(+/-)-LAVANDULOL

Chemical Properties

Colorless oily liquid. Sp.Gr. 0.88. B.P. 203℃. Very slightly soluble in water, soluble in alcohol and oils.

Uses

Lavandulol has found use in artificial Lavender oils, Lavandin, Bergamot, Clary Sage, etc. As a perfume material, it has not yet found much use, perhaps because of its price was always too high for its odor type, except in the case of the specific application in artificial essential oils.

Definition

ChEBI: Lavandulol is a monoterpenoid alcohol that is hepta-1-5-diene which is substituted at positions 2 and 6 by methyl groups and at position 3 by a hydroxymethyl group. It is commonly found in lavender oil. It has a role as a fragrance, a pheromone and a plant metabolite. It is a monoterpenoid and a primary alcohol.

Synthesis Reference(s)

Tetrahedron, 47, p. 9727, 1991 DOI: 10.1016/S0040-4020(01)80712-2
Tetrahedron Letters, 23, p. 933, 1982

Synthesis

Lavandulol can be synthesized by the following two methods: 1) from Isoprene hydrobromide plus Sodium iso-propylidene malonic ester via Lavandulic acid. 2) from Methylheptenone plus Formaldehyde in a Prins' reaction followed by a Methyl Grignard reaction or a pyrolysis.

Raw materials

Preparation Products