The photochemistry of mETHYL GERANATE (cas 13058-12-3), a model chromophore for insect juvenile hormone analogs

Add time:09/10/2019    Source:sciencedirect.com

The irradiation of methyl geranate (3) in ether using 254 nm lamps produces methyl 5-methyl-2-isopropenyl-4-hexenoate (13), 1,6,6-trimethyl-endo-5-carbomethoxybicyclo-[2.1.1]hexane (11), methyl 2-isopropenyl-5-methylcyclopentanecarboxylate (12) and methyl (3Z)-3,7-dimethyl-3,6-octadlenoate (14). Photolysis run in water or in ether in the presence of base generates two additional dienes: methyl 3-methylene-7-methyl-6-octenoate (16) and methyl (3E)-3,7-dimethyl-3,6-octadienoate (17). The photolysis of methyl (2E, 6E)-3,7-dimethyl-2,6-nonadienoate (4a) in ether produces all ZE isomers, 4a – 4d.

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