Aminomethylphosphonic acid

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Not to be confused with AMPA.
Aminomethylphosphonic acid
Aminomethylphosphonic acid.svg
Names
IUPAC name
(Aminomethyl)phosphonic acid
Other names
Aminomethanephosphonic acid
Identifiers
1066-51-9 YesY
Abbreviations AMPA; AMeP
ChEBI CHEBI:28812
ChemSpider 13399
Jmol-3D images Image
PubChem 14017
Properties
CH6NO3P
Molar mass 111.04 g·mol−1
Appearance Solid
Melting point 338 to 344 °C (640 to 651 °F; 611 to 617 K)
Acidity (pKa) 0.4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Aminomethylphosphonic acid (AMPA) is a weak organic acid with a phosphonic acid group. It is one of the primary degradation products of the herbicide glyphosate.[1] AMPA has low toxicity which is comparable to that of glyphosate and it is therefore considered to be of no greater toxicological concern than glyphosate itself.[2] AMPA has been shown to be broken down further by manganese oxide which occurs naturally in soil,[3] or to phosphoric acid via bacterial action [4][5] and ultimately to carbon dioxide and inorganic phosphate.[6]

References[edit]

  1. ^ Environmental Fate of Glyphosate, Jeff Schuette, Department of Pesticide Regulation, California
  2. ^ Pesticide Residues in Food - 1997, FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Core Assessment Group
  3. ^ K. A. Barrett and M. B. McBride. Oxidative Degradation of Glyphosate and Aminomethylphosphonate by Manganese Oxide. Environ. Sci. Technol., 2005, 39 (23), pp 9223–9228
  4. ^ Pipke R, Amrhein N. (1988) Isolation and characterization of a mutant of Arthrobacter sp. strain GLP-1 which utilizes the herbicide glyphosate as its sole source of phosphorus and nitrogen. Applied and Environmental Microbiology 54(11): 2868-2870.
  5. ^ Forlani G, Mangiagalli A, Nielsen E, Suardi CM. (1999) Degradation of the phosphonate herbicide glyphosate in soil: Evidence for a possible involvement of unculturable microorganisms. Soil Biology and Biochemistry 31: 991-997
  6. ^ Backgrounder: Glyphosate does not degrade to phosphorous acid in the environment. Monsanto. 2005

External links[edit]