80613
(−)-trans-Pinocarveol
≥96.0% (sum of enantiomers, GC)
Synonym(s):
(1S,3R,5S)-2(10)-Pinen-3-ol, (1S,3R,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
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About This Item
Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-927-4
Beilstein/REAXYS Number:
5730571
MDL number:
InChI key
LCYXQUJDODZYIJ-DJLDLDEBSA-N
InChI
1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m0/s1
SMILES string
CC1(C)[C@@H]2C[C@@H](O)C(=C)[C@H]1C2
assay
≥96.0% (sum of enantiomers, GC)
form
liquid
optical activity
[α]20/D −72±3°, neat
color
opaque white
refractive index
n20/D 1.500
density
0.979 g/mL at 20 °C (lit.)
General description
(-)-trans-Pinocarveol is an allyl alcohol. It is formed during the allylic oxidation of β-pinene using hydrogen peroxide-selenium dioxide or from the isomerization of α-pinene oxide over zirconium oxide.
Other Notes
Volatile component of essential oils occurring in many plants. Starting material for highly pure (-)-nopinone
Storage Class
12 - Non Combustible Liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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P. Lavalee et al.
The Journal of Organic Chemistry, 51, 1362-1362 (1986)
Isomerization of a-pinene oxide over solid acids and bases.
Arata K and Tanabe K.
Chemistry Letters (Jpn), 8(8), 1017-1018 (1979)
Allylic Oxidation with Hydrogen Peroxide-Selenium Dioxide: trans-Pinocarveol.
Coxon JM, et al.
Organic Syntheses, 25-25 (1977)
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