Tautomerism of N-acylphosphoramidic esters and N-acyl phosphinic amides
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Summary
- 1.
A series of halogen-substituted N-acylphosphorimidic esters and N-acyl phosphinimidic esters were prepared, and the dealkylation of these gave halogen-substituted N-acylphosphoramidic esters and N-acyl phosphinic amidies.
- 2.
On the basis of the infrared spectra of the individual substances and their solutions in carbon tetrachloride, and also of pH data for their aqueous and aqueous-alcoholic solutions, it was concluded that halogen derivatives of N-acylphosphoramidic esters and N-acyl phosphinic amides have the amide form corresponding to the tautomeric form (a) or that the tautomeric equilibrium of these substances is displaced toward the form (a).
- 3.
The frequency of the valence vibration of the NH group may be displaced to about 2600 cm−1 when it is strongly hydrogen-bonded to the P=O group of phosphine oxides.
Keywords
Oxide Ester Amide Infrared Spectrum HalogenPreview
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