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Merck
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112089

Sigma-Aldrich

(−)-β-Pinene

99%

Sinónimos:

(-)-beta-Pinene, (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

Fórmula empírica (notación de Hill):
C10H16
Número de CAS:
18172-67-3
Peso molecular:
136.23
Beilstein/REAXYS Number:
2038282
EC Number:
242-060-2
MDL number:
MFCD00001345
UNSPSC Code:
12352212
eCl@ss:
39011007
PubChem Substance ID:
24847064
NACRES:
NA.22

vapor density

4.7 (vs air)

vapor pressure

~2 mmHg ( 20 °C)

assay

99%

optical activity

[α]20/D −21°, neat

refractive index

n20/D 1.478 (lit.)

bp

165-167 °C (lit.)

mp

−61 °C (lit.)

density

0.859 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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General description

(-)-β-Pinene belongs to the terpenes family and is used as a starting material or intermediate in organic synthesis.

Application

(-)-β-Pinene has been used as test compound to assess its fumigant toxicity against all life stages of confused flour beetle and Mediterranean flour moth, via single-dose test. It has been used as a standard during the determination of constituents of the essential oil of Achillea ligustica by gas chromatography-mass spectrometry. (-)-β-Pinene can be used as a starting material to synthesize (1R,2S,3R,5R)-3-amino-6,6-dimethyl-2-hydroxybicyclo[3.1.1]heptane and (+)-nopinone.

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

102.2 °F - closed cup

flash_point_c

39 °C - closed cup

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Fumigant toxicity of monoterpenoid compounds against the confused flour beetle, Tribolium confusum Jacquelin du Val.(Coleoptera: Tenebrionidae).
Saglam O and Ozder N.
Turkiye Entomoloji Dergisi (Turkish Journal of Entomology), 37(4) (2013)
Synthesis of (+)-Methyl Phaseate and Its Isomer from (-)-?-Pinene
Takahashi S, et al.
Agricultural and Biological Chemistry, 53(10), 2711-2718 (1989)
Chiral terpene auxiliaries. Part 1: Highly enantioselective reduction of ketones with borane catalyzed by an oxazaborolidine derived from (-)-?-pinene
Krzeminski MP and Wojtczak A
Tetrahedron Letters, 46(48), 8299-8302 (2005)
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)
Jean-Jacques Filippi et al.
Journal of agricultural and food chemistry, 54(17), 6308-6313 (2006-08-17)
The essential oil of Achillea ligustica from Corsica was investigated by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). A total of 82 compounds representing 94.0% of the oil were tentatively identified. The main constituents were the camphane derivatives, representing
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