103214-11-5Relevant articles and documents
TAUTOMERISM IN THE SERIES OF ACETYLPINACOLIN ACYLHYDRAZONES
Yakimovich, S. I.,Zerova, I. V.
, p. 2279 - 2287 (2007/10/02)
It was shown by PMR spectroscopy that acetylpinacolin acylhydrazones exist in deuterochloroform and deuterodimethyl sulfoxide solutions as a mixture of the hydrazone, enehydrazine, and cyclic 5-hydroxypyrazoline forms.In the series of acetylpinacolin aroylhydrazones the introduction of electron-withdrawing substituents into the aromatic ring of the N-aroyl radical shifts the ring-chain tautomeric equilibrium toward the 5-hydroxypyrazoline form.In the series of products from the condensation of acetylpinacolin with the hydrazides of aliphatic acids the proportion of the open-chain tautomer increases with increase in the si ze of substituent in the N-acyl part.
