Acid properties of the 2,2,6,6-tetramethyl-1-oxopiperidinium cation and 2,2,6,6-tetramethyl-1-hydroxypiperidine 1-oxide

Autor: T. M. Kosheleva, V. A. Golubev, V. D. Sen
Rok vydání: 1979
Předmět:
Zdroj: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 28:1847-1850
ISSN: 1573-9171
0568-5230
Popis: 1. In aqueous solutions of 2,2,6,6-tetramethyl-1-oxopiperidinium salts and salts of 1-hydroxypiperidine 1-oxide, the oxopiperidinium cation is in equilibrium with 1-hydroxypiperidine 1-oxide , and the piperidine 1,1-dioxide anion, . At [OH−] > 2 mole/liter, this equilibrium is shifted by more than 95% to the side, and at pH < 12 shifted to more than 98% to the side. 2. 2,2,6,6-Tetramethyl-1-hydroxypiperidine 1-oxide is amphoteric; it is a weak protic acid and a strong base for the conjugated acid. 3. It is possible that the oxoimmonium cations, , are intermediates for the synthesis of carbonyl compounds from nitronic acids and nitroalkanes (Nef reaction).
Databáze: OpenAIRE
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