109120-40-3

Basic information

• Product Name: caryophyllene dioxide
• Synonyms: caryophyllene dioxide
• CAS NO: 109120-40-3
• Molecular Weight: 236.354
• Mol File: 109120-40-3.mol

Chemical Properties

• CAS DataBase Reference: caryophyllene dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: caryophyllene dioxide(109120-40-3)
• EPA Substance Registry System: caryophyllene dioxide(109120-40-3)

Safety Data

• Hazardous Substances Data: 109120-40-3(Hazardous Substances Data)

Upstream product

• 87-44-5 caryophyllene 

Relevant articles and documents

Enzymatic epoxidation of β-caryophyllene using free or immobilized lipases or mycelia from the Amazon region

The chemo-enzymatic epoxidation of the terpene β-caryophyllene is reported herein. This compound can form two products, the mono-epoxide 2 and the di-epoxide 3. Different experimental conditions, varying the source of the lipases (including mycelia from the Amazon region), the oxidizing agents (H 2O2 aq. (AHP) or urea-hydrogen peroxide (UHP)) and the substituted acyl donors on the alkyl chain (bromide and alkyl), along with the influence of organic medium, were evaluated. Depending on the experimental conditions the formation of a single product could be obtained. CAL-B was the most efficient catalyst (conv. >99%). When using the commercial lipases product 2 was obtained in conversions of 16-27%, and using the native lipases 2 was obtained in conversions of 20-23%. With the use of mycelia UEA 06 and UEA 53 the conversions were 16 and 21%, respectively. When the 2-bromo alkylated and 2-ethylhexanoic acids were used as acyl donors only the mono-epoxide 2 was obtained in conversions of 14-54% (24 h). AHP was found to be a better oxidizing agent than UHP, a shorter time and lower amount being required to obtain 2 or 3 as the sole product in good conversions (60 up to >99%). The organic solvents were also selective. When using n-hexane the preferred formation of 2 was observed with >99% conversion, and when ethyl acetate or toluene were used the conversion to 3 was also >99% (in 8 and 24 h, respectively).

METHOD FOR MANUFACTURING AN EPOXY COMPOUND AND METHOD FOR EPOXIDIZING A CARBON-CARBON DOUBLE BOND

The present invention provides a method for producing an epoxy compound, comprising oxidizing a carbon-carbon double bond of an organic compound by hydrogen peroxide in the presence of a neutral inorganic salt and a mixed catalyst of a tungsten compound (a), at least one phosphorus compound selected from the group consisting of phosphoric acids, phosphonic acids, and salts thereof (b) and a surfactant (c), and an epoxidizing method comprising oxidizing a carbon-carbon double bond by hydrogen peroxide in the presence of the catalyst and the neutral inorganic salt.