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402753

Sigma-Aldrich

(−)-β-Pinene

≥99%

Synonym(s):
(-)-beta-Pinene, (1S)-(−)-β-Pinene, (1S,5S)-2(10)-Pinene, (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
Beilstein:
2038282
EC Number:
MDL number:
eCl@ss:
39011007
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.7 (vs air)

Quality Level

vapor pressure

~2 mmHg ( 20 °C)

Assay

≥99%

form

liquid

optical activity

[α]25/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

[H][C@]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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This Item
W290315W290300112089
(−)-β-Pinene ≥99%

Sigma-Aldrich

402753

(−)-β-Pinene

(−)-β-Pinene natural, ≥97%, FG

Sigma-Aldrich

W290315

(−)-β-Pinene

(−)-β-Pinene ≥97%, FCC, FG

Sigma-Aldrich

W290300

(−)-β-Pinene

(−)-β-Pinene 99%

Sigma-Aldrich

112089

(−)-β-Pinene

form

liquid

form

-

form

-

form

-

refractive index

n20/D 1.478 (lit.)

refractive index

n20/D 1.478 (lit.)

refractive index

n20/D 1.478 (lit.)

refractive index

n20/D 1.478 (lit.)

bp

165-167 °C (lit.)

bp

165-167 °C (lit.)

bp

165-167 °C (lit.)

bp

165-167 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

density

0.866 g/mL at 25 °C

density

-

density

0.866 g/mL at 25 °C

density

0.859 g/mL at 25 °C

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.

Signal Word

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

102.2 °F

Flash Point(C)

39 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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25G
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Tetrahedron Letters, 30, 6653-6653 (1989)
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