0.85 g/cm3
Boiling point	217.64 °C (423.75 °F; 490.79 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

It is formed upon boiling hops (Humulus lupulus).^[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, myrcenol undergoes Diels–Alder reactions with several dienophiles, such as acrolein, to give cyclohexene derivatives that are also useful fragrances.^[2]