127933-57-7Relevant academic research and scientific papers
STRUCTURES OF (DIALKOXYPHOSPHORYL)HALOACETALDEHYDES AND THEIR NITROSATION PRODUCTS
Shagidullin, R. R.,Pavlov, V. A.,Buzykin, B. I.,Aristova, N. V.,Chertanova, L. F.,et al.
, p. 1459 - 1468 (2007/10/02)
(Dialkoxyphosphoryl)haloacetaldehyde exists in the enol form in the crystalline state, in which the Z isomer is realized, which has a P=O...HO intermolecular hydrogen bond, while the solvent polarity governs the equilibrium between the aldehyde, Z-enol, and E-enol forms in solution.The proportion of the E enol containing an intramolecular hydrogen bond increases as the concentration falls.The nitrosation products have the structure of (dialkoxyphosphoryl)carbonyl halide oximes, which occur as the Z isomers in the crystalline state and in concentrated solution (about 1 M), in which the hydroxyl and phosphoryl groups have the trans position with respect to the C=N bond, and in which there is an intermolecular hydrogen bond between the oxime hydroxyl and the phosphoryl oxygen or the solvent.In dilute solution (about 10-2 M), one gets the E form with its intramolecular hydrogen bond.
