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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

Beta-caryophyllene

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay 98%min ----------------------------------------------------------------------------------------------

High purity Various Specifications Caryophyllene CAS:87-44-5

Cas:87-44-5

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Manufacturers

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Wuhan Fortuna Chemical Co.,Ltd

Unique 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:

High quality Beta-Caryophyllene Cas 87-44-5 with favorable price

Cas:87-44-5

Min.Order:25 Kilogram

FOB Price: $22.0 / 25.0

Type:Trading Company

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Hefei TNJ chemical industry co.,ltd

1, Full experience of large numbers containers loading in main Chinese seaports 2, Packing with pallet as buyer's special request 3, Best service after shipment with e-mail 4, Cargoes together with container sales service available 5, R

the best supplier β-Caryophyllene CAS#87-44-5

Cas:87-44-5

Min.Order:200 Kilogram

Negotiable

Type:Trading Company

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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:white powder Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

beta-Caryophyllene

Cas:87-44-5

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Factory Supply Caryophyllene

Cas:87-44-5

Min.Order:1

Negotiable

Type:Other

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Content Natural Extract β-Caryophyllene HACCP manufacturer

Cas:87-44-5

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality β-Caryophyllene

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

β-Caryophyllene

Cas:87-44-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

87-44-5 β-Caryophyllene

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $15.0 / 50.0

Type:Trading Company

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

TIANFU CHEM-- BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

New product CAS 87-44-5 with best price

Cas:87-44-5

Min.Order:10 Gram

FOB Price: $146.0 / 176.0

Type:Trading Company

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developmen

(-)-β-caryophyllene CAS NO.87-44-5

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $2.0 / 6.0

Type:Trading Company

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Hangzhou Sartort Biopharma Co., Ltd

Appearance:Pale yellow oily liquid with an odor midway between odor of cloves and turpentine. Storage:Room temperature Package:25kg/Barrel, 200kg/Barrel Application:Flavors and fragrances Transportation:Express/Sea/Air Port:Any port in china

High Purity Beta-Caryophyllene β-Caryophyllene

Cas:87-44-5

Min.Order:25 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Bicyclo[7.2.0]undec-4-ene,4,11,11-trimethyl-8-methylene-, (1R,4E,9S)- 87-44-5

Cas:87-44-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Bicyclo[7.2.0]undec-4-ene,4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-

Cas:87-44-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jiutian Bio-medical Technology Co., Ltd

1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie

BETA-CARYOPHYLLENE CAS 87-44-5

Cas:87-44-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

CAS NO.:87-44-5

Cas:87-44-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $30.0 / 50.0

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

Soluble Caryophyllene, Liposomal Caryophyllene, Caryophyllene NanoEmulsion

Cas:87-44-5

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

High quality Beta-Caryophyllene

Cas:87-44-5

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

superior 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

Bicyclo[7.2.0]undec-4-ene,4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-

Cas:87-44-5

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Buy Top Purity BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

BETA-CARYOPHYLLENE

Cas:87-44-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu

Beta-Caryophyllene

Cas:87-44-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

(1S,9R)-6,10,10-trimethylbicyclo[7.2.0]undec-(5E)-en-2-one
60362-44-9

(1S,9R)-6,10,10-trimethylbicyclo[7.2.0]undec-(5E)-en-2-one

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

β-caryophyllene
87-44-5

β-caryophyllene

Conditions
ConditionsYield
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%
(E)-caryophyll-4-en-8-yl p-nitrobenzoate

(E)-caryophyll-4-en-8-yl p-nitrobenzoate

A

β-caryophyllene
87-44-5

β-caryophyllene

B

(1S,2R,5R,6S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undecan-6-ol
169220-06-8

(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
60269-12-7

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol

Conditions
ConditionsYield
With water In pyridine; acetone at 125℃; for 2h;A 70%
B 3%
C 10%

A

α-caryophyllene
6753-98-6

α-caryophyllene

B

β-caryophyllene
87-44-5

β-caryophyllene

C

2-epi-trans-β-caryophyllene
68832-35-9

2-epi-trans-β-caryophyllene

D

2-((1S,3aS,7aS,E)-1,6,6-trimethyloctahydro-4H-inden-4-ylidene)propan-1-ol

2-((1S,3aS,7aS,E)-1,6,6-trimethyloctahydro-4H-inden-4-ylidene)propan-1-ol

E

(+)-isoafricanol
104975-19-1

(+)-isoafricanol

F

african-1-ene

african-1-ene

G

δ9,10-africanene

δ9,10-africanene

Conditions
ConditionsYield
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
60269-12-7

(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
1176003-49-8

(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol

B

β-caryophyllene
87-44-5

β-caryophyllene

C

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

D

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

Conditions
ConditionsYield
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
65563-95-3

4,5-epithiocaryophyllene

β-caryophyllene
87-44-5

β-caryophyllene

Conditions
ConditionsYield
With triphenylphosphine In dibutyl ether at 130℃; for 0.666667h;99 % Chromat.
caryophyllene oxide
60594-22-1

caryophyllene oxide

A

β-caryophyllene
87-44-5

β-caryophyllene

B

(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
136296-35-0

(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
136296-38-3

(1R,9S)-4,8-bismethylenebicyclo<7.2.0>undecane

Conditions
ConditionsYield
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
60594-22-1

caryophyllene oxide

A

β-caryophyllene
87-44-5

β-caryophyllene

B

(-)-isocaryophyllene
118-65-0

(-)-isocaryophyllene

C

(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
136296-35-0

(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
136296-38-3

(1R,9S)-4,8-bismethylenebicyclo<7.2.0>undecane

Conditions
ConditionsYield
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
60594-22-1

caryophyllene oxide

A

β-caryophyllene
87-44-5

β-caryophyllene

B

(1S,2S,5R,8R,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol
122571-86-2

(1S,2S,5R,8R,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol

C

4,5-dihydrocaryophyllen-4β-ol
86834-01-7

4,5-dihydrocaryophyllen-4β-ol

D

1R,4S,5R,9S-4,5-dihydrocaryophyllen-5-ol
92218-81-0

1R,4S,5R,9S-4,5-dihydrocaryophyllen-5-ol

Conditions
ConditionsYield
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
50277-33-3, 78683-81-5, 79768-25-5, 123355-03-3

14-hydroxy-4,5-dihydro-caryophyllene

A

β-caryophyllene
87-44-5

β-caryophyllene

B

(1R,2R,5S)-4,4-Dimethyltricyclo<6.3.2.02,5>tridec-8(9)-en-1-ol

(1R,2R,5S)-4,4-Dimethyltricyclo<6.3.2.02,5>tridec-8(9)-en-1-ol

Conditions
ConditionsYield
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;
flower buds of eugenia caryophyllata

flower buds of eugenia caryophyllata

β-caryophyllene
87-44-5

β-caryophyllene

Conditions
ConditionsYield
With steam Destillation;
Conditions
ConditionsYield
With recombinant β-caryophyllene synthase from Artemisia annua; magnesium chloride; manganese(ll) chloride pH=7.0; Enzyme kinetics;
(2E,6E)-[2-(2)H1]-farnesyl diphosphate trisammonium salt

(2E,6E)-[2-(2)H1]-farnesyl diphosphate trisammonium salt

A

(5R,8S,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,4,5,6,7,8,8a-octahydroazulene

(5R,8S,8aS)-3,8-dimethyl-5-(prop-1-en-2-yl)-1,2,4,5,6,7,8,8a-octahydroazulene

B

(1R,3S,6S,7S,8S)-3,6,8-trimethyl-2-methylenetricyclo[5.3.1.03,8]undecane
20085-93-2

(1R,3S,6S,7S,8S)-3,6,8-trimethyl-2-methylenetricyclo[5.3.1.03,8]undecane

C

[5-(2)H1]-patchoulol
1215267-72-3

[5-(2)H1]-patchoulol

D

[5,12-(2)H2]-patchoulol
1215267-73-4

[5,12-(2)H2]-patchoulol

E

β-caryophyllene
87-44-5

β-caryophyllene

G

β-patchoulene
514-51-2, 92841-73-1

β-patchoulene

H

(1S,4S,7R)-7-Isopropenyl-1,4-dimethyl-1,2,3,4,5,6,7,8-octahydro-azulene
3691-12-1, 53863-54-0

(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
560-32-7

(1α,3aα,7α,8aβ)-2,3,6,7,8,8a-hexahydro-1,4,9,9-tetramethyl-1H-3a,7-methanoazulene

J

δ-patchoulene
53823-16-8

δ-patchoulene

Conditions
ConditionsYield
With recombinant patchouli alcohol synthase; magnesium chloride at 30℃; pH=7.4; aq. buffer; Enzymatic reaction;
caryophyllene oxide
1139-30-6

caryophyllene oxide

β-caryophyllene
87-44-5

β-caryophyllene

Conditions
ConditionsYield
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
10577-25-0, 60479-11-0, 60479-16-5, 60479-18-7, 123808-25-3

5,6-epoxy-2-hydroxymethyl-6,10,10-trimethyl-bicyclo[7.2.0]undecan-2-ol

β-caryophyllene
87-44-5

β-caryophyllene

Conditions
ConditionsYield
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
10306-22-6, 10306-31-7, 24173-71-5, 34175-71-8

(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one

β-caryophyllene
87-44-5

β-caryophyllene

Conditions
ConditionsYield
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
1139-30-6

caryophyllene oxide

A

(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol
1176003-49-8

(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol

B

β-caryophyllene
87-44-5

β-caryophyllene

C

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

D

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

Conditions
ConditionsYield
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
10306-22-6, 10306-31-7, 24173-71-5, 34175-71-8

(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
1176003-49-8

(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol

B

β-caryophyllene
87-44-5

β-caryophyllene

C

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

D

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

Conditions
ConditionsYield
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
60362-44-9

(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
1176003-49-8

(-)-(1S,4S,7R,8R,9S)-9-epi-presilphiperfolan-1-ol

B

β-caryophyllene
87-44-5

β-caryophyllene

C

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1S,4aS,7S,7aS)-2a,4,4a,7-tetramethyl-2,2a,2a1,4a,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

D

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

(2aS,2a1R,5S,7aR)-1,1,2a,5-tetramethyl-2,2a,2a1,3,5,6,7,7a-octahydro-1H-cyclopenta[cd]indene

Conditions
ConditionsYield
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
β-caryophyllene
87-44-5

β-caryophyllene

3,6-di(2'-pyridyl)-1,2,4,5-tetrazine
1671-87-0

3,6-di(2'-pyridyl)-1,2,4,5-tetrazine

(6aR,8aS)-4a,7,7-trimethyl-9-methylene-1,4-di(pyridin-2-yl)-4a,5,6, 6a,7,8,8a,9,10,11-decahydro-2H-cyclobuta[5,6]cyclonona[1,2-d]pyridazine

(6aR,8aS)-4a,7,7-trimethyl-9-methylene-1,4-di(pyridin-2-yl)-4a,5,6, 6a,7,8,8a,9,10,11-decahydro-2H-cyclobuta[5,6]cyclonona[1,2-d]pyridazine

Conditions
ConditionsYield
In methanol at 20℃; for 4h;96%
β-caryophyllene
87-44-5

β-caryophyllene

α,α,α-iodinefluoroacetophenone
150542-06-6

α,α,α-iodinefluoroacetophenone

C23H29F2IO

C23H29F2IO

Conditions
ConditionsYield
With potassium hydrogencarbonate; phenol In 1,4-dioxane at 50℃; Inert atmosphere; Irradiation;95%
β-caryophyllene
87-44-5

β-caryophyllene

α,α,α-iododifluoro-p-methylacetophenone

α,α,α-iododifluoro-p-methylacetophenone

2,2-difluoro-3-((2aR,7bS)-5-iodo-2,2,4a-trimethyldecahydro-7aH-cyclobuta[e]inden-7a-yl)-1-(p-tolyl)propan- 1-one

2,2-difluoro-3-((2aR,7bS)-5-iodo-2,2,4a-trimethyldecahydro-7aH-cyclobuta[e]inden-7a-yl)-1-(p-tolyl)propan- 1-one

Conditions
ConditionsYield
With potassium hydrogencarbonate at 50℃; Inert atmosphere; Irradiation;94%
β-caryophyllene
87-44-5

β-caryophyllene

1-(4-chlorophenyl)-2,2-difluoro-2-iodoethane-1-one

1-(4-chlorophenyl)-2,2-difluoro-2-iodoethane-1-one

1-(4-chlorophenyl)-2,2-difluoro-3-((2aR,7bS)-5-iodo-2,2,4a-trimethyldecahydro-7aH-cyclobuta[e]inden-7a-yl)propan-1-one

1-(4-chlorophenyl)-2,2-difluoro-3-((2aR,7bS)-5-iodo-2,2,4a-trimethyldecahydro-7aH-cyclobuta[e]inden-7a-yl)propan-1-one

Conditions
ConditionsYield
With potassium hydrogencarbonate In 1,4-dioxane at 50℃; Inert atmosphere; Irradiation;93%
β-caryophyllene
87-44-5

β-caryophyllene

1-(4-bromophenyl)-2,2-difluoro-2-iodoethane-1-one

1-(4-bromophenyl)-2,2-difluoro-2-iodoethane-1-one

1-(4-bromophenyl)-2,2-difluoro-3-((2aR,7bS)-5-iodo-2,2,4a-trimethyldecahydro-7aH-cyclobuta[e]inden-7a-yl)propan- 1-one

1-(4-bromophenyl)-2,2-difluoro-3-((2aR,7bS)-5-iodo-2,2,4a-trimethyldecahydro-7aH-cyclobuta[e]inden-7a-yl)propan- 1-one

Conditions
ConditionsYield
With potassium hydrogencarbonate at 50℃; Inert atmosphere; Irradiation;92%
β-caryophyllene
87-44-5

β-caryophyllene

(-)-isocaryophyllene
118-65-0

(-)-isocaryophyllene

Conditions
ConditionsYield
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
ethyl 2,2-difluoro-2-iodoacetate
7648-30-8

ethyl 2,2-difluoro-2-iodoacetate

β-caryophyllene
87-44-5

β-caryophyllene

C19H29F2IO2

C19H29F2IO2

Conditions
ConditionsYield
With potassium hydrogencarbonate In 1,4-dioxane at 50℃; Inert atmosphere; Irradiation;90%
Conditions
ConditionsYield
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.
β-caryophyllene
87-44-5

β-caryophyllene

2,2,2-trifluoroethylsulfamate ester
92720-79-1

2,2,2-trifluoroethylsulfamate ester

C17H28F3NO3S

C17H28F3NO3S

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 20℃; for 1h; Inert atmosphere;82%
β-caryophyllene
87-44-5

β-caryophyllene

palladium dichloride

palladium dichloride

di-μ-chloro(exo-η(3)-carophyllenyl)dipalladium(II)

di-μ-chloro(exo-η(3)-carophyllenyl)dipalladium(II)

Conditions
ConditionsYield
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%
β-caryophyllene
87-44-5

β-caryophyllene

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
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.
β-caryophyllene
87-44-5

β-caryophyllene

recorcinol
108-46-3

recorcinol

(1R,2S,5R,8S)-4-(4,4,8-trimethyltricyclo[6.3.1.02,5]dodec-1-yl)benzene-1,3-diol

(1R,2S,5R,8S)-4-(4,4,8-trimethyltricyclo[6.3.1.02,5]dodec-1-yl)benzene-1,3-diol

Conditions
ConditionsYield
HB-2 zeolie In dichloromethane at 25℃; for 20h;63%
β-caryophyllene
87-44-5

β-caryophyllene

norisoleptospermone

norisoleptospermone

A

hyperjapone C

hyperjapone C

B

hyperjapone E

hyperjapone E

Conditions
ConditionsYield
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
87-44-5

β-caryophyllene

3,5-dihydroxy-4,6,6-trimethyl-2-(2-methyl-1-oxopropyl)-2,4-cyclohexadiene-1-one

3,5-dihydroxy-4,6,6-trimethyl-2-(2-methyl-1-oxopropyl)-2,4-cyclohexadiene-1-one

A

hyperjapone B

hyperjapone B

B

hyperjapone D

hyperjapone D

Conditions
ConditionsYield
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
67-56-1

methanol

β-caryophyllene
87-44-5

β-caryophyllene

(1'R,4'S)-4-[4'-(4,4-dimethoxy-1-methylidenebutyl)-2',2'-dimethylcyclobutyl]butan-2-one
101927-11-1

(1'R,4'S)-4-[4'-(4,4-dimethoxy-1-methylidenebutyl)-2',2'-dimethylcyclobutyl]butan-2-one

Conditions
ConditionsYield
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
87-44-5

β-caryophyllene

B

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
31887-51-1

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene

C

α-neoclovene
4545-68-0

α-neoclovene

D

4,5-dihydrocaryophyllen-4β-ol
86834-01-7

4,5-dihydrocaryophyllen-4β-ol

E

(-)-Clovene
469-92-1

(-)-Clovene

F

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
60269-12-7

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol

Conditions
ConditionsYield
In hexane at 68℃; for 24h;A 57.1%
B 6.2%
C 9%
D n/a
E 15.1%
F n/a
β-caryophyllene
87-44-5

β-caryophyllene

A

14-hydroxy-β-isocaryophyllene
79768-25-5

14-hydroxy-β-isocaryophyllene

B

(-)-isocaryophyllene
118-65-0

(-)-isocaryophyllene

Conditions
ConditionsYield
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
formaldehyd
50-00-0

formaldehyd

4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

β-caryophyllene
87-44-5

β-caryophyllene

A

(6aSR,9R,12S,15aRS)-7,8,9,10,11,12,14,15,15a,16-Decahydro-6aH,13H,17H-bicyclo<7.2.0>undecano<5',4':5,6>pyrano-<2,3-b><1>benzopyran-17-one

(6aSR,9R,12S,15aRS)-7,8,9,10,11,12,14,15,15a,16-Decahydro-6aH,13H,17H-bicyclo<7.2.0>undecano<5',4':5,6>pyrano-<2,3-b><1>benzopyran-17-one

B

(7aSR,11S,14R,16aRS)-7,7a,8,9,11,12,13,14,15,16-Decahydro-13,13,16a-trimethyl-10-methylene-6H,10H,16aH-bicyclo<7.2.0>undecano<5',4':5,6>pyrano<3,2-c><1>benzopyran-6-one

(7aSR,11S,14R,16aRS)-7,7a,8,9,11,12,13,14,15,16-Decahydro-13,13,16a-trimethyl-10-methylene-6H,10H,16aH-bicyclo<7.2.0>undecano<5',4':5,6>pyrano<3,2-c><1>benzopyran-6-one

Conditions
ConditionsYield
In 1,4-dioxane for 3h; Heating;A 38%
B 54%
β-caryophyllene
87-44-5

β-caryophyllene

methyl 2,6-dihydroxy-4-(2-hydroxyethyl)benzoate
1332835-53-6

methyl 2,6-dihydroxy-4-(2-hydroxyethyl)benzoate

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

C26H34O5
1332835-54-7

C26H34O5

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃;53%
β-caryophyllene
87-44-5

β-caryophyllene

A

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
62560-57-0

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol

C

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
31887-51-1

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene

D

α-neoclovene
4545-68-0

α-neoclovene

E

ginsenol

ginsenol

F

4,5-dihydrocaryophyllen-4β-ol
86834-01-7

4,5-dihydrocaryophyllen-4β-ol

G

(-)-Clovene
469-92-1

(-)-Clovene

H

isocaryolan-8-ol
131717-65-2

isocaryolan-8-ol

I

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
60269-12-7

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol

Conditions
ConditionsYield
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
87-44-5

β-caryophyllene

C22H20N3O5Pol

C22H20N3O5Pol

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

A

C12H13N3O2
1007585-62-7

C12H13N3O2

B

6-[hydroxy-N-(8-hydroxy-1,4,4-trimethyltricyclo[6.3.1.0(2,5)]dodec-9-yl)amino]pyridine-3-carboxamide
1350541-02-4

6-[hydroxy-N-(8-hydroxy-1,4,4-trimethyltricyclo[6.3.1.0(2,5)]dodec-9-yl)amino]pyridine-3-carboxamide

Conditions
ConditionsYield
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%
β-caryophyllene
87-44-5

β-caryophyllene

phenylacetylene
536-74-3

phenylacetylene

(1R,4S,7R,11S)-4,13,13-trimethyl-10-methylene-6-phenyltricyclo[9.2.0.04,7]tridec-5-ene

(1R,4S,7R,11S)-4,13,13-trimethyl-10-methylene-6-phenyltricyclo[9.2.0.04,7]tridec-5-ene

Conditions
ConditionsYield
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%
β-caryophyllene
87-44-5

β-caryophyllene

(4-trifluoromethyl)phenyl nitrile oxide
158611-70-2

(4-trifluoromethyl)phenyl nitrile oxide

A

(1S,5E,9R)-6,10,10-trimethyl-4’-[4-(trifluoromethyl)phenyl]-3’H-spiro[bicyclo[7.2.0]undecane-2,2’-[1,5]oxazole]-5-ene

(1S,5E,9R)-6,10,10-trimethyl-4’-[4-(trifluoromethyl)phenyl]-3’H-spiro[bicyclo[7.2.0]undecane-2,2’-[1,5]oxazole]-5-ene

B

(1’S,4’R,7’S,11’R)-1’,5’,5’-trimethyl-4-12’-bis[4-(trifluoromethyl)phenyl]-3H-14’-oxa-13’-azaspiro[1,5-oxazole-2,8-tricyclo[9.3.0.04,7]tetradecan]-12’-ene

(1’S,4’R,7’S,11’R)-1’,5’,5’-trimethyl-4-12’-bis[4-(trifluoromethyl)phenyl]-3H-14’-oxa-13’-azaspiro[1,5-oxazole-2,8-tricyclo[9.3.0.04,7]tetradecan]-12’-ene

Conditions
ConditionsYield
In dichloromethane at 20℃;A 45%
B 30%
β-caryophyllene
87-44-5

β-caryophyllene

A

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
62560-57-0

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol

C

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
31887-51-1

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene

D

α-neoclovene
4545-68-0

α-neoclovene

E

ginsenol

ginsenol

F

isocaryophyllene

isocaryophyllene

G

4,5-dihydrocaryophyllen-4β-ol
86834-01-7

4,5-dihydrocaryophyllen-4β-ol

H

(-)-Clovene
469-92-1

(-)-Clovene

I

isocaryolan-8-ol
131717-65-2

isocaryolan-8-ol

J

(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
136296-35-0

(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
136296-37-2

(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
136376-06-2

(1S,2S,5R)-1,4,4-trimethyltricyclo<6.3.1.02,5>dodec-8-ene

M

(1S,2R,5Z,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undec-5-ene

(1S,2R,5Z,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undec-5-ene

N

(1R,2S,5R,9S)-1,4,4-trimethyl-8-methylenetricyclo<7.2.0.02,5>undecane
169220-03-5

(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
60269-12-7

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol

Conditions
ConditionsYield
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
87-44-5

β-caryophyllene

A

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
62560-57-0

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol

C

isocaryophyllene

isocaryophyllene

D

(-)-Clovene
469-92-1

(-)-Clovene

E

isocaryolan-8-ol
131717-65-2

isocaryolan-8-ol

F

(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
136296-35-0

(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
136296-37-2

(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
136376-06-2

(1S,2S,5R)-1,4,4-trimethyltricyclo<6.3.1.02,5>dodec-8-ene

I

(1S,2R,5Z,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undec-5-ene

(1S,2R,5Z,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undec-5-ene

J

(1R,2S,5R,9S)-1,4,4-trimethyl-8-methylenetricyclo<7.2.0.02,5>undecane
169220-03-5

(1R,2S,5R,9S)-1,4,4-trimethyl-8-methylenetricyclo<7.2.0.02,5>undecane

Conditions
ConditionsYield
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
87-44-5

β-caryophyllene

A

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
62560-57-0

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol

C

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
31887-51-1

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene

D

α-neoclovene
4545-68-0

α-neoclovene

E

ginsenol

ginsenol

F

isocaryophyllene

isocaryophyllene

G

4,5-dihydrocaryophyllen-4β-ol
86834-01-7

4,5-dihydrocaryophyllen-4β-ol

H

(-)-Clovene
469-92-1

(-)-Clovene

I

isocaryolan-8-ol
131717-65-2

isocaryolan-8-ol

J

(1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene
136296-35-0

(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
136296-37-2

(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
60269-12-7

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol

Conditions
ConditionsYield
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
87-44-5

β-caryophyllene

A

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol
62560-57-0

(1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol

C

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene
31887-51-1

(1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene

D

(1R,2R,6S,7S)-2,6,8,8-tetramethyltricyclo[5.2.2.01,6]undecane

(1R,2R,6S,7S)-2,6,8,8-tetramethyltricyclo[5.2.2.01,6]undecane

E

ginsenol

ginsenol

F

3,4,8α-trimethyl-1α-(12-methylene)tricyclo<6.3.1.01,5>dodeca-3,5-diene
123414-62-0

3,4,8α-trimethyl-1α-(12-methylene)tricyclo<6.3.1.01,5>dodeca-3,5-diene

G

4,5-dihydrocaryophyllen-4β-ol
86834-01-7

4,5-dihydrocaryophyllen-4β-ol

H

(-)-Clovene
469-92-1

(-)-Clovene

I

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol
60269-12-7

(1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol

Conditions
ConditionsYield
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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