22184-23-2

Upstream product

• 824-45-3 2,5-dimethylbenzyl chloride 
• 127-08-2 potassium acetate 
• 106-42-3 para-xylene 
• 64-19-7 acetic acid 
• 53957-33-8 2,5-dimethylbenzyl alcohol 
• 75-36-5 acetyl chloride 

Downstream Products

• 53957-33-8 2,5-dimethylbenzyl alcohol 
• 1310458-49-1 2,5-bis(bromomethyl)benzyl acetate 
• 89424-83-9 1,3-dihydroisobenzofuran-5-carbaldehyde 
• 1187196-40-2 5-(3,5-dichlorophenyl)-3-(1,3-dihydro-2-benzofuran-5-yl)-5-(trifluoromethyl)-4,5-dihydroisoxazole 
• 89424-84-0 5-hydroxymethyl-1,3-dihydroisobenzofuran 
• 188111-48-0 5-(bromomethyl)-1,3-dihydroisobenzofuran 

Relevant academic research and scientific papers

Condensation reactions of planar chiral tricarbonyl-chromium-complexed benzylic alcohols and acetates with reactive arenes

The condensation reaction of planar chiral 2- and 2,5-substituted tricarbonyl-chromium complexed benzylic alcohols and acetates with reactive arenes (durene, anisole, 1,3-dimethoxybenzene, diphenyl ether) is reported. The reactions were performed in both racemic and enantiomeric versions, optically pure and S-(-)-[2-methoxybenzyl alcohol]-tricarbonyl-chromium being prepared by LiAlH4 reduction of diastereomeric, t.l.c. separated, (-)-menthyl esters of [2-methoxybenzoic acis]-tricarbonyl-chromium. The condensation of the difunctional complex [1,4-diacetoxymethylene-2,5-dimethoxybenzene]-tricarbonyl- chromium with an excess of anisole proved the same reactivity at both reactive benzylic sites thus serving as a model for possible polycondensation process. Corresponding optically pure difunctional starting complexes were obtained by t.l.c. separation of diasteromeric diesters with R-(-)-lactic or S-(-)-mandelic acids.

PESTICIDAL CONDENSED - RING ARYL COMPOUNDS

Condensed-ring aryl compounds of formula (I) and use of the same as a agrochemical for controlling noxious organisms wherein (X)mQ, A, R1, (Y)n and the grouping -W1-W2-W3-W4- are as defined herein.

Use of Tellurium(IV) and Tellurium(VI) as Oxidants in Organic Synthesis

The oxidizing properties of TeO2, Te(OH)6, and TeO3 in acetic acid solution containing LiBr have been explored.It was found that certain aromatic compounds were acetoxymethylated by the action of TeO2 or, when especially activated, converted into diarylmethane derivatives.Te(OH)6 and TeO3, in contrast, mainly effected side-chain acetoxylation, as was also the case with SeO2.In the acetoxymethylation reaction TeO2 apparently slowly oxidized the solvent, HOAc, to a reactive species of some kind, e.g., acetoxycarbene, which attacked the aromatic compound.In the side-chain acetoxylations, Te(VI) oxidized bromide ions to Br2, which caused benzylic bromination.The solvolysis of benzylic bromides to acetates was significantly enhanced by the presence of Te(IV) species.Both TeO2 and TeO3 effected more conventional oxidations like the transformation of deoxybenzil to benzil.Benzoin acetate is a probable intermediate in this oxidation.

Metal Ion Oxidation. VII. Oxidation of Aromatic Hydrocarbons by Potassium 12-Wolframocobalt(III)ate, a "Soluble Anode"

The oxidation of aromatic compounds with potassium 12-wolframocobalt(II)ate in acetic acid media has been investigated.A wide range of alkylaromatics can be acetoxylated in the α position, whereas nuclear substitution can be effected in the presence of acetate ion.In a few cases acetoxymethylation is observed, presumably via intermediate arylacetic acid. 4-Fluoroanisole is converted to 4-acetoxyanisole.In all preparative aspects, the reaction is closely similar to anodic and Ag(II) mediated acetoxylation.A study of substituted effects upon α acetoxylation showed a good linear relationship between log krel and Eo for oxidation of the alkylaromatic substrates (slope -3.2 V-1).A strong deuterium isotope effect (KH/kD ca. 6) is indicative of a rate-determining step involving hydrogen atom transfer ("concerted electron/proton transfer") from the α C-H bond to an oxygen of the heteropoly ion.