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alpha-Pinene

Product Name
alpha-Pinene
CAS No.
80-56-8
Chemical Name
alpha-Pinene
Synonyms
PINENE;2-Pinene;2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene;Pin-2(3)-ene;Terpene hydrocarbon;2,6,6-trimethyl-bicyclo[3.1.1]hept-2-en;α-pinene,2,6,6-trimethylbicyclo[3.1.1]hept-2-ene;cyclicdexadiene;c 500;PC500;a-PINEE
CBNumber
CB8209087
Molecular Formula
C10H16
Formula Weight
136.23
MOL File
80-56-8.mol
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alpha-Pinene Property

Melting point:
-55°C
Boiling point:
155-156 °C(lit.)
Density 
0.858 g/mL at 25 °C(lit.)
vapor pressure 
6.9hPa at 20℃
FEMA 
2902 | ALPHA-PINENE
refractive index 
n20/D 1.465(lit.)
Flash point:
90 °F
storage temp. 
2-8°C
solubility 
Soluble in ethanol;
form 
Liquid
color 
Clear colorless
Odor
at 10.00 % in dipropylene glycol. fresh camphor sweet pine earthy woody
Odor Type
herbal
Odor Threshold
0.018ppm
Water Solubility 
insoluble
Merck 
13,7527
JECFA Number
1329
Dielectric constant
2.7（20℃）
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents.
LogP
4.46 at 20℃
CAS DataBase Reference
80-56-8(CAS DataBase Reference)
NIST Chemistry Reference
«alpha»-Pinene(80-56-8)
EPA Substance Registry System
.alpha.-Pinene (80-56-8)
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Safety

Hazard Codes 
Xi,N,Xn,F
Risk Statements 
10-36/37/38-43-50-65-51/53-38-36/38-20
Safety Statements 
26-36/37-61-37/39-29-16-36/37/39-7/9-62
RIDADR 
UN 2368 3/PG 3
WGK Germany 
1
RTECS 
DT7000000
Autoignition Temperature
491 °F
HazardClass 
3.2
PackingGroup 
III
HS Code 
29021990
Hazardous Substances Data
80-56-8(Hazardous Substances Data)
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2427
Product name
D-Camphor Impurity A, a-pinene
Purity
certified reference material, pharmaceutical secondary standard
Packaging
100MG
Price
$534
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL89257
Product name
α-Pinene
Purity
phyproof? Reference Substance
Packaging
100MG
Price
$302
Updated
2024/03/01
Sigma-Aldrich
Product number
CRM40339
Product name
alpha-Pinene solution
Purity
certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging
1mL
Price
$122
Updated
2024/03/01
Sigma-Aldrich
Product number
147524
Product name
α-Pinene
Purity
98%
Packaging
1l
Price
$403
Updated
2024/03/01
Sigma-Aldrich
Product number
00040590
Product name
α-Pinene
Purity
primary reference standard
Packaging
100mg
Price
$441
Updated
2024/03/01
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alpha-Pinene Chemical Properties,Usage,Production

Description

Alpha-pinene is the major constituent of turpentine (about 80%). It exists as a levogyre form in European turpentines, and as a dextrogyre form in turpentines found in North America. Sensitization mainly occurs in painters, polishers and varnishers, and in those in the perfume and ceramics industry.

Chemical Properties

α-Pinene is the most widespread pinene isomer. (+)-α-Pinene, (1R,5R)-2,6,6-trimethylbicyclo[3.3.1]hept-2-ene, occurs, for example, in oil from Pinus palustris Mill., at a concentration up to 65%; oil from Pinus pinaster Soland and American oil from Pinus caribaea contain 70% and 70–80%, respectively, of the laevorotatory isomer, (?)-α-Pinene, (1S,5S)-2,6,6-trimethylbicyclo[3.3.1]hept-2-ene.
α-Pinene undergoes many reactions, of which the following are used in the fragrance industry: upon hydrogenation, α-pinene is converted to pinane, which has become an important starting material in the industrial processes used in the fragrance and flavor industry. α-Pinene can be isomerized to β-pinene with high selectivity for β-pinene formation. Hydration with simultaneous ring opening yields terpineol and cis-terpin hydrate. Pyrolysis of α-pinene yields a mixture of ocimene and alloocimene.
Pure α-pinene is obtained by distillation of turpentine oils. As a fragrance substance, it is used to improve the odor of industrial products.However, it is farmore important as a starting material in industrial syntheses, for example, terpineols, borneol, and camphor.

Chemical Properties

liquid with a turpentine odour

Chemical Properties

α-Pinene has a characteristic odor of pine. It is turpentine-like. The oxidized material has a resin-like odor.

Occurrence

The structure would account for the presence of four optically active and two optically inactive isomers; although only d-, l-, and dl-α-pinene are known, however; presence of one or more isomers has been reported in more than 400 essential oils; in the largest amounts it has been reported found in Achillea millefolium (d-), Artemisia tridentata (d-), Italian rosemary (l-), wild thyme (l-), French lavender (l-), coriander (d-, dl-), cumin (d, dl-), labdanum (l-), neroli (l-), lemon, Litsea cubeba (d-) and ylang-ylang (d-). It is also reported in over 200 natural products including apple, apricot, many citrus juices and peel oils, bilberry, cranberry, lingonberry, blackberry, currants, guava, raspberry, strawberry, orange, lime, grapefruit, mandarin, tangerine oils and juices, various spices, mint essential oils, carrot, celery, cooked potato, bell pepper, tomato, anise, cinnamon, cassia leaf, clove, cumin, ginger, Mentha oils, nutmeg, mace, pepper, parsley, thyme, Swiss and cheddar cheese, cream, fatty fish, fried chicken, beef fat, hop oil, rum, bourbon whiskey, tea, roasted filberts, pecans, oats, soybean, plum, mushroom, sweet and wild marjoram, starfruit, mango, tamarind, cardamom, coriander, gin, rice, litchi, calamus, dill, lovage, caraway seed, buckwheat, laurel, fennel, kiwifruit, myrtle leaf and berry, rosemary, buchu oil, Bourbon vanilla, Spanish and clary sage, nectarine, crayfish, clam, cape gooseberry, anise hyssop, angelica root oil, Roman and German chamomile oil, eucalyptus oil, bullock’s heart and mastic gum leaf and fruit oil.

Uses

Reference Standard in the analysis of herbal medicinal products

Uses

α-Pinene was used as standard in headspace solid-phase microextraction-gas chromatographic analysis of volatile compounds in virgin olive oils. It was used in the synthesis of cesium-doped heteropolyacid having potential application in biodiesel synthesis.

Preparation

From turpentine, by distillation.

Production Methods

α-Pinene occurs naturally in a variety of trees and shrubs, including more than 400 essential oils, and air concentrations near pine forests may reach 500–1200 mg/m3. Total U.S. emission of α-pinene from deciduous and coniferous forests amounts to 6.6 million tons annually. An estimated emission rate of α-pinene from natural sources to the atmosphere is 1.84×10 -10 g/cm3/s.

Definition

ChEBI: A pinene that is bicyclo[3.1.1]hept-2-ene substituted by methyl groups at positions 2, 6 and 6 respectively.

Aroma threshold values

Detection: 2.5 to 62 ppb. Aroma characteristics at 1.0%: terpy citrus and spicy, woody pine and turpentinelike with a slight cooling camphoraceous nutmeglike nuance, a fresh herbal lift and a tropical fruit top note.

Taste threshold values

Taste characteristics at 10 ppm: intense, woody, piney and terpy with camphoraceous and turpentine notes. It has herbal, spicy and slightly tropical mango nuances.

General Description

A clear colorless liquid with a turpentine odor. Flash point 91°F. Less dense than water and insoluble in water. Vapors are heavier than air. Used as a solvent.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

alpha-Pinene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release gaseous hydrogen.

Health Hazard

Harmful if swallowed, inhaled or absorbed through skin. High concentrations are extremely destructive to mucous membrane and upper respiratory tract, eyes and skin. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.

Fire Hazard

Special Hazards of Combustion Products: Vapor may travel considerable distance to source of ignition and flashback. Container explosion may occur during fire conditions. Forms explosive mixtures in air.

Contact allergens

Alpha-pinene is the major constituent of turpentine (about 80%). It exists in levogyre form in European turpentine and in dextrogyre form in turpentine found in North-Americans. Sensitization occurs mainly in painters, polishers, and varnishers, and in those in the perfume and in the ceramics industry.

Safety Profile

A deadly poison by inhalation. Moderately toxic by ingestion. An eye, mucous membrane, and severe human skin irritant. Flammable liquid. A dangerous fire hazard when exposed to heat, flame, or oxidizing materials. To fight fire, use foam, Co2, dry chemical. Explodes on contact with nitrosyl perchlorate.

Toxics Screening Level

The ITSL for α-pinene is 1120 μg/m3 based on an 8-hour averaging time.

alpha-Pinene Preparation Products And Raw materials

Raw materials

Turpentine oil

Preparation Products

Dihydromyrcenol (1S)-(-)-alpha-Pinene Camphene
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alpha-Pinene Suppliers

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View Lastest Price from alpha-Pinene manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
alpha-Pinene 80-56-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-07
Hebei Mujin Biotechnology Co.,Ltd
Product
alpha-Pinene 80-56-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-29
Shanghai Standard Technology Co., Ltd.
Product
α-Pinene 80-56-8
Price
US $0.00/ml
Min. Order
0.1ml
Purity
≥90%(HPLC)
Supply Ability
10 g
Release date
2019-09-27

80-56-8, alpha-PineneRelated Search:

Dicyclopentadiene Norandrostenedione Allyl methacrylate METHYLCYCLOPENTADIENE DIMER Diethylstilbestrol (-)-ALPHA-PINENE OXIDE,ALPHA-PINENE OXIDE DL-ALPHA-PINENE OXIDE,EPOXY ALPHA PINENE (+)-1-a-Pinene ALPHA-PINENE (1R)-(+)-ALPHA-PINENE (1R)-(-)-Nopol (1S)-(-)-alpha-Pinene Olibanum oil (1S)-(1)-beta-Pinene beta-Pinene Diisopinocampheylborane 5(6)-Carboxyfluorescein DL-ALPHA-PINENE OXIDE,EPOXY ALPHA PINENE,alpha-Pinene epoxide,alpha-Pinene oxyde

  • (±)-pin-2-ene
  • ,6,6-Trimethyl-bicyclo[3.1.1]hept-2-ene
  • 2,6,6-trimethylbicyclo-(3,1,1)-2-heptene
  • 2,6,6-Trimethylbicyclo(3.1.1)-2-hept-2-ene
  • 2,6,6-Trimethylbicyclo(3.1.1)-2-heptene
  • pin-2-ene
  • Terpene hydrocarbon
  • α-pin-2-ene
  • MOUNTING MEDIA
  • POLYMOUNT MOUNTING MEDIA
  • PERMANENT MOUNTING MEDIA
  • PERMOUNT
  • PERMOUNT MOUNTING MEDIA
  • alpha-Pinene, pract., 70%
  • α-pinene,2,6,6-trimethylbicyclo[3.1.1]hept-2-ene;cyclicdexadiene
  • PINANE, (1R)-(+)-cis(SG)
  • PINANE, (1R)-(+)-trans(SG)
  • PINANE, (1S)-(-)-trans(SG)
  • PINANE, (1S)-(-)-cis(SG)
  • 2,6,6-trimethyl-bicyclo(3.1.1)hept-2-en
  • 2,6,6-trimethylbicyclo[3,1,1]-2-heptene (alpha-pinene)
  • 2,6,6-trimethylbicyclo[3,1,1]-heptene (alpha-pinene)
  • 2,6,6-trimethyl-bicyclo[3.1.1]hept-2-en
  • 4,6,6-Trimethylbicyklo(3,1,1)hept-3-en
  • AciteneA
  • c 500
  • femanumber2902
  • PC500
  • alpha-Pinene(ACN)
  • 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
  • 2-Pinene
  • Pin-2(3)-ene
  • alpha-PINENE, NATURAL
  • a-Pinen (cf. terpene)
  • Alpha-pinene, 97%, stabilized with alpha- tocopherol
  • PINENE
  • (±)-2-Pinene, 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
  • 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene alpha-Pinene
  • alpha-Pinene, stabilized with alpha-Tocopherol
  • 2,6,6-Trimethylbicyclo[3.1.1]heptane-2-ene
  • Australene
  • Pina-2-ene
  • alpha-Pinene,70%,pract.
  • 2,6,6-Trimethylbicyclo[3,1,1]-2-hepte
  • alpha-Pinene, stabilized with alpha-Tocopherol, 97% 250GR
  • alpha-Pinene, stabilized with alpha-Tocopherol, 97% 5GR
  • alpha-Pinene solution
  • α-Pinene 80-56-8
  • JACS-80-56-8
  • 2-Pinene，(±)-2-Pinene, 2,6,6-Trimethylbicyclo[3.1.1]Hept-2-Ene, Alpha-Pinene
  • a-Pinene Solution
  • alpha-Pinene,98%
  • a-PINEE
  • α-Pinene 98%
  • 2H3]-α-Pinene
  • 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene (α-pinene)
  • Alpha Pinene Nat
  • (+/-)-alpha-Pinene