39692-46-1

Upstream product

• 20257-95-8 8-hydroxyoctanoic acid methyl ester 
• 125077-04-5 Colneleonitrile 
• 125108-31-8 2,2-Dimethyl-propionic acid (Z)-8-(diethoxy-phosphoryloxy)-8-[((1E,3Z)-nona-1,3-dienyl)oxy]-oct-7-enyl ester 
• 125076-95-1 8-(2,2-Dimethyl-propionyloxy)-octanoic acid methyl ester 
• 125076-96-2 8-(2,2-Dimethyl-propionyloxy)-octanoic acid 
• 125076-97-3 8-((2,2-Dimethylpropanoyl)oxy)octanoyl Chloride 
• 125077-02-3 (E)-8-[((1E,3Z)-Nona-1,3-dienyl)oxy]-oct-7-en-1-ol 
• 3884-92-2 methyl 8-oxooctanoate 
• 186581-53-3 diazomethane 
• 52761-34-9 (8E,1'E,3'Z)-9-(1',3'-nonadienyloxy)-8-nonenoic acid 
• 75-77-4 chloro-trimethyl-silane 
• 5502-91-0 9(S)-hydroperoxyoctadeca-10Z,12E-dienoic acid 
• 125076-98-4 (1E)-Non-1-en-3-ynyl 8-((2,2-Dimethylpropanoyl)oxy)octanoate 
• 125076-99-5 (1E,3Z)-1,3-Nonadienyl 8-((2,2-Dimethylpropanoyl)oxy)octanoate 

Relevant academic research and scientific papers

Thermal conversions of fatty acid peroxides to cyclopentenones: A biomimetic model for allene oxide synthase pathway

The trimethylsilyl (TMS) peroxides of linoleic acid 9(S)-hydroperoxide (TMS or Me esters) were subjected to gas chromatography-mass spectrometry (GC-MS) analyses. The cyclopentenones, trans- and cis-10-oxo-11-phytoenoic acid (10-oxo-PEA, Me or TMS esters) were first time detected as the products of TMS-peroxide thermal conversions. The major products were ketodienes, epoxyalcohols, hemiacetals and decadienals. For further study of thermal cyclopentenone formation, 9(S)- or 13(S)-hydroperoxides of linoleic acid (Me esters) were sealed in ampoules and heated at 230 C for 15 or 30 min. The products were separated by HPLC. The cyclopentenone fractions were collected and analyzed by GC-MS. Trans-10-oxo-PEA (Me) and 10-oxo-9(13)-PEA (Me) were formed during the thermal conversion of 9-hydroperoxide (Me ester). Similarly, the cyclopentenones trans-12-oxo-PEA (Me) and 12-oxo-9(13)-PEA (Me) were detected after the heating of 13-hydroperoxide (Me ester). Thermal formation of cyclopentenones can be considered as a biomimetic model of AOS pathway, providing new insights into the mechanisms of allene oxide formation and cyclization.