108354-46-7

Basic information

• Product Name: 2H-1-Benzopyran-2-one,7-[[(2E,6E)-8-hydroxy-3,7-dimethyl-2,6-octadien-1-yl]oxy]-
• Synonyms: 2H-1-Benzopyran-2-one,7-[(8-hydroxy-3,7-dimethyl-2,6-octadienyl)oxy]-, (E,E)-; 2H-1-Benzopyran-2-one,7-[[(2E,6E)-8-hydroxy-3,7-dimethyl-2,6-octadienyl]oxy]- (9CI); Auraptenol;Auraptenol (C19H22O4)
• CAS NO: 108354-46-7
• Molecular Formula: C19H22 O4
• Molecular Weight: 314.381
• Mol File: 108354-46-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one,7-[[(2E,6E)-8-hydroxy-3,7-dimethyl-2,6-octadien-1-yl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one,7-[[(2E,6E)-8-hydroxy-3,7-dimethyl-2,6-octadien-1-yl]oxy]-(108354-46-7)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one,7-[[(2E,6E)-8-hydroxy-3,7-dimethyl-2,6-octadien-1-yl]oxy]-(108354-46-7)

Safety Data

• Hazardous Substances Data: 108354-46-7(Hazardous Substances Data)

Upstream product

• 495-02-3 auraptene 

Downstream Products

• 115028-73-4 (+)-(6'R,7'R,2'E)-epoxy-6',7' dimethyl-3',7' octene-2' tosyle-8' oxy-7 coumarine 
• 5980-09-6 (6'R,2'E)-dihydroxy-6',7' dimethyl-3',7' octene-2' oxy-7 coumarine 

Relevant articles and documents

MICROBIAL OXIDATION OF GERANYLACETONE AND GERANYLOXYCOUMARIN, AURAPTEN

Geranylacetone and geranyloxycoumarin (aurapten) were investigated with 14 selected microorganisms for ω-hydroxylation and epoxydation of the subterminal double bond.Trichoderma koningii and Verticillium theobromae are in principal useable for both reactions of geranylacetone.Although the yields of these preferably intended reactions were low, while ω-1-, ω-3-, ω-4-hydroxylations partially combined with reductive side reactions take place, the results gave an insight in the different pathways of oxidations dependent on the microorganism used.In contrast aurapten is transformed in relatively high yield the E- or/and Z-configurated ω-alcohols (auraptenols) and to the aurapten-6,7-epoxide.The exclusively useable microorganisms for the oxidation of aurapten selected from the 237 strains tested were Nocardia alba and Bacillus cereus, which both formed enantioselectively the naturally configurated epoxyaurapten R-(+)--7-oxycoumarin in yields of 10,5percent respectively 21percent of excellent optical purity of 99percentee.