3698-23-5

Usage

InChI:InChI=1/C11H14O2/c1-4-5-9-6-7-10(12-2)8-11(9)13-3/h4,6-8H,1,5H2,2-3H3

Upstream product

• 1616-52-0 4-allyl-1,3-dihydroxybenzene 
• 77-78-1 dimethyl sulfate 
• 13677-76-4 2-allyl-5-methoxyphenol 
• 74-88-4 methyl iodide 
• 1616-51-9 3-allyloxyphenol 
• 150-19-6 O-methylresorcine 
• 108-46-3 recorcinol 
• 37592-19-1 3-allyloxyanisole 
• 17715-69-4 1-Bromo-2,4-dimethoxybenzene 
• 106-95-6 allyl bromide 
• 870-23-5 prop-2-ene-1-thiol 
• 138109-49-6 2,4-dimethoxyphenylmagnesium bromide 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 91-52-1 2,4 dimethoxybenzoic acid 
• 17627-75-7 2,4-dimethoxy-1-(prop-1-enyl)benzene 
• 50900-55-5 (E)-2,4-dimethoxy-1-(prop-1-en-1-yl)benzene 
• 1455397-04-2 (E)-dimethyl 2-(3-(2,4-dimethoxyphenyl)allyl)-2-(trifluoromethyl)malonate 
• 79928-77-1 2,4-dimethoxy-5-formylallylbenzene 

Relevant academic research and scientific papers

Pd(ii)-catalyzed decarboxylative allylation and Heck-coupling of arene carboxylates with allylic halides and esters

This work demonstrates an alternative method to prepare allylated arenes and aryl-substituted allylic esters via catalytic decarboxylative C-C bond formation using aromatic carboxylic acids and allylic halides and esters.

Dialkoxybenzene and dialkoxyallylbenzene feeding and oviposition deterrents against the cabbage looper, trichoplusia ni: Potential insect behavior control agents

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.

Rhodium- and iridium-catalyzed allylation of electron-rich arenes with allyl tosylate

The allylation of electron-rich arenes with allyl tosylate proceeded at 0°C in the presence of [Rh(nbd)(CH3CN)2]PF 6. Various oxygenated arenes were allylated with high para-selectivity in almost all cases. Especially in t

Selective halogen - Magnesium exchange reaction via organomagnesium ate complex

Halogen-magnesium exchange of various aryl halides is achieved with a magnesium ate complex at low temperatures. Tributylmagnesate (nBu3MgLi) induces facile iodine-magnesium exchange at -78 °C. Dibutylisopropylmagnesate (iPrnBu2MgLi) is more reactive than nBu3MgLi, and this reagent accomplishes selective bromine-magnesium exchange at -78 °C. This procedure is utilized for the preparation of various polyfunctionalized arylmagnesium species. The exchange of alkenyl halides using this method proceeds with retention of configuration of the double bond.

STRUCTURE-ACTIVITY RELATIONSHIPS OF PHENYLPROPANOIDS AS GROWTH INHIBITORS OF THE GREEN ALGA SELENASTRUM CAPRICORNUTUM

Twenty-seven commercial or synthetic phenylpropanoids have been tested in broth against the unicellular alga Selenastrum capricornutum.The antialgal activity seems to be linked to the number as well as to the position of the methoxyl group in the molecule.A slight effect of the side chain substitution was also observed. Key Word Index - Selenastrum capricornutum; allelochemicals; phenylpropanoids.

IRON-MEDIATED AROMATIC ALLYLATION

Electron rich aromatic and heteroaromatic compounds react with (η3-allyl)Fe(CO)4BF4 to produce allylated aromatics in moderate to good yields.Unsymmetrically substituted allyl complexes afford the corresponding butenyl-, 1,1-dimethylallyl-, cinnamyl-, and geranyl-derivatives with moderate to excellent regioselectivity and complete stereoselectivity.

Selective Demethylative Cyclisation of 2-Methoxy-allylbenzenes

Treatment of 3-substituted 2-methoxyallylbenzenes with dry HBr in CHCl3 causes selective demethylative cyclisation to give 7-substituted 2-methyl-2,3-dihydrobenzofurans.The reaction involves mutual participation of allyl and 2-methoxyl groups and is sterically accelerated by substituents vicinal to OCH3.The reaction does not take place in high dielectric solvents such as DMF or DMSO.A propable mechanism envisaging a non-classical ionic transition state is proposed and the synthetic utility of this reaction is also demonstrated.