268070
(+)-α-Pinene
≥99%
Synonym(s):
(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (1R,5R)-2-Pinene
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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:
232-087-8
Beilstein/REAXYS Number:
2038653
MDL number:
Assay:
≥99%
Form:
liquid
Quality Level
assay
≥99%
form
liquid
optical activity
[α]21/D +50.7°, neat
optical purity
ee: 97% (GLC)
autoignition temp.
491 °F
refractive index
n20/D 1.465 (lit.)
bp
155-156 °C (lit.)
mp
−62 °C (lit.)
density
0.858 g/mL at 20 °C (lit.)
SMILES string
CC1=CC[C@@H]2C[C@H]1C2(C)C
InChI
1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1
InChI key
GRWFGVWFFZKLTI-RKDXNWHRSA-N
General description
(+)-α-Pinene is a monoterpenoid compound mainly found in Pinus species.
Application
(+)-α-Pinene may be used as precursors to prepare primary, secondary and tertiary γ-amino alcohols and 1,3-diamines, which can be used as chiral catalysts for the addition of diethylzinc to aromatic aldehydes, resulting in chiral 1-aryl-1-propanols with high enantioselectivity.
Employed in the preparation of chiral hydroboration reagents.
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
91.4 °F - closed cup
flash_point_c
33 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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The Journal of Organic Chemistry, 59, 2365-2365 (1994)
Aldrichimica Acta, 20, 24-24 (1987)
Enantioselective addition of diethylzinc to aldehydes catalyzed by ?-amino alcohols derived from (+)-and (-)-a-pinene.
Szakonyi Z, et al.
Tetrahedron Asymmetry, 17(2), 199-204 (2006)