77429
(R)-(−)-α-Phellandrene
≥95.0% (sum of enantiomers, GC)
Synonym(s):
(R)-(-)-alpha-Phellandrene, (−)-p-Mentha-1,5-diene, (R)-5-Isopropyl-2-methyl-1,3-cyclohexadiene
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About This Item
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
224-167-6
Beilstein/REAXYS Number:
2497824
MDL number:
Assay:
≥95.0% (sum of enantiomers, GC)
Form:
liquid
Quality Level
assay
≥95.0% (sum of enantiomers, GC)
form
liquid
optical activity
[α]20/D −225±5°, c = 10% in diethyl ether
bp
171-174 °C (lit.)
density
0.844 g/mL at 20 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(C)[C@H]1CC=C(C)C=C1
InChI
1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1
InChI key
OGLDWXZKYODSOB-SNVBAGLBSA-N
General description
(R)-(-)-α-Phellandrene is a monoterpene derivative.
Application
(R)-(-)-α-Phellandrene undergoes [4+2] cycloaddition with 2-naphthyl acetylenecarboxylate to form a chiral diene, which can act as a ligand for the rhodium-catalyzed asymmetric addition reactions. It may be used to synthesize (1S,5R)-5-(1-methylethyl)-2-methylidene-3-cyclohexen-1-yl hydroperoxide, which on reduction forms trans-yabunikkeol.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Sens. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
113.0 °F - closed cup
flash_point_c
45 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Chiral diene ligands for asymmetric catalysis.
Hayashi T.
Aldrichimica Acta, 42(2), 31-38 (2009)
Intrazeolite photo-oxygenation of (R)-(-)-a-phellandrene.
Stratakis M and Sofikiti N.
J. Chem. Res. (M), 2002(8), 374-375 (2002)
S Foss et al.
Systematic and applied microbiology, 21(2), 237-244 (1998-08-15)
Four pseudomonad strains 51Men, 54Pin, 62Car and 65Phen were recently isolated on the monoterpenes (+)-menthene, alpha-pinene, 2-carene and alpha-phellandrene as sole carbon source and nitrate as electron acceptor. These bacteria were characterised. The motile, mesophilic, Gram-negative rods had a strictly
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 77429-5ML | 04061832931296 |
| 77429-1ML | 04061832931203 |