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W290300

Sigma-Aldrich

(−)-β-Pinene

≥97%, FCC, FG

Synonym(s):

(1S)-(−)-β-Pinene, (1S,5S)-2(10)-Pinene, (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
FEMA Number:
2903
Beilstein/REAXYS Number:
2038282
EC Number:
Council of Europe no.:
2114
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
1.003
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 172.515
FDA 21 CFR 175.300
FDA 21 CFR 175.320

vapor density

4.7 (vs air)

vapor pressure

~2 mmHg ( 20 °C)

assay

≥97%

optical activity

[α]20/D -30 to -15°, neat

refractive index

n20/D 1.478 (lit.)

bp

165-167 °C (lit.)

mp

−61 °C (lit.)

solubility

95% ethanol: soluble 1ml/3ml, clear, colorless

density

0.866 g/mL at 25 °C

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

herbaceous; woody; pine

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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Related Categories

General description

β-pinene is a volatile monoterepenoid and is the key ingredient of the essential oil isolated from Cedronella canariensis. It is also the main component of the essential oils of resins of Pinus brutia and Pinus pinea.

Application


  • Potential use of pinenes to improve localized insecticide injections targeting the western drywood termite (Blattodea: Kalotermitidae).: This research investigates the use of (−)-β-Pinene as a potential enhancer for insecticide treatments against termites, suggesting improvements in pest control strategies (Poulos et al., 2024).

signalword

Danger

Hazard Classifications

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

wgk_germany

WGK 3

flash_point_f

102.2 °F

flash_point_c

39 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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(−)-β-Pinene analytical standard

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(−)-α-Pinene

Zeynep Ulukanli et al.
Chinese journal of natural medicines, 12(12), 901-910 (2015-01-06)
Essential oils of the resins of Pinus brutia and Pinus pinea were evaluated for their biological potential. Essential oils were characterized using GC-MS and GC/FID. in vitro antimicrobial, phytotoxic, antioxidant, and insecticidal activities were carried out using the direct contact
Aerosol formation in the photooxidation of isoprene and β-pinene.
Pandis SN, et al.
Atmos. Environ., Part A, 25(5), 997-1008 (1991)
Hydroboration of Terpenes. II. The Hydroboration of α-and β-Pinene-The Absolute Configuration of the Dialkylborane from the Hydroboration of α-Pinene.
Zweifel G and Brown HC.
Journal of the American Chemical Society, 86(3), 393-397 (1964)
Emily H Kuhns et al.
Journal of chemical ecology, 40(4), 355-362 (2014-04-23)
The redbay ambrosia beetle, Xyleborus glabratus, is an invasive wood-boring beetle that has become established in the southeastern United States. The beetle transmits the causal pathogen of lethal laurel wilt to susceptible host trees, which include redbay, an important forest
Reversible in situ acid formation for ?-pinene hydrolysis using CO 2 expanded liquid and hot water.
Chamblee TS, et al.
Green Chemistry, 6(8), 382-386 (2004)

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