The kinetics of photochemical deconjugation reactions of mETHYL GERANATE (cas 13058-12-3)

Add time:09/09/2019    Source:sciencedirect.com

The photochemical transformations of methyl geranate are analyzed in terms of the dependence of quantum yield upon base, 1,2-dimethylimidazole, concentration. The dependence of quantum yield of deconjugated esters methyl (3Z)-3,7-dimethy1-3,6-octadienoate (12), methyl 3-methy1ene-7-methyl-6-octenoate (13) and methyl (3E)-3,7-dimethyl-3,6-octadienoate (14) and the ratio of (13)/(12) and (13)/(14) upon base concentration, as well as the dependence of the ratios (methyl 2-isopropenyl-5-methy1cyc1opentanecarboxy1ate (15): deconjugated ester) (10)/(12), (10)/(13) and (10)/(14) upon the reciprocal of the base concentration, are consistent with relative rate constant ratios for ([1,5] sigmatropic shift)/(dienol deprotonation) for photodienols 15, (precursor of 13), 17 (precursor of 12) and 19 (precursor of 14) of 72, 1.0 and 85.

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