1-Octene, photochemical oxidation

The only synthetic approach to the valuable 7-phosphanorbornene system is through Diels-Alder chemistry on phospholes, especially in the four-coordinate state (P-oxides and sulfides). Some of this chemistry has been described in Sections 2.15.6.1 and 2.15.6.2, and it has been reviewed elsewhere <90RHA39>. The 7-phosphanorbornenes are used as precursors for the 2,3-oxaphos-phabicyclo[2.2.2]octene ring system, which finds value as a source, on thermal or photochemical... 

A suitable 7-phosphanorbomene 7-oxide was transformed to the corresponding 2,3-oxaphosphabicyclo[2.2.2]octene in a Baeyer-ViUiger oxidation that was a suitable precursor for metaphosphonate used in the phosphorylation of simple alcohols (Scheme 45). A dual mechanism comprising elimination-addition and addition-elimination pathways was substantiated for both thermally- and photochemically-initiated reactions." ... 

Octadecene, MA copolymerization, 542 Octadecylamine, EMA resin reaction, 434 A-9, lO-Octalin, MA photochemical adduct, 190 1,2,3,4,5,6,7,8-Octamethylnaphthalene, MA Diels-Alder reaction, 122, 123 Octane, azeotropic distillation agent, 22 Octanone-2, permaleic acid oxidation, 77 1,3,6-Octatriene, MA copolymerization, 349 Octene-1... 

The NOs- radicals can also be generated by flash photolysis of CAN in acetonitrile (Del Giacco et al., 1993). These photochemically produced nitrate free radicals have been used to study the one-electron oxidation of methylbenzenes. Depending on the oxidation potential of the substrate, radical cations or benzyl-type neutral radicals were formed. Formation of radical cations was observed for most of the methylbenzene derivatives that were studied, whereas formation of the benzyl radical was observed with toluene and with ortho- and meta-xylene. This reaction is not useful for synthetic applications. The reactivity of propellane C-C bonds towards free nitrate radicals photochemically generated from ammonium hexanitrato-eerate(IV) in acetonitrile was studied from both theoretical and experimental points of view (Fokin et al., 2000). Baciocchi and coworkers reported that the photochemical reaction of CAN in acetonitrile with cyclohexene, 1-octene and styrene derivatives leads to the formation of 1,2-dinifrate adducts in high yields (scheme 65) (Baciocchi et al., 1988b). 

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