20797-56-2

Upstream product

• 63809-19-8 2,4,6-trimethyl-mandelic acid-methyl ester 
• 3112-46-7 mesitylglyoxylic acid 
• 114894-30-3 2,4,6-trimethyl-mandelic acid-isopropyl ester 
• 860571-42-2 2,4,6-trimethylphenylglyoxal hydrate 
• 128042-13-7 [2,2,2-Trichloro-1-(2,4,6-trimethyl-phenyl)-ethyl]-carbamic acid ethyl ester 
• 1667-01-2 2,4,6-Trimethylacetophenone 
• 29574-60-5 dimesityl triketone 
• 108-67-8 1,3,5-trimethyl-benzene 
• 2633-66-1 2-mesitylmagnesium bromide 
• 22185-97-3 mesitylglyoxal 
• 7732-18-5 water 
• 19909-65-0 dimesityl-butanetetraone 
• 202131-25-7 hydroxy-mesityl-malonic acid diethyl ester 
• 66150-50-3 ethyl 2-hydroxy-2-mesitylacetate 

Downstream Products

• 101743-03-7 mesityl-p-tolyl-acetic acid 
• 5740-42-1 2,2-bis(2,4,6-trimethylphenyl)acetic acid 
• 37011-25-9 2,2-diethyl-5-(2,4,6-trimethyl-phenyl)-[1,3,2]dioxasilolan-4-one 
• 91110-65-5 (4-tert-butyl-2,6-dimethylphenyl)mesitylacetic acid 
• 91110-66-6 2,4,6-trideuteriomethylphenyl(mesityl)acetic acid 
• 4541-73-5 2,2-bis-(4-methoxyphenyl)acetic acid 
• 116437-29-7 anisylmesitylacetic acid 
• 91110-64-4 (4-tert-butyl-2,6-dimethylphenyl)mesitylketene 
• 88180-86-3 (E)-2-(4-tert-butyl-2,6-dimethylphenyl)-1,2-dimesitylethenol 
• 91110-62-2 (Z)-2-(4-tert-butyl-2,6-dimethylphenyl)-1,2-dimesitylethenol 
• 87871-33-8 bis(mesityl)ketene 
• 79068-58-9 DL-Mercapto(mesityl)essigsaeure 
• 5350-76-5 1-phenyl-2-(2,4,6-trimethylphenyl)ethanone 
• 25056-07-9 1-Phenyl-2-(2,4,6-trimethyl-phenyl)-ethane-1,2-dione 

Relevant academic research and scientific papers

Hydration of Bis(pentamethylphenyl)- and Bismesityl-ketenes leading to Ene-1,1-diols (Enols of Carboxylic Acids)

The reaction of the sterically hindered diarylketenes (Ar = Me5C6 or 2,4,6-Me3C6H2) with water is pH independent over the range 1-9 and is not subject to strong buffer catalysis.The primary products formed are the corresponding ene-1,1-diols which result from addition across the C=O (rather than the C=C) of the ketene.These "enols of carboxylic acids" are relatively long lived owing to slow protonation of the β-carbon (because of steric hindrance caused by the o-Me groups) and evidence for their structures in solution is presented.On attempted isolation of theene-1,1-diols facile oxidation to a stable free radical, as well as ketonisation to the corresponding acids, occurs.Evidence is presented in terms of the large negative entropy of activation (ca. 200 J K-1 mol-1), solvent isotope effects and the absence of significant general-base catalysis, that (despite the sterically hindered nature of these ketenes) the characteristics of their hydration are typical of other ketenes and that this most likely involves an initial concerted reaction with a water oligomer.Updated ab initio calculations are also presented, which are consistent with this view.

SYNTHESIS AND SOME PROPERTIES OF 1,1-DI(ALKOXYCARBONYLAMINO)-2,2-DIHALOGENO- AND 1,1-DI(ALKOXYCARBONYLAMINO)-2,2,2-TRIHALOGENOETHANES

1,1-Di(alkoxycarbonylamino)-2,2,2-trihalogenoethanes were obtained by heating trihalogenoacetaldehydes or their hydrates with urethanes in a ratio of 1:2 in the presence of catalytic amounts of concentrated sulfuric acid.The products were reduced selectively with aluminum amalgam in 90percent alcohol to 1,1-di(alkoxycarbonylamino)-2,2-dihalogenoethanes.Compounds of both types react smoothly with benzene and its homologs in the presence of concentrated sulfuric acid and give 1-alkoxycarbonylamino-1-aryl-2,2-dihalogeno- and 1-alkoxycarbonylamino-1-aryl-2,2,2-trihalogenoethanes respectively.In an alkaline medium the latter are cleaved to aryloxyacetic acid, and with phosphorus pentachloride they form 1-aryl-2,2-dihalogeno- and 1-aryl-2,2,2-trihalogenoethyl isocyanates.