ISSN:
0749-1581
Keywords:
NQR NMR Nitrosation
;
Phosphorylacetaldehydes
;
Phosphorylnitrosoethenols
;
Phosphorylacetaldnitrones
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
14N NQR and NMR spectroscopy were used to show that, in the solid phase, the products of nitrosation of phosphorylacetaldehydes are a mixture of dimers of 1-(dialkoxyphosphoryl)-1-nitrosoethen-2-ols and dialkoxyphosphorylacetaldnitrones. The stabilization of the nitrone form is probably made possible by a high degree of conjugation and by the way the dimeric molecules are packed in the crystal, which causes them to be held in fixed positions. When the dimeric 1-(dialkoxyphosphoryl)-1-nitrosoethen-2-ols and dialkoxyphosphorylacetaldnitrones are dissolved, they undergo aldo-enol, nitroso-oxime and nitrone-oxime tautomerism, converting gradually into monomeric aldehyde oximes which exist in E- and Z-isomeric forms. The ratios of dimeric nitroso-enol, nitrone-enol and monomeric aldehyde oxime forms can be measured by NMR and depend on the solvent, concentration and temperature.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260300806
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