Aminomethylphosphonic acid
Chemical compound
From Wikipedia, the free encyclopedia
Aminomethylphosphonic acid (AMPA) is a aminophosphonate with a weak phosphonic acid group.
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| Names | |
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| Preferred IUPAC name
(Aminomethyl)phosphonic acid | |
| Other names
Aminomethanephosphonic acid | |
| Identifiers | |
3D model (JSmol) |
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| Abbreviations | AMPA; AMeP |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.152.014 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| CH6NO3P | |
| Molar mass | 111.037 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).
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Application
Environmental fate
AMPA is one of the primary degradation products of the herbicide glyphosate.[4][1] In addition, it is a degradation product of other aminophosphonates, which have applications as antiscalant and water treatment.[5]
AMPA was found in the final effluent of some wastewater treatment plants at concentrations of up to 10μg/l.[6] AMPA can be detected after membrane filtration.[7] AMPA has the potential to be broken down further by manganese oxide in laboratory conditions, however in soil manganese oxide is usually only present in trace amounts.[8] Microbial degradation of AMPA is the more likely degradation pathway, where it degrades into phosphoric acid[9][10] and ultimately to carbon dioxide and inorganic phosphate.[11]
Toxicity
AMPA is likely the major toxic metabolite of glyphosate and it is therefore considered to be of similar toxicological concern (harmful in greater than 0.5 parts per million) as glyphosate itself.[12]