[(4,4-Dimethyl-2-oxo-1,3-oxazolidin-3-yl)methyl]phosphonic acid

Abstract

The title compound, C6H12NO5P, was synthesized as an intermediate phase in a search for new N-(phosphonomethyl)glycine derivatives. The molecules are held together by O-H...O hydrogen bonds, forming chains along the b axis in the crystal structure. The observed molecular structure is compared with that calculated by the density functional theory method.

Synthesis and characterization of novel (9H‐fluoren‐9‐ylamino) carbonylaminomethylphosphonic acid

“…This article is a continuation of our study on the synthesis of α-aminophosphonic acids [14][15][16]. Herein, we describe the synthesis of novel α-aminophosphonic acids (3), reacting phosphorus trichloride with formaldehyde and (9H-fluoren-9-yl)urea (2).…”

Ammonium hydrogen (RS)-[(5-methyl-2-oxo-1,3-oxazolidin-3-yl)methyl]phosphonate

“…In one of them (major occupancy) the oxazolidine ring (N1/C2/C3/O5/c4) is almost planar [r.m.s. of 0.017 (2) Å] while in the other one it adopts an envelope conformation, with atom C22 deviating within 0.367 33 (Allen et al, 1987;Dudko et al, 2009;Ying et al, 2007;Todorov et al, 2006). The phosphorus atom displays a slightly distorted tetrahedral geometry provided by three oxygen atoms and one carbon atom.…”

“…For general background of the use of phosphonic and aminophosphonic acids as chelating agents in metal extraction and as medicinal compounds, see: Metlushka et al (2009); Naydenova et al (2009); Matczak-Jon & Videnova- Adrabinska (2005). For related structures, see: Dudko et al (2009); Shivachev et al (2005); Todorov et al (2006); Ying et al (2007). For bond-length data, see: Allen et al (1987).…”

“…These derivatives have been widely used in the manufacture of herbicides, as chelating agents in metal extraction and as medicinal compounds (Metlushka et al, 2009;Naydenova et al, 2009;Matczak-Jon & Videnova-Adrabinska, 2005). As part of our ongoing studies of the structure-activity relationships for phosphonic acid derivatives (Todorov et al, 2006;Shivachev et al, 2005) herein we report the structure of the titled compound.…”

“…In the crystal structure, the methyloxazolidin-2-one moiety is disordered over two positions. In (Allen et al, 1987;Dudko et al, 2009;Ying et al, 2007;Todorov et al, 2006). The phosphorus atom displays a slightly distorted tetrahedral geometry provided by three oxygen atoms and one carbon atom.…”