The hydrogen atom on C4 of 3,5-dimethylisoxazole undergoes hydrogen isotope exchange in strongly acidic media. A study of the kinetics of this process also showed that the reactivity of the isoxazole ring to electrophilic substitution reactions decreases sharply in large excess of sulfuric acid.
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Translated from Izvestiya Akademii Nauk SSR, Seriya Khimicheskaya, No. 5, pp. 936–938, May, 1964
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Setkina, V.I., Sokolov, S.D. Isotopic exchange of hydrogen in 3,5-dimethylisoxazole with acids. Russ Chem Bull 13, 876–878 (1964). https://doi.org/10.1007/BF00846516
- Sulfuric Acid
- Hydrogen Atom
- Acidic Medium
- Large Excess