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inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
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inquiryUnique advantages for Beta-Caryophyllene Cas 87-44-5 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Colorless to pale yellow oily liquid Storage:Store in 2-8℃ Package:
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inquirysuperior quality Appearance:Clear colorless liquid Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your request. Application:β-Caryophyllene is notable for having a cyclobu
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(1S,9R)-6,10,10-trimethylbicyclo[7.2.0]undec-(5E)-en-2-one
Methyltriphenylphosphonium bromide
β-caryophyllene
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 23℃; Stage #2: (1S,9R)-6,10,10-trimethylbicyclo[7.2.0]undec-(5E)-en-2-one In tetrahydrofuran; hexane at 23℃; for 1h; Further stages.; | 79% |
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 0.166667h; Inert atmosphere; Stage #2: (1S,9R)-6,10,10-trimethylbicyclo[7.2.0]undec-(5E)-en-2-one In tetrahydrofuran at -78 - 20℃; for 24h; Inert atmosphere; | 48% |
A
β-caryophyllene
B
(1S,2R,5R,6S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undecan-6-ol
C
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
Conditions | Yield |
---|---|
With water In pyridine; acetone at 125℃; for 2h; | A 70% B 3% C 10% |
farnesyl pyrophosphate
A
α-caryophyllene
B
β-caryophyllene
C
2-epi-trans-β-caryophyllene
E
(+)-isoafricanol
Conditions | Yield |
---|---|
With sesquiterpene cyclase from Trichoderma spp. In aq. buffer at 28℃; for 3h; pH=8.2; Enzymatic reaction; | A n/a B n/a C n/a D 45% E n/a F n/a G n/a |
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
A
(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol
B
β-caryophyllene
Conditions | Yield |
---|---|
With hydrogenchloride; C-undecyl resorcin[4]arene In chloroform; water at 30℃; for 288h; | A n/a B n/a C n/a D 8% |
4,5-epithiocaryophyllene
β-caryophyllene
Conditions | Yield |
---|---|
With triphenylphosphine In dibutyl ether at 130℃; for 0.666667h; | 99 % Chromat. |
caryophyllene oxide
A
β-caryophyllene
B
(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
C
(1R,9S)-4,8-bismethylenebicyclo<7.2.0>undecane
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; phosphoric acid; silica gel; titanium tetrachloride 1.) ether, hexane, 30 min, 2.) THF, reflux, 5 h; Yield given. Multistep reaction. Yields of byproduct given; |
caryophyllene oxide
A
β-caryophyllene
B
(-)-isocaryophyllene
C
(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
D
(1R,9S)-4,8-bismethylenebicyclo<7.2.0>undecane
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; phosphoric acid; silica gel; titanium tetrachloride 1.) ether, hexane, 30 min, 2.) THF, reflux, 5 h; Yield given. Multistep reaction. Yields of byproduct given; |
caryophyllene oxide
A
β-caryophyllene
B
(1S,2S,5R,8R,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol
C
4,5-dihydrocaryophyllen-4β-ol
D
1R,4S,5R,9S-4,5-dihydrocaryophyllen-5-ol
Conditions | Yield |
---|---|
With ammonia; lithium In diethyl ether for 3h; | A 0.03 g B 0.75 g C 0.25 g D 1.20 g |
14-hydroxy-4,5-dihydro-caryophyllene
A
β-caryophyllene
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; water; phosphorus tribromide 1.) Et2O, -10 deg C, 7 min; 2.) Et2O, 1 h; Yield given. Multistep reaction. Yields of byproduct given; |
β-caryophyllene
Conditions | Yield |
---|---|
With steam Destillation; |
farnesyl pyrophosphate
β-caryophyllene
Conditions | Yield |
---|---|
With recombinant β-caryophyllene synthase from Artemisia annua; magnesium chloride; manganese(ll) chloride pH=7.0; Enzyme kinetics; |
B
(1R,3S,6S,7S,8S)-3,6,8-trimethyl-2-methylenetricyclo[5.3.1.03,8]undecane
C
[5-(2)H1]-patchoulol
D
[5,12-(2)H2]-patchoulol
E
β-caryophyllene
G
β-patchoulene
H
(1S,4S,7R)-7-Isopropenyl-1,4-dimethyl-1,2,3,4,5,6,7,8-octahydro-azulene
I
(1α,3aα,7α,8aβ)-2,3,6,7,8,8a-hexahydro-1,4,9,9-tetramethyl-1H-3a,7-methanoazulene
J
δ-patchoulene
Conditions | Yield |
---|---|
With recombinant patchouli alcohol synthase; magnesium chloride at 30℃; pH=7.4; aq. buffer; Enzymatic reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tert-butyl alcohol; water / 70 h / 20 °C 2.1: sodium periodate / water; methanol / 4.33 h / 20 °C / Inert atmosphere 3.1: zinc; sodium acetate; sodium iodide / dichloromethane; acetic acid / 48 h / 0 - 20 °C 4.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 - 0 °C / Inert atmosphere 4.2: 24 h / -78 - 20 °C / Inert atmosphere View Scheme |
5,6-epoxy-2-hydroxymethyl-6,10,10-trimethyl-bicyclo[7.2.0]undecan-2-ol
β-caryophyllene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium periodate / water; methanol / 4.33 h / 20 °C / Inert atmosphere 2.1: zinc; sodium acetate; sodium iodide / dichloromethane; acetic acid / 48 h / 0 - 20 °C 3.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 - 0 °C / Inert atmosphere 3.2: 24 h / -78 - 20 °C / Inert atmosphere View Scheme |
(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one
β-caryophyllene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: zinc; sodium acetate; sodium iodide / dichloromethane; acetic acid / 48 h / 0 - 20 °C 2.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 - 0 °C / Inert atmosphere 2.2: 24 h / -78 - 20 °C / Inert atmosphere View Scheme |
caryophyllene oxide
A
(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol
B
β-caryophyllene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: ozone / dichloromethane / -78 °C 1.2: 18 h / 20 °C / Inert atmosphere 2.1: zinc; acetic acid; Cu(OAc)2·H2O / ethanol / 18 h / 20 °C / Reflux 3.1: diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere 4.1: hydrogenchloride; C-undecyl resorcin[4]arene / chloroform; water / 288 h / 30 °C View Scheme |
(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one
A
(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol
B
β-caryophyllene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: zinc; acetic acid; Cu(OAc)2·H2O / ethanol / 18 h / 20 °C / Reflux 2: diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere 3: hydrogenchloride; C-undecyl resorcin[4]arene / chloroform; water / 288 h / 30 °C View Scheme |
(1S,9R)-6,10,10-trimethylbicyclo[7.2.0]undec-(5E)-en-2-one
A
(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol
B
β-caryophyllene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere 2: hydrogenchloride; C-undecyl resorcin[4]arene / chloroform; water / 288 h / 30 °C View Scheme |
Conditions | Yield |
---|---|
In methanol at 20℃; for 4h; | 96% |
Conditions | Yield |
---|---|
With potassium hydrogencarbonate; phenol In 1,4-dioxane at 50℃; Inert atmosphere; Irradiation; | 95% |
β-caryophyllene
Conditions | Yield |
---|---|
With potassium hydrogencarbonate at 50℃; Inert atmosphere; Irradiation; | 94% |
β-caryophyllene
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In 1,4-dioxane at 50℃; Inert atmosphere; Irradiation; | 93% |
β-caryophyllene
Conditions | Yield |
---|---|
With potassium hydrogencarbonate at 50℃; Inert atmosphere; Irradiation; | 92% |
Conditions | Yield |
---|---|
With diphenyldisulfane In toluene Irradiation; | 90% |
With ammonium cerium (IV) nitrate; oxygen In acetonitrile at 80℃; under 750.075 Torr; for 2h; Inert atmosphere; | 85% |
With selenium at 180 - 190℃; for 5h; | 80% |
With selenium at 185℃; for 5h; | 1.44 g |
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In 1,4-dioxane at 50℃; Inert atmosphere; Irradiation; | 90% |
β-caryophyllene
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tungstate; phenylphosphonate; dihydrogen peroxide; methyl tri-n-octyl ammonium hydrogen sulfate In water at 25℃; for 12h; | 82% |
With 1-methyl-pyrrolidin-2-one; 18-crown-6 ether; dihydrogen peroxide; sodium carbonate; trichlorophosphate In dichloromethane 1) -20 deg C, 1h, 2) -20 deg C, to 20 deg C; | 77% |
With 1-methyl-1H-imidazole; 3-Methylpyrazole; dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane at 10℃; for 1h; | > 99 %Chromat. |
With sodium tungstate (VI) dihydrate; phenylphosphonate; dihydrogen peroxide; methyl tri-n-octyl ammonium hydrogen sulfate; sodium hydroxide In water at 25℃; for 12h; regioselective reaction; | 82 %Chromat. |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In toluene at 20℃; for 1h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With NaCl; NaOAc In acetic acid 85°C (2 h), alkene addn. (room temp.); H2O addn., extg. (CHCl3), drying (MgSO4), evapn. (reduced pressure), drying (vac.); elem. anal.; | 69% |
Conditions | Yield |
---|---|
With 4-methyloxetan-2-one; CpLIP2 Y179F (ipase/acyltransferase) from Candida parapsilosis; dihydrogen peroxide In aq. phosphate buffer; water at 20℃; for 24h; pH=6.5; Reagent/catalyst; Enzymatic reaction; | 67% |
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h; | 66% |
With peracetic acid; sodium acetate In dichloromethane | |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 0.5h; | 75 % Chromat. |
Conditions | Yield |
---|---|
HB-2 zeolie In dichloromethane at 25℃; for 20h; | 63% |
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; silver(l) oxide In diethyl ether at -78 - 20℃; for 4h; Inert atmosphere; | A 61% B n/a |
β-caryophyllene
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; silver(l) oxide In diethyl ether at -78 - 20℃; for 17.5h; Concentration; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Overall yield = 60 %; Overall yield = 388 mg; | A 60% B n/a |
methanol
β-caryophyllene
(1'R,4'S)-4-[4'-(4,4-dimethoxy-1-methylidenebutyl)-2',2'-dimethylcyclobutyl]butan-2-one
Conditions | Yield |
---|---|
Stage #1: β-caryophyllene With ozone In methanol; ethyl acetate at -78℃; for 0.166667h; Stage #2: methanol With dimethylsulfide; montmorillonite K-10 In ethyl acetate at 20℃; for 48h; | 59% |
β-caryophyllene
A
β-caryolanol
B
(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
C
α-neoclovene
D
4,5-dihydrocaryophyllen-4β-ol
E
(-)-Clovene
F
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
Conditions | Yield |
---|---|
In hexane at 68℃; for 24h; | A 57.1% B 6.2% C 9% D n/a E 15.1% F n/a |
Conditions | Yield |
---|---|
With selenium(IV) oxide In ethanol at 20℃; for 3h; | A 42% B 55% |
With selenium(IV) oxide In ethanol for 3h; Ambient temperature; | A 0.9 g B 1.3 g |
Conditions | Yield |
---|---|
In 1,4-dioxane for 3h; Heating; | A 38% B 54% |
β-caryophyllene
methyl 2,6-dihydroxy-4-(2-hydroxyethyl)benzoate
orthoformic acid triethyl ester
C26H34O5
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; | 53% |
β-caryophyllene
A
(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
B
β-caryolanol
C
(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
D
α-neoclovene
F
4,5-dihydrocaryophyllen-4β-ol
G
(-)-Clovene
H
isocaryolan-8-ol
I
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
Conditions | Yield |
---|---|
With sulfuric acid In diethyl ether at 20℃; for 72h; | A 9.4% B 48.6% C 7% D 12.7% E 6.4% F n/a G 6% H 3.9% I n/a |
β-caryophyllene
cyclohexa-1,3-diene
A
C12H13N3O2
B
6-[hydroxy-N-(8-hydroxy-1,4,4-trimethyltricyclo[6.3.1.0(2,5)]dodec-9-yl)amino]pyridine-3-carboxamide
Conditions | Yield |
---|---|
Stage #1: β-caryophyllene; C22H20N3O5Pol; cyclohexa-1,3-diene In dichloromethane at 21℃; for 2h; solid phase reaction; Stage #2: With trifluoroacetic acid In dichloromethane at 21℃; solid phase reaction; | A n/a B 46% |
Conditions | Yield |
---|---|
With (acetonitrile)[(2',4',6'-triisopropyl-1,1'-biphenyl-2-yl)di-tert-butylphosphine]gold(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate In dichloromethane at 23℃; for 36h; regioselective reaction; | 46% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | A 45% B 30% |
β-caryophyllene
A
(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
B
β-caryolanol
C
(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
D
α-neoclovene
G
4,5-dihydrocaryophyllen-4β-ol
H
(-)-Clovene
I
isocaryolan-8-ol
J
(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
K
(1R,3Z,7Z,9S)-4,8,11,11-tetramethylbicyclo<7.2.0>undeca-3,7-diene
L
(1S,2S,5R)-1,4,4-trimethyltricyclo<6.3.1.02,5>dodec-8-ene
N
(1R,2S,5R,9S)-1,4,4-trimethyl-8-methylenetricyclo<7.2.0.02,5>undecane
O
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
Conditions | Yield |
---|---|
With sulfuric acid In diethyl ether at 20℃; for 0.5h; | A 9.1% B 44.7% C 1% D 2.5% E 3.9% F n/a G n/a H 8.1% I 4% J n/a K n/a L 3.7% M n/a N n/a O n/a |
β-caryophyllene
A
(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
B
β-caryolanol
D
(-)-Clovene
E
isocaryolan-8-ol
F
(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
G
(1R,3Z,7Z,9S)-4,8,11,11-tetramethylbicyclo<7.2.0>undeca-3,7-diene
H
(1S,2S,5R)-1,4,4-trimethyltricyclo<6.3.1.02,5>dodec-8-ene
J
(1R,2S,5R,9S)-1,4,4-trimethyl-8-methylenetricyclo<7.2.0.02,5>undecane
Conditions | Yield |
---|---|
In hexane at 20℃; for 72h; | A 4.6% B 43.9% C n/a D 8.4% E 5.4% F n/a G n/a H 5.1% I n/a J n/a |
β-caryophyllene
A
(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
B
β-caryolanol
C
(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
D
α-neoclovene
G
4,5-dihydrocaryophyllen-4β-ol
H
(-)-Clovene
I
isocaryolan-8-ol
J
(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
K
(1R,3Z,7Z,9S)-4,8,11,11-tetramethylbicyclo<7.2.0>undeca-3,7-diene
L
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
Conditions | Yield |
---|---|
With sulfuric acid In acetone at 56℃; for 3h; | A 16.7% B 43.5% C 6.2% D 6.4% E 6% F n/a G n/a H 2.9% I 5.7% J n/a K n/a L n/a |
β-caryophyllene
A
(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
B
β-caryolanol
C
(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
F
3,4,8α-trimethyl-1α-(12-methylene)tricyclo<6.3.1.01,5>dodeca-3,5-diene
G
4,5-dihydrocaryophyllen-4β-ol
H
(-)-Clovene
I
(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
Conditions | Yield |
---|---|
In hexane at 20℃; for 0.0833333h; | A 1.3% B 43.5% C 2.1% D 1.5% E 0.8% F 8% G n/a H 8.5% I n/a |
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