ATMP

ATMP
Names
	IUPAC name [Bis(phosphonomethyl)amino]methylphosphonic acid
	Other names Tris(phosphonomethyl)amine; Nitrilotrimethylphosphonic acid; Aminotris(methylphosphonic acid); ATMP; NTMP
Identifiers
CAS Number	6419-19-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL260191 ;
ChemSpider	15833 ;
ECHA InfoCard	100.026.496
EC Number	229-146-5;
PubChem CID	16698;
UNII	1Y702GD0FG ;
CompTox Dashboard (EPA)	DTXSID2027624 ;
	InChI 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) Key: YDONNITUKPKTIG-UHFFFAOYSA-N ; 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;
	SMILES O=P(O)(O)CN(CP(=O)(O)O)CP(=O)(O)O;
Properties
Chemical formula	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
Solubility in water	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

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]

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

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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[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.