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147524

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
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Quality Level

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[1].
It reacts with ozone in the air to form oxygenated products that can further react to form secondary organic aerosols (SOA).[2][3]

Application

α-Pinene was used as standard in headspace solid-phase microextraction-gas chromatographic analysis of volatile compounds in virgin olive oils[4]. It was used in the synthesis of cesium-doped heteropolyacid having potential application in biodiesel synthesis[5].

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

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Certificates of Analysis (COA)

Lot/Batch Number

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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)
Jeremy D Allison et al.
Environmental entomology, 41(6), 1587-1596 (2013-01-17)
In recent years, several attractant pheromones have been identified for cerambycid beetles, including 2-(undecyloxy)-ethanol (hereafter monochamol) for Monochamus galloprovincialis (Olivier), M. alternatus Hope, and M. scutellatus (Say). This study screened eight known cerambycid pheromones or their analogues (including monochamol) as
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

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

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What enantiomer is this?

    1 answer
    1. This product is a racemic mixture comprised of both enantiomers.

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