122710-43-4Relevant articles and documents
Dialkoxybenzene and dialkoxyallylbenzene feeding and oviposition deterrents against the cabbage looper, trichoplusia ni: Potential insect behavior control agents
Akhtar, Yasmin,Yu, Yang,Isman, Murray B.,Plettner, Erika
, p. 4983 - 4991 (2011/08/06)
The antifeedant, oviposition deterrent, and toxic effects of individual dialkoxybenzene compounds/sets and of hydroxy- or alkoxy-substituted allylbenzenes, obtained through Claisen rearrangement of substituted allyloxybenzenes, were assessed against the cabbage looper, Trichoplusia ni, in laboratory bioassays. Most of the compounds/sets strongly deterred larval feeding, with some exhibiting mild toxic and oviposition deterrent effects as well. Some of the compounds/sets were more active than the commercial insect repellent, DEET (N,N-diethyl-m-toluamide), as both feeding and oviposition deterrents against the cabbage looper. On the basis of the obtained oviposition data a general hypothesis was proposed regarding the oviposition sites: one binding mode with the alkyl and allyl groups on the same side of the benzene ring resulted in deterrence, the other with alkyl and allyl groups on opposite sides of the benzene ring resulted in stimulation. The results suggest some structure-activity relationships useful in improving the efficacy of the compounds and designing new, nontoxic insect control agents for agriculture.
MODIFICATION OF PHOTOCHEMICAL REACTIVITY BY CYCLODEXTRIN COMPLEXATION: SELECTIVITY IN PHOTO-CLAISEN REARRANGEMENT
Syamala, M, S.,Ramamurthy, V.
, p. 7223 - 7233 (2007/10/02)
Photorearrangements of meta-alkoxyphenylallyl ethers 1-5 in ethanol, in water and as complexes of α and β-cyclodextrins have been investigated.The ratio of the two ortho rearrangement products was dependent both on the lenght of the alkoxy substituent and on that of the host cavity suggesting that, subtle and rationale engineering manipulation is required to achieve exclusive obtention of only one ortho isomer.It is speculated that α-cyclodextrin provides a "tight fit" while β-cyclodextrin offers a "loose fit".This tightness of binding is suggested to be responsible for the selectivity among the ortho isomers with α-cyclodextrin as the host.Further, the results indicate that "loose cavity" can be tighttened by incorporating a "molecular spacer" such as a long hydrocarbon chain as an intramolecular appendix.