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Sigma-Aldrich

α-Pinene

98%

Synonym(s):

alpha-Pinene, (±)-2-Pinene, 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

autoignition temp.

491 °F

refractive index

n20/D 1.465 (lit.)

bp

155-156 °C (lit.)

density

0.858 g/mL at 25 °C (lit.)

SMILES string

[H][C@@]12CC=C(C)[C@@]([H])(C1)C2(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

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General description

α-Pinene is a chemical constituent of essential oil extracted from the stem of Canarium tramdenanum.
It reacts with ozone in the air to form oxygenated products that can further react to form secondary organic aerosols (SOA).

Application

α-Pinene was used as standard in headspace solid-phase microextraction-gas chromatographic analysis of volatile compounds in virgin olive oils. It was used in the synthesis of cesium-doped heteropolyacid having potential application in biodiesel synthesis.

Signal Word

Danger

Hazard Statements

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)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tran D Thang et al.
Natural product research, 28(7), 461-466 (2014-01-22)
The chemical constituents of essential oils from the leaf, stem bark and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam are being reported. The hydrodistilled oils were analysed for their chemical constituents by
Newly characterized products and composition of secondary aerosols from the reaction of ?-pinene with ozone.
Jang M and Kamens R M
Atmospheric Environment, 33(3), 459-474 (1999)
Aerosol formation from the reaction of ?-pinene and ozone using a gas-phase kinetics-aerosol partitioning model.
Kamens R, et al.
Environmental Science & Technology, 33(9), 1430-1438 (1999)
Structure-activity relations in Cs-doped heteropolyacid catalysts for biodiesel production.
Narasimharao K, et al.
J. Catal., 248(2), 226-234 (2007)
Lindsay Renbaum-Wolff et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(20), 8014-8019 (2013-04-27)
Particles composed of secondary organic material (SOM) are abundant in the lower troposphere. The viscosity of these particles is a fundamental property that is presently poorly quantified yet required for accurate modeling of their formation, growth, evaporation, and environmental impacts.

Protocols

Fast GC analysis of sweet orange essential oil in hexane. Key components identified includes: β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

Chromatograms

suitable for GCsuitable for GCsuitable for GC

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