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Cas Database

Name	(1R)-(+)-alpha-Pinene	EINECS	232-087-8
CAS No.	7785-70-8	Density	0.879 g/cm³
PSA	0.00000	LogP	2.99870
Solubility	Soluble in Ether, Alcohols, Chloroform. Not miscible in water.	Melting Point	-62 °C(lit.)
Formula	C₁₀H₁₆	Boiling Point	157.9 °C at 760 mmHg
Molecular Weight	136.237	Flash Point	32.2 °C
Transport Information	UN 2368 3/PG 3	Appearance	Clear colourless liquid
Safety	16-23	Risk Codes	10-36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	2-Pinene,(1R,5R)-(+)- (8CI);Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1R)-;(+)-(1R)-a-Pinene;(+)-(1R,5R)-a-Pinene;(+)-2-Pinene;(+)-a-Pinene;(1R)-a-Pinene;(1R,5R)-(+)-a-Pinene;(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene;(R)-(+)-a-Pinene;d-a-Pinene;	Article Data	31

(1R)-(+)-alpha-Pinene Synthetic route

: C30H45BO

A: 7785-70-8
(+)-α-pinene

B: 77118-87-7
(S)-1-Phenyl-3-buten-1-ol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; isobutyraldehyde at 65℃; for 12h;	A 90% B 90%

: 21932-54-7
diisopinocampheylborane

: 7785-70-8
(+)-α-pinene

Conditions

Conditions	Yield
Stage #1: With benzaldehyde at 50℃; Oxidation; Stage #2: diisopinocampheylborane With boron trifluoride diethyl etherate at 100℃; for 1h; Oxidation;	86%

: C28H47BO

A: 7785-70-8
(+)-α-pinene

B: 95674-80-9
(1R,1'R)-(+)-1-(2-cyclohexenyl)-1-ethanol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; isobutyraldehyde at 65℃; for 12h;	A 84% B 67%

: diisopinocampheylborane

: 7785-70-8
(+)-α-pinene

Conditions

Conditions	Yield
Stage #1: diisopinocampheylborane With benzaldehyde Inert atmosphere; Cooling with ice; Stage #2: With boron trifluoride diethyl etherate at 100℃; for 1h; Inert atmosphere;	71%

: 911673-20-6
(1S,4R,5R)-3-iodo-4,6,6-trimethylbicyclo[3.1.1]hept-2-ene

A: 7785-70-8
(+)-α-pinene

B: 473-62-1
(1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

C: 190715-28-7
6,6-dimethyl4-methylidenebicyclo[3.1.1]hept-2-ene

Conditions

Conditions	Yield
Stage #1: (1S,4R,5R)-3-iodo-4,6,6-trimethylbicyclo[3.1.1]hept-2-ene With potassium tert-butylate In diethylene glycol dimethyl ether at 170℃; for 8h; Stage #2: With silica gel In hexane	A 6% B 32% C 54%

: 62697-75-0
(-)-isopinocamphyl tosylate

A: 7785-70-8
(+)-α-pinene

B: 24031-98-9
(1S,4S,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-2-ene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 110℃; for 3h; Title compound not separated from byproducts.;	A 45% B 45%

: 1196-00-5
(-)-isopinocampheol

A: 7785-70-8
(+)-α-pinene

B: 185378-26-1
(+)-pinocamphyl chloride

Conditions

Conditions	Yield
With tetrachloromethane; triphenylphosphine for 16h; Heating;	A n/a B 30%

: 18172-67-3, 19902-08-0
beta-pinene

A: 7785-26-4
(-)-α-pinene

B: 7785-70-8
(+)-α-pinene

C: 2,4,4-Trimethyl-8-methylene-3-aza-bicyclo[3.3.1]non-2-ene

Conditions

Conditions	Yield
With chloranil In dichloromethane; acetonitrile Irradiation; Yield given;	A n/a B n/a C 5%

: 64-17-5
ethanol

: 14575-88-3, 14575-89-4, 14575-90-7, 14575-91-8, 35117-65-8, 62697-75-0, 98250-53-4
(1R,2S,3R)-3-(toluene-sulfonyl-(4)-oxy)-pinane

: 141-52-6
sodium ethanolate

A: 7785-70-8
(+)-α-pinene

B: 24031-99-0
(-)-trans-δ-pinene

: 64-17-5
ethanol

: 14575-88-3, 14575-89-4, 14575-90-7, 14575-91-8, 35117-65-8, 62697-75-0, 98250-53-4
(1R,2R,3S)-3-(toluene-sulfonyl-(4)-oxy)-pinane

: 141-52-6
sodium ethanolate

A: 7785-70-8
(+)-α-pinene

B: 24031-98-9
(1S,4S,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-2-ene

(1R)-(+)-alpha-Pinene Specification

The Bicyclo[3.1.1]hept-2-ene,2,6,6-trimethyl-, (1R,5R)-, with the CAS registry number 7785-70-8 and EINECS registry number 232-087-8, has the systematic name of (1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene. It is a kind of clear colourless liquid, and belongs to the product categories: Industrial/Fine Chemicals; Bicyclic Monoterpenes; Biochemistry; Terpenes. The molecular formula of the chemical is C₁₀H₁₆.

The characteristics of Bicyclo[3.1.1]hept-2-ene,2,6,6-trimethyl-, (1R,5R)- are as followings: (1)ACD/LogP: 4.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.37; (4)ACD/LogD (pH 7.4): 4.37; (5)ACD/BCF (pH 5.5): 1237.71; (6)ACD/BCF (pH 7.4): 1237.71; (7)ACD/KOC (pH 5.5): 5692.39; (8)ACD/KOC (pH 7.4): 5692.39; (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: 43.96 cm³; (15)Molar Volume: 154.9 cm³; (16)Polarizability: 17.42×10^-24cm³; (17)Surface Tension: 25.3 dyne/cm; (18)Density: 0.879 g/cm³; (19)Flash Point: 32.2 °C; (20)Enthalpy of Vaporization: 37.83 kJ/mol; (21)Boiling Point: 157.9 °C at 760 mmHg; (22)Vapour Pressure: 3.49 mmHg at 25°C.

Uses of Bicyclo[3.1.1]hept-2-ene,2,6,6-trimethyl-, (1R,5R)-: It can be used to produce (1S,2S,3R)-2,3-epoxy-pinane. This reaction will need reagent perbenzoic acid and Na₂CO₃, and the menstruum benzene and CH₂Cl₂. The reaction temperature is -5~0°C, and the yield is about 85%.

You should be cautious while dealing with this chemical. It is a kind of flammable chemical, and it irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer), and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: C\1=C(\[C@H]2C[C@@H](C/1)C2(C)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/t8-,9-/m1/s1
(3)InChIKey: GRWFGVWFFZKLTI-RKDXNWHRBM

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