402753

Sigma-Aldrich

(−)-β-Pinene

≥99%

Synonym(s):
(1S,5S)-2(10)-Pinene, (1S,5S)-6,6-Dimethyl-2-methylenebicyclo3.1.1heptane, (-)-beta-Pinene, (1S)-(−)-β-Pinene
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein/REAXYS Number:
2038282
EC Number:
MDL number:
eCl@ss:
39011007
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

vapor density

4.7 (vs air)

vapor pressure

~2 mmHg ( 20 °C)

assay

≥99%

optical activity

α25/D −22°, neat

optical purity

ee: 97% (GLC)

refractive index

n20/D 1.478 (lit.)

bp

165-167 °C (lit.)

mp

−61 °C (lit.)

density

0.866 g/mL at 25 °C

SMILES string

HC@12CCC(=C)C@(H)(C1)C2(C)C

InChI

1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1

InChI key

WTARULDDTDQWMU-IUCAKERBSA-N

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Application

(-)-β-Pinene has been used as a standard for the analysis of terpenoid compounds in plant essential oils by GC analysis. It may be used as a building block to synthesize natural products such as grandisol, robustadial and (+)-nopinone. (-)-β-Pinene undergoes hydroformylation in the presence of platinum/tin catalysts to form trans-10-formylpinane.

Packaging

1, 10 g in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn,N

Risk Statement

10-20/21/22-36/37/38-43-51-65

Safety Statement

16-26-36/37-46-61-62

RIDADR

UN 2319 3 / PGIII

WGK Germany

WGK 3

Flash Point(F)

102.2 °F

Flash Point(C)

39 °C

Tetrahedron Letters, 30, 6653-6653 (1989)
Platinum/tin catalyzed hydroformylation of naturally occurring monoterpenes
Gusevskaya EV, et al
J. Mol. Catal. A: Chem., 152(1), 15-24 (2000)
Reduction of Legionella spp. in water and in soil by a citrus plant extract vapor.
Laird K, et al.
Applied and Environmental Microbiology, 80(19), 6031-6036 (2014)
Dual stereoselectivity in the dialkylzinc reaction using (-)-?-pinene derived amino alcohol chiral auxiliaries
Binder CM, et al
The Journal of Organic Chemistry, 74(6), 2337-2343 (2009)
Aldrichimica Acta, 13, 13-13 (1980)
Protocols
-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene
Read More

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