Aminomethylphosphonic acid

In spite of Such limitations, some examples can be found in literature. For example, a reversed-phase Cjg column has also been coupled to a weak ion-exchange column to determine gluphosinate, glyphosate and aminomethylphosphonic acid (AMPA) in environmental water (28). This method will be described further below. 

Perfluoroalkyl group-containing surfactants like fluoroalkylsuccinamic surfactant and fluoroalkylthio derivatives from the reaction of bis-2-hydroxyethyl-aminomethylphosphonic acid ester with maleic anhydride were especially useful for the preparation of foams for extinguishing burning hydrocarbon liquids. A surface tension of 19.8 mN/m in a 0.1% aqueous solution was observed [88. ... 

The electrophilic ring opening of iV-allyl HHT 53 with chloroacetyl chloride gave N-allyl- -chloromethyl-a-chloroacetamide 54, which was then alkylated with the diethyl ester of a-aminomethylphosphonic acid (AMPA) to generate the imidazolone 55. Subsequent hydrolysis of 55 gave GLYH3 (57). 

The i.r. spectra of two crystal forms of aminomethylphosphonic acid (91) and its and analogues have been studied. A Fermi resonance between vxh and vxd vibrations and certain binary combinations can explain most of the spectra. The related aminophosphinic acid (92) and... 

To ascertain that aminomethylphosphonic acid ( ) but not glycine (4) is a photolysis product, the primary amino product was identified by comparison of TLC Rf values. Possible products and their formation pathways from photolytic cleavage of N-nitrosoglyphosate are shown in Figure 1 (5). The TLC Rf values on silica gel for different solvent systems are shown in Table II (5). The data clearly indicate that aminomethylphosphonic acid... 

Numerous other derivatives of guar have been prepared by attaching modifying molecules to the guar backbone. Illustrative of the modifying molecules are chloroacetic acid(122), acrolein(123), ethylenimine(124), acrylamide(125), aminomethylphosphonic acid(126), and methyl bromide(127). None of these have achieved widespread use... 

Ibanez M. et al., 2005. Residue determination of glyphosate, glufosinate and aminomethylphosphonic acid in water and soil samples by hquid chromatography coupled to electrospray tandem mass spectrometry. J Chromatogr A 1081 145. 

Amino-3-methylphenol, see 4-Nitrophenol Aminomethylphosphonic acid, see Glvnhosate 2 -Amino-2-naphthoxypropiophenone, see Napropamide 4-Amino-2-naphthoxypropiophenone, see Napropamide Aminonitrobenzoic acid, 3.4-Dinitrobenzoic acid 4-Amino-4 -nitrobiphenyl, see Benzidine 2-Amino-6-nitro-lV-(l-ethylpropyl)-3,4-xylidine, see... 

Before 1975, peptides with C-terminal l-aminoalkylphosphonic acid residues (1-APA) or their esters 1 were essentially unknown. In 1978, the antibacterial properties of phospho-nopeptides incorporating C-terminal 1-aminoethylphosphonic and aminomethylphosphonic acids were reported1 1 and this stimulated interest in this class of compounds. Alaphosphalin [2, alaphosphin, l-(L-alanylamino)ethylphosphonic acid] is probably the first example of a rationally designed synthetic antibiotic. Alaphosphalin did not reach the market, however its discovery increased interest in the development of new synthetic methods for the synthesis of l-aminoalkylphosphonic adds as well as their esters and peptides. 

Aminomethylphosphonic acid (6, Glyp) can be synthesized in almost quantitative yield by amidoalkylation of phosphorus trichloride/AcOH with A-(hydroxymethyl)benzamide (Scheme 3). 19 ... 

Scheme 17 Synthesis of Dipeptides of 1-Aminomethylphosphonic Acids from Their Diphenyl Esters1451...

Derivatization may also be necessary as a means of preconcentrating very polar analytes, such as the herbicide glyphosate and its metabolite aminomethylphosphonic acid (AMPA), which are otherwise too polar to be retained on an SPE cartridge.126... 

Vreeken, R.J., P. Speksnijder, I. Bobeldijk-Pastorova, et al. 1998. Selective analysis of the herbicides gly-phosate and aminomethylphosphonic acid in water by on-line solid-phase extraction-high-performance liquid chromatography-electrospray ionization mass spectrometry. J. Chromatogr. A 794 187-199. 

Scheme 6. Epoxidation of 1-alkenes with 30% H2O2 by addition of aminomethylphosphonic acid to the catalytic oxidation system shown in Scheme 5 [25],...

Yamauchi, K., Mitsuda, Y., and Kinoshita, M. 1975. Peptides containing aminophosphonic acids 3. Synthesis of tripeptide containing aminomethylphosphonic acid. Bull. Chem. Soc. Jpn. 48 3285-3286. 

Plants. Slowly metabolized to aminomethylphosphonic acid ([1066-51-9]), which is the major plant metabolite... 

Soil/environment. In soil (field), DT50 3-174 days, depending on edaphic and climatic conditions. In water, DT50 varies from a few to 91 days. Photodegradation in water occurs under natural conditions, DT50 ca 28 days no substantial photodegradation in soil was recorded over 31 days. In a lab. whole system with water and sediment, DTJ0 ca 14 days (aerobic), 14-22 days (anaerobic). The major metabolite in soil and water is aminomethylphosphonic acid... 

Debenzylation of a Mannich base by hydrogenolysis is widely adopted. - It has been used, for example, in the synthesis - of aminomethylphosphonic acid (H0)2P0—CH2NH2. 

Moedritzer. K. and Irani, R., The direct synthesis of aminomethylphosphonic acids. Mannich-type reactions with orthophos-phorous acid, / Org. Chem.. 31, 1603, 1966. 

Herbicides are mainly aminomethylphosphonic acids (593) amidic N-Mannich bases are also represented.- - - ... 

Maeda, H. and Yoshida, H., Preparation of macroreticular chelating resins containing aminomethylphosphonic acid groups from polyfglycidyl methacrylate) beads and their adsorption capacity, Kenkyu Hokoku Kumamoto Kogyo Daigaku, 14, 153, 1989 Chem. Ahstr.. Ill, 174778, 1989. 

Mallat E. and Barcelo D. (1998) Analysis and degradation study of glyphosate and of aminomethylphosphonic acid in natural waters by means of polymeric and ion-exchange solid-phase extraction columns followed by ion chromatography-post-column derivatization with fluorescence detection. J. Chromatog. Acta 823, 129-136. 

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