alpha-Pinene supplier | CasNO.80-56-8

Name
alpha-Pinene
EINECS 201-291-9
CAS No. 80-56-8
Article Data84
CAS DataBase
Density 0.879 g/cm³
Solubility insoluble in water
Melting Point - 55°C
Formula C₁₀H₁₆
Boiling Point 157.883 °C at 760 mmHg
Molecular Weight 136.237
Flash Point 32.222 °C
Transport Information UN 2368 3/PG 3
Appearance liquid with a turpentine odour
Safety 16-26-29-37/39-61
Risk Codes 10-36/37/38-51/53-65
Molecular Structure
Hazard Symbols Xn; N
Synonyms 2,6,6-Trimethylbicyclo(3.1.1)-2-hept-2-ene;2-Pinene;DL-Pin-2(3)-ene;2,6,6-trimethylbicyclo[3.1.1]hept-2-ene;
PSA 0.00000
LogP 2.99870

Synthetic route

: 422567-10-0
dithiocarbonic acid S-methyl ester-O-pinan-3-yl ester

A: 74-93-1
methylthiol

B: 463-58-1
carbon oxide sulfide

: 80-56-8
rac-α-pinene

Conditions

Conditions	Yield
at 170 - 190℃; pinocamphylxanthogenic acid methyl ester from inactive pinocampheol;

...Expand

: 177698-19-0
Beta-pinene

: 65-85-0
benzoic acid

: 80-56-8
rac-α-pinene

Conditions

Conditions	Yield
at 125 - 130℃; levorotatory form;
at 125 - 130℃; levorotatory form;

: 127-91-3
(1R,5R)-(+)-β-pinene

A: 99-86-5
1-methyl-4-isopropyl-1,3-cyclohexadiene

B: 99-87-6
4-methylisopropylbenzene

C: 99-85-4
crithmene

: 565-00-4
dl-camphene

: 80-56-8
rac-α-pinene

Conditions

Conditions	Yield
With pyridine; hydrogen; platinum-alumina(0.6 percentPt) at 300℃; for 0.79h; Product distribution; effects of partial pressures of N2, H2, pyridine;

...Expand

: 127-91-3
(1R,5R)-(+)-β-pinene

A: 99-86-5
1-methyl-4-isopropyl-1,3-cyclohexadiene

B: 99-87-6
4-methylisopropylbenzene

: 80-56-8
rac-α-pinene

Conditions

Conditions	Yield
With hydrogen; platinum-alumina(0.6 percent Pt) at 300℃; Yield given;

...Expand

: 177698-19-0
Beta-pinene

: 69-72-7
salicylic acid

: 80-56-8
rac-α-pinene

B: 138-86-3
limonene.

C bornyl ester: bornyl ester

D terpinene: terpinene

Conditions

Conditions	Yield
at 160℃; levorotatory form;

...Expand

: 79-92-5
camphene

: 10028-15-6
ozone

: 80-56-8
rac-α-pinene

Conditions

Conditions	Yield
dl-camphene;

hydrazone of (+)-pinocamphone: hydrazone of (+)-pinocamphone

A: 24031-99-0
(-)-trans-δ-pinene

: 80-56-8
rac-α-pinene

Conditions

Conditions	Yield
With ethanol; mercury(II) oxide

: 177698-19-0
Beta-pinene

: 201230-82-2
carbon monoxide

: 80-56-8
rac-α-pinene

B: 60113-43-1
(+)-3-formylpinane

: 473-55-2, 4755-33-3, 4795-86-2, 4863-59-6, 6876-13-7, 10281-53-5, 33626-25-4, 112456-46-9, 112456-47-0
trans-pinane

: trans-10-formylpinane

Conditions

Conditions	Yield
With hydrogen; di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I) In benzene at 120℃; under 67505.4 Torr; for 4h;

...Expand

: 177698-19-0
Beta-pinene

: 201230-82-2
carbon monoxide

: 80-56-8
rac-α-pinene

: 473-55-2, 4755-33-3, 4795-86-2, 4863-59-6, 6876-13-7, 10281-53-5, 33626-25-4, 112456-46-9, 112456-47-0
trans-pinane

: cis-10-formylpinane

: trans-10-formylpinane

Conditions

Conditions	Yield
With hydrogen; di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I) In benzene at 100℃; under 67505.4 Torr; for 4h; Product distribution; Further Variations:; Reagents; Temperatures;
With hydrogen; 1,2-bis-(diphenylphosphino)ethane; di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I) In benzene at 100℃; under 67505.4 Torr; for 4h;

...Expand

: 177698-19-0
Beta-pinene

: 98-86-2
acetophenone

: 80-56-8
rac-α-pinene

: 473-55-2, 4755-33-3, 4795-86-2, 4863-59-6, 6876-13-7, 10281-53-5, 33626-25-4, 112456-46-9, 112456-47-0
trans-pinane

: cis-10-formylpinane

: trans-10-formylpinane

Conditions

Conditions	Yield
di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I) In benzene-d6 at 100℃; under 67505.4 Torr; for 4h;

...Expand

: 201230-82-2
carbon monoxide

: 127-91-3
(1R/S,5R/S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane

: 80-56-8
rac-α-pinene

: cis-10-formylpinane

: trans-10-formylpinane

Conditions

Conditions	Yield
With hydrogen; [rhodium(I)(1,5-cyclooctadiene)(2,2'-bipyridine)](BF4) In dichloromethane at 80℃; under 60004.8 Torr; for 24h; Title compound not separated from byproducts;	A 39 % Chromat. B 5 % Chromat. C 46 % Chromat.
With hydrogen; [Rh(COD)(4,4'-dimethoxy-2,2'-bipyridine)]BF4 In dichloromethane at 80℃; under 60004.8 Torr; for 24h; Title compound not separated from byproducts;	A 45 % Chromat. B 6 % Chromat. C 43 % Chromat.
With hydrogen; [Rh(COD)(4,4'-dinitro-2,2'-bipyridine)]BF4 In dichloromethane at 80℃; under 60004.8 Torr; for 24h; Title compound not separated from byproducts;	A 50 % Chromat. B 5 % Chromat. C 39 % Chromat.

...Expand

: 80-56-8
rac-α-pinene

: 1686-14-2, 14575-92-9, 19894-99-6, 32162-27-9, 38301-46-1, 94063-22-6, 95044-43-2
2α,3α-epoxypinane

Conditions

Conditions	Yield
With sodium hypochlorite; manganese(II) 5,10,15,20-tetraphenylporphyrinate; 1-hexylimidazole In dichloromethane; water at 0℃; for 0.333333h; Product distribution; pH=9.5; further olefines, also in presence of methyl trioctyl ammonium chloride; selectivity;	99%
With sodium hypochlorite; Mn-TDClPP; Aliquat 336; 1-hexylimidazole In ethanol; water at 0℃; for 0.333333h; pH=9.5;	99%
With sodium hydrogencarbonate In dichloromethane at 5℃; for 1h;	85%

: 80-56-8
rac-α-pinene

: 22466-73-5
(1S,2S,3S)-pinane-2,3-diol

Conditions

Conditions	Yield
With pyridine; trimethylamine-N-oxide; osmium(VIII) oxide In water; tert-butyl alcohol for 17h; Heating;	93%

: 60805-71-2
phenylselenyl benzenesulfonate

: 80-56-8
rac-α-pinene

: phenyl (1RS,2RS,3RS,5SR)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl selenide

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: phenylselenyl benzenesulfonate With di-tert-butyl peroxide at 140℃; for 0.25h; Microwave irradiation;	93%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 80-56-8
rac-α-pinene

: phenyl (1RS,2RS,3RS,5SR)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl sulfide

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: S-Phenyl benzenethiosulfonate With di-tert-butyl peroxide at 140℃; for 0.25h; Microwave irradiation;	92%

: 80-56-8
rac-α-pinene

: (1RS,2RS,3RS,5SR)-3-bromomethyl-2,6,6-trimethylbicyclo[3.1.1]heptane

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: With di-tert-butoxydiazene; benzenesulfonyl bromide In methanol; dichloromethane Reflux;	90%

: 80-56-8
rac-α-pinene

: 80-57-9, 1196-01-6, 5480-12-6, 18309-32-5
(+/-)-2,6,6-trimethylbicyclo[3.1.1]hept-2-en-4-one

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; cobalt(II) ethyl phosphonate In acetonitrile at 50℃; for 48h;	88%

: 80-56-8
rac-α-pinene

: (1RS,2RS,3RS,5SR)-3-iodomethyl-2,6,6-trimethylbicyclo[3.1.1]heptane

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: With p-toluenesulfonyl iodide; oxygen In dichloromethane; tert-butyl alcohol at 0℃; for 1.5h;	87%

: 16601-01-7
benzenethiosulfonic acid S-benzyl ester

: 80-56-8
rac-α-pinene

: (1RS,2RS,3RS,5SR)-3-benzylsulfanyl-2,6,6-trimethylbicyclo[3.1.1]heptane

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: benzenethiosulfonic acid S-benzyl ester With di-tert-butoxydiazene In methanol; dichloromethane Reflux;	84%

: 80-56-8
rac-α-pinene

: (1RS,2RS,3RS,5SR)-3-chloromethyl-2,6,6-trimethylbicyclo[3.1.1]heptane

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: With di-tert-butoxydiazene; benzenesulfonyl chloride In methanol; dichloromethane Reflux;	83%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 80-56-8
rac-α-pinene

: phenyl (1RS,2RS,3RS,5SR)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl sulfide

Conditions

Conditions	Yield
Stage #1: rac-α-pinene With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole In dichloromethane for 5h; Inert atmosphere; Reflux; Stage #2: S-Phenyl benzenethiosulfonate With di-tert-butoxydiazene In methanol; dichloromethane Reflux;	81%

: 80-56-8
rac-α-pinene

: 538342-26-6
7-nitro-3-methoxycarbonyl-4H-1,2-benzoxazine

: C17H21NO3

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	78%

: 1000847-61-9
5-trifluoromethyl-3-methoxycarbonyl-4H-1,2-benzoxazine

: 80-56-8
rac-α-pinene

: C18H21F3O

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	72%

: 80-56-8
rac-α-pinene

: 51152-11-5
(1R*,2R*,3R*,5S*)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate; titanium tetrachloride In 1,2-dimethoxyethane Ambient temperature;	71%
With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; acetic acid 1) THF, r.t., 12 h; Yield given. Multistep reaction;

: 932399-74-1
8-nitro-3-methoxycarbonyl-4H-1,2-benzoxazine

: 80-56-8
rac-α-pinene

: C17H21NO3

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	70%

: 67-66-3
chloroform

: 80-56-8
rac-α-pinene

: 18675-44-0, 32549-14-7, 33059-79-9, 49752-36-5
3,3-dichloro 2,7,7-trimethyl tricyclo<4.1.1.02,4>octane

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate at 0℃; for 0.75h;	60%

: 80-56-8
rac-α-pinene

: 538342-18-6
7-bromo-3-methoxycarbonyl-4H-1,2-benzoxazine

: C17H21BrO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	56%

: 80-56-8
rac-α-pinene

: 108-24-7
acetic anhydride

: 17177-64-9, 68754-15-4, 109845-98-9, 124434-99-7, 148040-86-2
(+/-)-trans-sobrenol diacetate

Conditions

Conditions	Yield
With sodium perchlorate; sodium acetate In acetic acid at 20℃; electrochemically - Pt electrodes; 2.0 A/dm2;	55%

: 80-56-8
rac-α-pinene

: 538342-24-4
7-trifluoromethyl-3-methoxycarbonyl-4H-1,2-benzoxazine

: C18H21F3O

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	52%

: C12H11NO5

: 80-56-8
rac-α-pinene

: C19H24O3

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	51%

: 80-56-8
rac-α-pinene

: 538342-22-2
3,7-dimethoxycarbonyl-4H-1,2-benzoxazine

: C19H24O3

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	48%

: C10H8BrNO3

: 80-56-8
rac-α-pinene

: C17H21BrO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	48%

: 80-56-8
rac-α-pinene

: 538342-25-5
7-cyano-3-methoxycarbonyl-4H-1,2-benzoxazine

: C18H21NO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	44%

: 80-56-8
rac-α-pinene

: 538342-19-7
6-chloro-3-methoxycarbonyl-4H-1,2-benzoxazine

: C17H21ClO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	43%

: 80-56-8
rac-α-pinene

: 538342-17-5
7-chloro-3-methoxycarbonyl-4H-1,2-benzoxazine

: C17H21ClO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	42%

: C10H8FNO3

: 80-56-8
rac-α-pinene

: C17H21FO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	38%

: 4233-33-4
4-Phenyl-1,2,4-triazolidine-3,5-dione

: 80-56-8
rac-α-pinene

A: 82934-23-4
7,8,8-Trimethyl-N-phenyl-4,5-diazatricyclo<4.2.1.03,7>nonan-4,5-dicarboximide

: 82934-22-3
1-(6,6-Dimethyl-2-methylenbicyclo<3.1.1>hept-3-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione

Conditions

Conditions	Yield
In dichloromethane for 24h; Mechanism; Ambient temperature; protection from light;	A 14% B 37%
In dichloromethane for 24h; Ambient temperature; protection from light;	A 14% B 37%

...Expand

: 932399-72-9
7-fluoro-3-methoxycarbonyl-4H-1,2-benzoxazine

: 80-56-8
rac-α-pinene

: C17H21FO

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	32%

: 80-56-8
rac-α-pinene

: 538342-16-4
3-methoxycarbonyl-4H-1,2-benzoxazine

: C17H22O

Conditions

Conditions	Yield
In toluene at 150℃; for 6h; Diels-Alder reaction;	28%

: 123-91-1
1,4-dioxane

: 80-56-8
rac-α-pinene

: 98-11-3
benzenesulfonic acid

: 98-55-5
terpineol

Conditions

Conditions	Yield
at 40℃;

...Expand

: 594-36-5
2-methyl-2-butylchloride

: 80-56-8
rac-α-pinene

: 464-41-5, 559-45-5, 6120-13-4, 27720-69-0, 30462-53-4, 33602-15-2, 73804-39-4, 91547-96-5
2-endo-chloro-bornane

Conditions

Conditions	Yield
at 160℃;

alpha-Pinene Consensus Reports

Reported in EPA TSCA Inventory.

alpha-Pinene Standards and Recommendations

DOT Classification: 3; Label: Flammable Liquid
ACGIH TLV: TWA 20 ppm (sensitizer); Not Classifiable as a Human Carcinogen

alpha-Pinene Specification

The 2-Pinene, with the CAS registry number 80-56-8 and EINECS registry number 201-291-9, has the systematic name of 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene. And the molecular formula of this chemical is C₁₀H₁₆. It is a kind of liquid with a turpentine odour, and belongs to the following product categories: Alkenes; Cyclic; Organic Building Blocks.

The 2-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is an alkene and it contains a reactive four-membered ring. It is found the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis).

The physical properties of 2-Pinene are as following: (1)ACD/LogP: 4.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.321; (4)ACD/LogD (pH 7.4): 4.321; (5)ACD/BCF (pH 5.5): 1131.583; (6)ACD/BCF (pH 7.4): 1131.583; (7)ACD/KOC (pH 5.5): 5338.61; (8)ACD/KOC (pH 7.4): 5338.61; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.479; (14)Molar Refractivity: 43.964 cm³; (15)Molar Volume: 154.905 cm³; (16)Polarizability: 17.429×10^-24cm³; (17)Surface Tension: 25.341 dyne/cm; (18)Density: 0.879 g/cm³; (19)Flash Point: 32.222 °C; (20)Enthalpy of Vaporization: 37.831 kJ/mol; (21)Boiling Point: 157.883 °C at 760 mmHg; (22)Vapour Pressure: 3.489 mmHg at 25°C.

Preparation and uses of 2-Pinene: It can be obtained by the fractionation of Turpentine. And it is often used as the raw material of terpineol, linalool and sandal flavor. It is also used in perfume and deodorant. What's more, it is used in manufacture of camphor, insecticides, solvents, plasticizers, perfume bases, synthetic pine oil.

You should be cautious while dealing with this chemical. It is a kind of flammable chemical, and it irritates eyes, respiratory system and skin. It may cause sensitization by skin contact, and lung damage if swallowed. What's more, it is toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Keep away from sources of ignition - No smoking; Do not empty into drains; Avoid release to the environment. Refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: CC1=CCC2CC1C2(C)C
(2)InChI: InChI=1/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3
(3)InChIKey: GRWFGVWFFZKLTI-UHFFFAOYAF

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LCLo	inhalation	572ug/m³ (0.572mg/m³)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Food and Cosmetics Toxicology. Vol. 16, Pg. 853, 1978.
mouse	LD	intraperitoneal	> 500mg/kg (500mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 232, 1952.
rat	LCLo	inhalation	625ug/^m3 (0.625mg/m³)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Food and Cosmetics Toxicology. Vol. 16, Pg. 853, 1978.
rat	LD50	oral	3700mg/kg (3700mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Food and Cosmetics Toxicology. Vol. 16, Pg. 853, 1978.

Product Name

alpha-Pinene

Synthetic route

alpha-Pinene Consensus Reports

alpha-Pinene Standards and Recommendations

alpha-Pinene Specification

Related Products

Hot Products