39075-90-6Relevant academic research and scientific papers
Microwave-assisted demethylation of methyl aryl ethers using an ionic liquid
Park, Jiyeon,Chae, Junghyun
experimental part, p. 1651 - 1656 (2010/08/22)
An efficient demethylation of methyl aryl ethers using an ionic liquid, 1-n-butyl-3-methylimidazolium bromide ([bmim][Br]) has been developed. Methyl aryl ethers are successfully cleaved by the halide anion of [bmim][Br], without aid of any other activating agents. In this reaction, microwave irradiation was found to be crucial for the effective conversion. The newly developed protocol is a very attractive green chemical process as it utilizes minimal amount of cleaving reagents and does not require additional activating agents or solvents. Under the conditions described herein, a broad range of methyl aryl ethers were converted to the corresponding phenolic compounds in moderate to excellent yields in a short time. Georg Thieme Verlag Stuttgart New York.
METHODS AND COMPOSITIONS FOR CONTROL OF GYPSY MOTHS, Lymanria dispar
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Page/Page column 10, (2010/08/07)
The invention provides in part dialkoxybenzene and eugenol compounds for controlling infestation by a Lymantria dispar, and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; with the provisos that when R2 is at position 2, R3 if present is at position 3, or when R2 is at to position 3, R3 if present is at positions 2 or 4, or when R2 is at position 4, R3 if present is at position 2; or of Formula II: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; or mixtures thereof.
METHODS AND COMPOSITIONS FOR CONTROL OF CABBAGE LOOPER, Trichoplusia ni
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Page/Page column 9, (2010/07/04)
The invention provides in part dialkoxybenzene compounds for controlling infestation by a Trichoplusia ni, and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; except that when R2 is at position 2, R3 if present is at position 3, and when R2 is at position 3, R3 if present is at positions 2 or 4, and when R2 is at position 4, R3 if present is at position 2, and when R2 is at position 4 and R3, if present, has reacted with an OH group at position 1 in a Markovnikov sense, then R3 becomes R4, a dihydrofuran.
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
scheme or table, 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.
Indent and bulge-discogens for controlling the columnar mesophase
Ong, Chi Wi,Hwang, Chia-Yi,Liao, Su-Chih,Pan, Cheng-Hao,Chang, Tsu-Hsin
scheme or table, p. 5149 - 5154 (2010/08/06)
Two series of dibenzophenazines with their mesogenic cores substituted by indent or bulge peripheral side chains have been synthesized. A good balance between anisotropy and isotropy has been achieved by the tri-functionalized bulge-discogen having a pair
Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents
Akhtar, Yasmin,Isman, Murray B.,Paduraru, Peggy M.,Nagabandi, Srinivas,Nair, Ranjeet,Plettner, Erika
scheme or table, p. 10323 - 10330 (2009/10/02)
The antifeedant, oviposition deterrent, and toxic effects of dialkoxybenzene minilibraries and of disubstituted cyclopentene minilibraries (i.e., consisting of four to five compounds) along with their pure constituent compounds were assessed against third instar larvae and adults of the cabbage looper, Trichoplusia ni, in laboratory bioassays in a search for new insect control agents. These compounds mimic naturally occurring bioactive odorants and tastants and are relatively easily prepared from commodity chemicals. Most of these libraries strongly deterred larval feeding, with some exhibiting strong toxic and oviposition deterrent effects as well. Our results suggest some structure-function relationships within these libraries. Replacement of a methyl group with larger alkyl substituents increased the feeding deterrent effects in most cases. The presence of a free hydroxyl group, irrespective of the carbon framework or alkyl substituent, served to reduce feeding deterrent effects in all series of compounds. Further, exceeding a certain group size also generally had a detrimental effect. This information will be useful in designing new insect control agents for agriculture. Some of these libraries and compounds may have potential for development as commercial insecticides.
Diphenol radical cations and semiquinone radicals as direct products of the free electron transfer from catechol, resorcinol and hydroquinone to parent solvent radical cations
Brede, Ortwin,Kapoor, Sudhir,Mukherjee, Tulsi,Hermann, Ralf,Naumov, Sergej
, p. 5096 - 5104 (2007/10/03)
In the pulse radiolysis of solutions of catechol, resorcinol and hydroquinone in n-butylchloride, dihydroxybenzene radical cations (40%) as well as semiquinone radicals (60%) are observed as direct synchronously formed products of the electron transfer from the solvent parent ions to the solute. This is explained in terms of free electron transfer succeeding in nearly every encounter of the reactants, which in the case of the studied dihydroxybenzenes involves femtosecond molecular dynamics effects. The rotation of the C-OH bond causes cycling of the molecule through transient conformations also exhibiting different electron distributions. From the more chemical point of view, the diphenol radical cations represent the first and till now unknown intermediates of oxidative semiquinone radical formation.
Comparison of two molecular design strategies for the development of an ammonium ionophore more highly selective than nonactin
Sasaki, Shin-ichi,Amano, Tsuyoshi,Monma, Gou,Otsuka, Takeshi,Iwasawa, Naoko,Citterio, Daniel,Hisamoto, Hideaki,Suzuki, Koji
, p. 4845 - 4848 (2007/10/03)
A series of ionophores for ammonium ion-selective electrodes was designed and synthesized, and their characteristics were examined. The design of the ionophores is based on two different strategies: (1) introduction of bulky blocking subunits (decalino gr
