✍ Scribed by Valeriy A. Pavlov; John A. S. Smith; Tatjana A. Zjablikova
No coin nor oath required. For personal study only.
^14^N 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.
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