ATMP
ATMP
Chemical compound
For other uses, see ATMP (disambiguation).
ATMP or aminotris(methylenephosphonic acid) is a phosphonic acid with chemical formula N(CH2PO3H2)3. It is a colorless solid. Its conjugate bases, such as [N(CH2PO3H)3]3-, have chelating properties.
Quick Facts Names, Identifiers ...
| 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) |
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| ChEMBL | |
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| ECHA InfoCard | 100.026.496  |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| 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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ATMP can be synthesized from the Mannich-type reaction of ammonia, formaldehyde, and phosphorous acid, in a manner similar to the Kabachnik–Fields reaction.[1][2]
ATMP has good antiscale performance.[3][4] It is related structurally to nitrilotriacetic acid.[5]
- Detergents and cleaning agents
- Fouling
- Inhibition
- Water treatment
- Petrov, K. A.; Maklyaev, F. L.; Bliznyuk, N. K (1959). "Synthesis of aminodiphosphonates and aminotriphosphonates". Zhurnal Obshchei Khimii. 29: 591–4.
- 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.
- Labjar, Najoua; Lebrini, Mounim; Bentiss, Fouad; Chihib, Nour-Eddine; Hajjaji, Souad El; Jama, Charafeddine (2010). "Corrosion inhibition of carbon steel and antibacterial properties of aminotris-(methylenephosphonic) acid". Materials Chemistry and Physics. 119 (1–2): 330–336. doi:10.1016/j.matchemphys.2009.09.006.
- Tang, Yongming; Yang, Wenzhong; Yin, Xiaoshuang; Liu, Ying; Yin, Pengwei; Wang, Jintang (2008). "Investigation of CaCO3 scale inhibition by PAA, ATMP and PAPEMP". Desalination. 228 (1–3): 55–60. doi:10.1016/j.desal.2007.08.006.
- Cabeza, Aurelio; Ouyang, Xiang; Sharma, C. V. Krishnamohan; Aranda, Miguel A. G.; Bruque, Sebastian; Clearfield, Abraham (2002-05-01). "Complexes Formed between Nitrilotris(methylenephosphonic acid) and M 2+ Transition Metals: Isostructural Organic−Inorganic Hybrids". Inorganic Chemistry. 41 (9): 2325–2333. doi:10.1021/ic0110373. ISSN 0020-1669.