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(1S)-(1)-beta-Pinene

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(1S)-(1)-beta-Pinene Basic information

Product Name:
(1S)-(1)-beta-Pinene
Synonyms:
  • FEMA 2903
  • (1S)-(-)-BETA-PINENE 97+% FCC
  • (-)-Pinene, 99+% (97% EE/GLC)
  • Bicyclo3.1.1heptane, 6,6-dimethyl-2-methylene-, (1S,5S)-
  • (1s)-(-)-á-pinene
  • ALPHA,BETA-PINENE
  • Bicyclo[3.1.1]heptanie, 6,6-dimethyl-2-methylene-, (1S)-
  • (1S)-(-)-SS-PINENE
CAS:
18172-67-3
MF:
C10H16
MW:
136.23
EINECS:
242-060-2
Product Categories:
  • Industrial/Fine Chemicals
Mol File:
18172-67-3.mol
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(1S)-(1)-beta-Pinene Chemical Properties

Melting point:
−61 °C(lit.)
alpha 
-18.5 º (c=neat 25 ºC)
Boiling point:
165-167 °C(lit.)
Density 
0.866 g/mL at 25 °C
vapor density 
4.7 (vs air)
vapor pressure 
~2 mm Hg ( 20 °C)
refractive index 
n20/D 1.478
FEMA 
2903 | BETA-PINENE
Flash point:
91 °F
storage temp. 
2-8°C
solubility 
95% ethanol: soluble1ml/3ml, clear, colorless
form 
Liquid
color 
Clear colorless to pale yellow
Odor
at 10.00 % in dipropylene glycol. dry woody fresh pine hay green resinous
Odor Type
herbal
Odor Threshold
0.033ppm
optical activity
[α]25/D 22°, neat
Water Solubility 
insoluble
Merck 
14,7446
BRN 
2038282
LogP
4.4 at 25℃
CAS DataBase Reference
18172-67-3(CAS DataBase Reference)
NIST Chemistry Reference
Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S)-(18172-67-3)
EPA Substance Registry System
(-)-.beta.-Pinene (18172-67-3)
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Safety Information

Hazard Codes 
Xn,N,Xi
Risk Statements 
10-20/21/22-36/37/38-43-51-65-51/53-50
Safety Statements 
16-26-36/37-46-61-62
RIDADR 
UN 2319 3/PG 3
WGK Germany 
3
RTECS 
DT5077000
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29021910

MSDS

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(1S)-(1)-beta-Pinene Usage And Synthesis

Description

(–)-β-Pinene is a bicyclic monoterpene that has been found in various plants, including C. sativa, with diverse biological activities. It is lethal to S. littoralis third instar larvae (LD50 = 65 μg/larva). (–)-β-Pinene inhibits infectious bronchitis virus (IBV) replication (IC50 = 1.32 mM) and exhibits a cytotoxic concentration (CC50) value of greater than 10 mM in Vero cells. In vivo, (–)-β-pinene (100 mg/kg) decreases immobility time in the forced swim test in mice, an effect that can be reversed by the serotonin (5-HT) receptor subtype 5-HT1A antagonist WAY-100635 .

Chemical Properties

clear colorless to pale yellow liquid

Uses

It is a useful biochemical for proteomics research. It is also employed in the preparation of natural products, such as grandisol and robustadial. It is also applied as perfuming agent in cosmetics industry.

Uses

(-)-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.

Definition

ChEBI: (-)-beta-pinene is the (1S,5S)-enantiomer of beta-pinene. It is an enantiomer of a (+)-beta-pinene.

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