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

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)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H317May cause an allergic skin reaction

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P331Do NOT induce vomiting.

(1S)-(1)-beta-Pinene Chemical Properties,Usage,Production

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-HT_1A 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.