Shelly, Kevin P. published the artcileGeneral acid catalysis in the enolization of acetone, Application In Synthesis of 6249-56-5, the publication is Canadian Journal of Chemistry (1989), 67(8), 1274-82, database is CAplus.
Iodometry was used to study the enolization of acetone in water catalyzed by HCl, MeSO3H, 24 aliphatic monocarboxylic acids, nine aromatic monocarboxylic acids, eight aliphatic dicarboxylic acids, and 20 monoanions of dicarboxylic acids. The log k-pK profile for unbuffered solutions of strong and moderately strong acids shows a maximum near pK â?0. The Broensted α value for a set of eight aliphatic monocarboxylic acids in which effects of bulk, charge, and polarizability are at a min. is 0.56. Steric effects, probably augmented by polarizability effects in some cases, cause pos. deviations form the Broensted line drawn with respect to these standard acids. Anionic carboxylic acids are also more reactive than would be predicted from their equilibrium acid strengthens, whereas cationic acids tend to be less reactive. Using D2O as solvent has only a small effect on the rate of carboxylic acid catalysis. Using acetone-d6 gives values of kH/kD in the range of 7.0-8.0 at 25°, values consistent with a proton or deuteron being transferred between two bases of comparable strength, the carboxylate anion and the enol form of acetone.
Canadian Journal of Chemistry published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C8H5F3O3, Application In Synthesis of 6249-56-5.
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