ATMP

ATMP or aminotris(methylenephosphonic acid) is a phosphonic acid with chemical formula N(CH2PO3H2)3. It has chelating properties. It can be synthesized from the Mannich-type reaction of ammonia, formaldehyde, and phosphorous acid, in a manner similar to the Kabachnik–Fields reaction.[1]

For other uses, see ATMP (disambiguation).
ATMP
Names
Preferred IUPAC name
[Nitrilotris(methylene)]tris(phosphonic acid)
Other names
Tris(phosphonomethyl)amine; Nitrilotrimethylphosphonic acid; Aminotris(methylphosphonic acid); ATMP; NTMP
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.026.496
EC Number
  • 229-146-5
UNII
  • InChI=1S/C3H12NO9P3/c5-14(6,7)1-4(2-15(8,9)10)3-16(11,12)13/h1-3H2,(H2,5,6,7)(H2,8,9,10)(H2,11,12,13) checkY
    Key: YDONNITUKPKTIG-UHFFFAOYSA-N checkY
  • InChI=1/C3H12NO9P3/c5-14(6,7)1-4(2-15(8,9)10)3-16(11,12)13/h1-3H2,(H2,5,6,7)(H2,8,9,10)(H2,11,12,13)
    Key: YDONNITUKPKTIG-UHFFFAOYAN
  • O=P(O)(O)CN(CP(=O)(O)O)CP(=O)(O)O
Properties
C3H12NO9P3
Molar mass 299.048 g·mol−1
Appearance White solid
Density 1.33 g/cm3 (20 °C)
Melting point 200 °C (392 °F; 473 K) decomposes
61 g/100 mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Properties

ATMP has better antiscale performance than that of polyphosphate through its excellent chelating ability, low threshold inhibition and lattice distortion process. It can prevent scale formation in water systems. ATMP is the phosphonate analog of nitrilotriacetic acid.

Applications

References
  1. Moedritzer, Kurt; Irani, Riyad R. (1966). "The Direct Synthesis of α-Aminomethylphosphonic Acids. Mannich-Type Reactions with Orthophosphorous Acid". The Journal of Organic Chemistry. 31 (5): 1603. doi:10.1021/jo01343a067.
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