33282-15-4, Name is 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid, belongs to isoxazole compound, is a common compound. name: 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acidIn an article, once mentioned the new application about 33282-15-4.
Nucleophilic substitution reactions of N-methyl-N-arylcarbamoyl chlorides (YC6H4N(CH3)COCl) with pyridines (XC5H4N) have been investigated in dimethyl sulfoxide at 45.0 C. A striking trend in the selectivity parameters is that they are constant within experimental errors, rhoX = -2.25 ± 0.03, betaX = 0.42 ± 0.01, and rhoX = 1.10 ± 0.06, with changing reactivities of the electrophiles (6deltasigmaY) and nucleophiles (deltasigmaX), respectively, and this leads to a vanishingly small cross-interaction constant, rhoXY betaXY 0. The rate data can be expressed in the Ritchie N+ type equation. Based on this and other results, the mechanism of nucleophile (pyridine) addition to the resonance- stabilized carbocation is proposed. It has been shown from the definition betaXY (and rhoXY) together with the Marcus equation that the high intrinsic barrier, DeltaG±, in the intrinsic-barrier controlled reaction series is a prerequisite for such reactions in which the cross-interaction vanishes and the N+ relationship holds.
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Reference：
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem