Lavandulol

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Structural formula
Structural formula of both enantiomers of the terpene lavandulol
( R ) -Lavandulol (top) and ( S ) -Lavandulol (bottom)
General
Surname Lavandulol
other names
  • (±) -2-Isopropenyl-5-methyl-4-hexen-1-ol
  • ( RS ) -2-Isopropenyl-5-methyl-4-hexen-1-ol
  • ( R ) -2-Isopropenyl-5-methyl-4-hexen-1-ol
  • ( S ) -2-Isopropenyl-5-methyl-4-hexen-1-ol
Molecular formula C 10 H 18 O
Brief description

colorless liquid

External identifiers / databases
CAS number 58461-27-1
EC number 261-264-2
ECHA InfoCard 100.055.676
PubChem 94060
ChemSpider 84888
Wikidata Q616128
properties
Molar mass 154.25 g · mol -1
Physical state

liquid

density

0.878 g cm −3

Refractive index

1.47 (20 ° C)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Lavandulol is the common name of the acyclic compound (±) -2-isopropenyl-5-methyl-4-hexen-1-ol.

Occurrence

Real lavender

Lavandulol is a terpene found in lavender oil .

properties

Lavandulol is chiral . Thus there are the stereoisomers ( R ) -Lavandulol and ( S ) -Lavandulol. ( R ) -Lavandulol has a faint floral herbal smell with a lime-like, fresh lemon-fruit nuance. ( S ) -Lavandulol, on the other hand, has a very weak taste. Both are clear liquids.

use

( R ) - and ( S ) -Lavandulol and their esters are important components in the perfume industry and have recently gained significance in pheromone research . Lavandulol has also been identified as a reproductive pheromone in mealybugs .

Individual evidence

  1. a b Hiroyuki Sakauchi, Hiromasa Kiyota, Shin-ya Takigawa, Takayuki Oritani, Shigefumi Kuwahara: Enzymatic Resolution and Odor Description of Both Enantiomers of Lavandulol, a Fragrance of Lavender Oil . Chemistry & Biodiversity, 2 (9), 1183–1186, 2005. doi : 10.1002 / cbdv.200590088 (quoted from leffingwell.com )
  2. a b c Data sheet (±) -Lavandulol from Sigma-Aldrich , accessed on May 29, 2011 ( PDF ).