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Enol‐keto tautomerism of alkyl 2‐picolyl ketones
Author(s) -
Wursthorn Karl R.,
Sund Eldon H.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090103
Subject(s) - chemistry , tautomer , keto–enol tautomerism , enol , alkyl , substituent , solvent polarity , solvent , medicinal chemistry , stereochemistry , organic chemistry , catalysis
An analysis of the ir and nmr spectra taken on a series of nine different alkyl 2‐picolyl ketones clearly indicates that there is an enol‐keto tautomerism. The enol:keto ratio exhibits a marked dependence on both solvent polarity and the nature of the alkyl group. The equilibrium values correlate with the Taft sleric substituent constants.