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

Name
(1R)-(+)-alpha-Pinene
EINECS 232-087-8
CAS No. 7785-70-8
Article Data31
CAS DataBase
Density 0.879 g/cm³
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;
PSA 0.00000
LogP 2.99870

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%

...Expand

: 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%

...Expand

: 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

...Expand

: 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

...Expand

: 80-56-8
rac-α-pinene

A: 7785-26-4
(-)-α-pinene

B: 7785-70-8
(+)-α-pinene

Conditions

Conditions	Yield
Leiten des Dampfes durch Gelatine-Hydrosol;

: (+)-pinocamphone-hydrazone

A: 7785-70-8
(+)-α-pinene

B: 24031-99-0
(-)-trans-δ-pinene

Conditions

Conditions	Yield
With ethanol; mercury(II) oxide

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

A: 7785-70-8
(+)-α-pinene

: 1197-07-5
(+/-)-trans-carveol

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene 1.) toluene, -50 deg C, 1h, 2.) toluene, 26 deg C, 10h; Yield given. Multistep reaction. Yields of byproduct given;

: 73956-74-8
cyclopinene

A: 177698-19-0
Beta-pinene

B: 99-87-6
4-methylisopropylbenzene

C: 79-92-5
camphene

D: 5256-65-5
2-menthene

E: 7785-70-8
(+)-α-pinene

F: 138-86-3
limonene.

Conditions

Conditions	Yield
With KU 21 cation-exchange resin In hexane at 70℃; for 1h; Product distribution;	A 4 % Chromat. B n/a C 3 % Chromat. D n/a E 76 % Chromat. F n/a

...Expand

: 66454-71-5, 74743-95-6, 107596-37-2
filipendulol tosylate

A: 99-87-6
4-methylisopropylbenzene

B: 7785-70-8
(+)-α-pinene

C: 73956-74-8
cyclopinene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 5h; Heating; Yield given. Yields of byproduct given;

...Expand

: 100-52-7
benzaldehyde

: 175656-35-6
(4aR,8aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-decahydro-benzo[b]borinine

A: 7785-70-8
(+)-α-pinene

B: 878381-35-2
(4aR,8aR)-1-Benzyloxy-decahydro-benzo[b]borinine

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 6h; Elimination;

...Expand

: 100-52-7
benzaldehyde

: (4aR,9aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-decahydro-1-bora-benzocycloheptene

A: 7785-70-8
(+)-α-pinene

B: (4aR,9aR)-1-Benzyloxy-decahydro-1-bora-benzocycloheptene

Conditions

Conditions	Yield
In diethyl ether at 0℃; Elimination;

...Expand

: 100-52-7
benzaldehyde

: (4aR,10aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-dodecahydro-1-bora-benzocyclooctene

A: 7785-70-8
(+)-α-pinene

B: (4aR,10aR)-1-Benzyloxy-dodecahydro-1-bora-benzocyclooctene

Conditions

Conditions	Yield
In diethyl ether at 0℃; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (R)-2-Ethyl-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (R)-1-Ethoxy-2-ethyl-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (S)-2-Isopropyl-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (S)-1-Ethoxy-2-isopropyl-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (S)-2-(2,2-Dimethyl-propyl)-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (S)-2-(2,2-Dimethyl-propyl)-1-ethoxy-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (3aR,7aR)-4-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-octahydro-4-bora-indene

A: 7785-70-8
(+)-α-pinene

B: (3aR,7aR)-4-Ethoxy-octahydro-4-bora-indene

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (S)-2-Benzyl-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (S)-2-Benzyl-1-ethoxy-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

: 75-07-0
acetaldehyde

: 175656-35-6
(4aR,8aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-decahydro-benzo[b]borinine

A: 7785-70-8
(+)-α-pinene

B: 217079-79-3
(4aR,8aR)-1-Ethoxy-decahydro-benzo[b]borinine

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 1h; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (S)-2-Cyclopentylmethyl-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (S)-2-Cyclopentylmethyl-1-ethoxy-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

: 14575-92-9
2,3-epoxy-cis-pinane

: 71-43-2
benzene

sodium: sodium

A: 7785-70-8
(+)-α-pinene

B: 18492-59-6
(+)-pinocamphone

C: 1674-08-4
(-)-trans-pinocarveol

...Expand

d-pinene nitrosochloride: d-pinene nitrosochloride

: 7785-70-8
(+)-α-pinene

Conditions

Conditions	Yield
With ethanol; aniline

l-pinene nitrosochloride: l-pinene nitrosochloride

: 7785-70-8
(+)-α-pinene

Conditions

Conditions	Yield
With ethanol; aniline

: 117227-80-2
(-)(1R)-3ξ-chloro-cis-pinane

A: 7785-70-8
(+)-α-pinene

B (+)-δ-pinene: (+)-δ-pinene

Conditions

Conditions	Yield
With potassium phenolate at 150℃;

: 7785-70-8
(+)-α-pinene

: 217320-94-0
2-Pinene oxide

Conditions

Conditions	Yield
With 4-tert-butylpyridine; urea hydrogen peroxide adduct; methyltrioxorhenium(VII) In nitromethane; water at 0℃; for 5h;	100%
With dihydrogen peroxide; sodium acetate; acetic anhydride; sodium hydrogencarbonate In 1,2-dichloro-ethane at 50℃; for 4h; Solvent; Reagent/catalyst; Temperature;	90%
With Candida antarctica lipase B; Octanoic acid; choline chloride; dihydrogen peroxide; glycerol; urea In water at 60℃; for 3h; Reagent/catalyst; Solvent; Time; Temperature;	84.6%

: 7785-70-8
(+)-α-pinene

: 21932-54-7
diisopinocampheylborane

Conditions

Conditions	Yield
With borane N-ethyl-N-isopropylaniline complex In 1,4-dioxane at 0 - 20℃; hydroboration;	99%
With dimethylsulfide borane complex In tetrahydrofuran; dimethyl sulfoxide at 0 - 20℃; Inert atmosphere;	90%
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 24h;	85%

: 7785-70-8
(+)-α-pinene

: 19890-00-7
(1S)-pinocarvone

Conditions

Conditions	Yield
With oxygen; 5,15,10,20-tetraphenylporphyrin; acetic anhydride; dmap In dichloromethane at 20℃; for 18h; Irradiation;	99%
With tetraphenyl pyrophosphate; oxygen; acetic anhydride Irradiation;	99%
With pyridine; dmap; 5,10,15,20-tetrakisphenylporphyrin; oxygen; acetic anhydride In dichloromethane for 1.5h; Irradiation;	97%

: 7785-70-8
(+)-α-pinene

: 14575-92-9
2,3-epoxy-cis-pinane

Conditions

Conditions	Yield
With dihydrogen peroxide; (trans-1,2-diaminocyclohexane)methyltrioxorhenium In dichloromethane; water; acetonitrile at -10℃; for 1h;	98%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃;	93%
With 3,3-dimethyldioxirane In dichloromethane; acetone at -5 - 0℃; for 2h;	92%

: 7785-70-8
(+)-α-pinene

/PMIBI134-1530/: /PMIBI134-1530/

: 73624-47-2, 76695-88-0, 100347-98-6, 64106-79-2
R-B-isopinocampheyl-9-borabicyclo[3.3.1]nonane

Conditions

Conditions	Yield
In tetrahydrofuran at 24℃; for 24h; Product distribution; other time; hydroboration of 2-organylapopinenes with 9-borabicyclo<3.3.1>nonane; effect of steric factors of alkyl substituent on the rate of hydroboration; conversion;	98%

: 7785-70-8
(+)-α-pinene

: 18680-27-8
pinanediol

Conditions

Conditions	Yield
With osmium(VIII) oxide; trimethylamine-N-oxide In pyridine; water; tert-butyl alcohol for 96h; Heating;	96.5%
With pyridine; osmium(VIII) oxide; trimethylamine-N-oxide; water In tert-butyl alcohol for 24h; Reflux;	96.5%
With pyridine; osmium(VIII) oxide; trimethylamine-N-oxide In tert-butyl alcohol for 24h; Inert atmosphere; Reflux;	91%

: 7785-70-8
(+)-α-pinene

: 71628-89-2
(1S,3S)-3-acetyl-2,2-dimethylcyclobutaneacetaldehyde1,6-cyclodecanedione

Conditions

Conditions	Yield
Stage #1: (+)-α-pinene With ozone In dichloromethane; isopropyl alcohol at -78℃; Stage #2: With ring-opening metathesis polymer-supported triphenylphosphine In dichloromethane; isopropyl alcohol at 20℃; for 2h; Further stages.;	96%
Stage #1: (+)-α-pinene With oxygen; ozone In dichloromethane at -78℃; Schlenk technique; Stage #2: With triphenylphosphine In dichloromethane at -78 - 20℃;	36%
With ozone

: 7785-70-8
(+)-α-pinene

(1S,2S,4R,6S)-2,7,7-trimethyl-3-oxatricyclo [4.1.1.02,4]octane: (1S,2S,4R,6S)-2,7,7-trimethyl-3-oxatricyclo [4.1.1.02,4]octane

Conditions

Conditions	Yield
With oxygen; isobutyraldehyde In acetonitrile at 25℃; for 2h; Reagent/catalyst;	96%
With 1,3,5-trichlorobenzene; iodosylbenzene; C38H35ClN4OPRu(1+)*Cl(1-); trifluoroacetic acid In 1,1,2,2-tetrachloroethane at 30℃; for 19h;	32%

: 7785-70-8
(+)-α-pinene

: C16H21NO3S2

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 16h;	95%

: 7785-70-8
(+)-α-pinene

C10H16(2)H2: C10H16(2)H2

Conditions

Conditions	Yield
With deuterium; Wilkinson's catalyst In toluene	93.5%

: 7785-70-8
(+)-α-pinene

methyl 2-(4-bromophenyl)-2-diazoacetate: methyl 2-(4-bromophenyl)-2-diazoacetate

: 380500-01-6
methyl (αR,1R,4R,6S)-α-(3,5,5-trimethylbicyclo[3.1.1]hept-2-en-1-yl)-(4-bromophenyl)acetate

Conditions

Conditions	Yield
With dirhodium tetrakis(S-(N-dodecylbenzenesulfonyl)prolinate) In various solvent(s) at 23℃; for 3h;	93%

: 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%

...Expand

: 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%

...Expand

: 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

...Expand

: 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

...Expand

: 80-56-8
rac-α-pinene

A: 7785-26-4
(-)-α-pinene

B: 7785-70-8
(+)-α-pinene

Conditions

Conditions	Yield
Leiten des Dampfes durch Gelatine-Hydrosol;

: (+)-pinocamphone-hydrazone

A: 7785-70-8
(+)-α-pinene

B: 24031-99-0
(-)-trans-δ-pinene

Conditions

Conditions	Yield
With ethanol; mercury(II) oxide

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

A: 7785-70-8
(+)-α-pinene

: 1197-07-5
(+/-)-trans-carveol

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene 1.) toluene, -50 deg C, 1h, 2.) toluene, 26 deg C, 10h; Yield given. Multistep reaction. Yields of byproduct given;

: 73956-74-8
cyclopinene

A: 177698-19-0
Beta-pinene

B: 99-87-6
4-methylisopropylbenzene

C: 79-92-5
camphene

D: 5256-65-5
2-menthene

E: 7785-70-8
(+)-α-pinene

F: 138-86-3
limonene.

Conditions

Conditions	Yield
With KU 21 cation-exchange resin In hexane at 70℃; for 1h; Product distribution;	A 4 % Chromat. B n/a C 3 % Chromat. D n/a E 76 % Chromat. F n/a

...Expand

: 66454-71-5, 74743-95-6, 107596-37-2
filipendulol tosylate

A: 99-87-6
4-methylisopropylbenzene

B: 7785-70-8
(+)-α-pinene

C: 73956-74-8
cyclopinene

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 5h; Heating; Yield given. Yields of byproduct given;

...Expand

: 100-52-7
benzaldehyde

: 175656-35-6
(4aR,8aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-decahydro-benzo[b]borinine

A: 7785-70-8
(+)-α-pinene

B: 878381-35-2
(4aR,8aR)-1-Benzyloxy-decahydro-benzo[b]borinine

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 6h; Elimination;

...Expand

: 100-52-7
benzaldehyde

: (4aR,9aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-decahydro-1-bora-benzocycloheptene

A: 7785-70-8
(+)-α-pinene

B: (4aR,9aR)-1-Benzyloxy-decahydro-1-bora-benzocycloheptene

Conditions

Conditions	Yield
In diethyl ether at 0℃; Elimination;

...Expand

: 100-52-7
benzaldehyde

: (4aR,10aR)-1-((1R,2S,3R,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-yl)-dodecahydro-1-bora-benzocyclooctene

A: 7785-70-8
(+)-α-pinene

B: (4aR,10aR)-1-Benzyloxy-dodecahydro-1-bora-benzocyclooctene

Conditions

Conditions	Yield
In diethyl ether at 0℃; Elimination;

...Expand

: 75-07-0
acetaldehyde

: (R)-2-Ethyl-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (R)-1-Ethoxy-2-ethyl-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

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: 75-07-0
acetaldehyde

: (S)-2-Isopropyl-1-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-borolane

A: 7785-70-8
(+)-α-pinene

B: (S)-1-Ethoxy-2-isopropyl-borolane

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Elimination;

...Expand

(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

Product Name

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

Synthetic route

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

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