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Merck
CN

402753

(−)-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

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About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
18172-67-3
Molecular Weight:
136.23
NACRES:
NA.22
PubChem Substance ID:
24865115
eCl@ss:
39011007
UNSPSC Code:
12352212
EC Number:
242-060-2
MDL number:
MFCD00001345
Beilstein/REAXYS Number:
2038282

Key Documents

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Product Name

(−)-β-Pinene, ≥99%

InChI key

WTARULDDTDQWMU-IUCAKERBSA-N

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

SMILES string

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

vapor density

4.7 (vs air)

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

Quality Level

100

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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.

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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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ4773
SHBN1802
SHBL4186
SHBJ2246
55396MKV

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Tetrahedron Letters, 30, 6653-6653 (1989)
Reduction of Legionella spp. in water and in soil by a citrus plant extract vapor.
Laird K, et al.
Applied and Environmental Microbiology, 80(19), 6031-6036 (2014)
Jiyoon Yang et al.
Biomolecules, 11(6) (2021-06-03)
In a previous study, we demonstrated the anti-inflammatory activity of the essential oil extracted from Korean pine (Pinus koraiensis, Sieb. et Zucc.) wood. This study aims to investigate the active anti-inflammatory constituents of P. koraiensis oil. The essential oil was
Adalberto Alves Pereira Filho et al.
Frontiers in plant science, 12, 685864-685864 (2021-06-22)
The continuous and indiscriminate use of insecticides has been responsible for the emergence of insecticide resistant vector insect populations, especially in Aedes aegypti. Thus, it is urgent to find natural insecticide compounds with novel mode of action for vector control.
Katie Laird et al.
Applied and environmental microbiology, 80(19), 6031-6036 (2014-07-27)
Legionnaires' disease is a severe form of pneumonia caused by Legionella spp., organisms often isolated from environmental sources, including soil and water. Legionella spp. are capable of replicating intracellularly within free-living protozoa, and once this has occurred, Legionella is particularly
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Protocols

GC Analysis of Sweet Orange Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µm), Fast GC Analysis

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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