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

Synonym(s):(-)-beta-Pinene;(1S)-(−)-β-Pinene;(1S,5S)-2(10)-Pinene;(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane

CAS NO.：18172-67-3
Empirical Formula: C10H16
Molecular Weight: 136.23
MDL number: MFCD00001345
EINECS: 242-060-2
SAFETY DATA SHEET (SDS)
Update Date: 2025-01-27 09:38:02

What is (1S)-(1)-beta-Pinene?

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

The Uses of (1S)-(1)-beta-Pinene

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.

The Uses of (1S)-(1)-beta-Pinene

(-)-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.

What are the applications of Application

(?)-β-Pinene is a useful biochemical for proteomics research

Definition

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

Properties of (1S)-(1)-beta-Pinene

Melting point:	−61 °C(lit.)
Boiling point:	165-167 °C(lit.)
alpha	-18.5 º (c=neat 25 ºC)
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 Threshold	0.033ppm
optical activity	[α]25/D 22°, neat
Water Solubility	insoluble
Merck	14,7446
BRN	2038282
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 information for (1S)-(1)-beta-Pinene

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H226:Flammable liquids H304:Aspiration hazard H315:Skin corrosion/irritation H317:Sensitisation, Skin H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P331:Do NOT induce vomiting. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.