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72568

Sigma-Aldrich

Nitrilotri(methylphosphonic acid)

≥95% (T)

Synonym(s):

ATMP, Aminotris(methylenephosphonic acid), [Bis(phosphonomethyl)amino]methylphosphonic acid

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About This Item

Linear Formula:
N[CH2PO(OH)2]3
CAS Number:
Molecular Weight:
299.05
Beilstein:
1715724
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95% (T)

form

crystals

mp

~215 °C (dec.)

functional group

amine

SMILES string

OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O

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)

InChI key

YDONNITUKPKTIG-UHFFFAOYSA-N

Application

Nitrilotri(methylphosphonic acid) is a common chelating agent used in synthetic chemistry. Some of the other applications include:
  • Preparation of hexagonal porous three-dimensional structures encapsulating a template, layered structures with intercalated templates or linear polymers.
  • Synthesis of metal-organic frameworks in combination with uranyl nitrate.
  • Preparation of ingredient of anticorrosive protective coatings on the steel surface.
  • ATMP can also be employed as a scale inhibitor during squeeze treatments in oilfield operations.

Other Notes

Powerful complexing agent

Pictograms

Corrosion

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Met. Corr. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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[Hygienic establishment of maximum permissible concentrations of nitrilotrimethylphosphonic acid and a copper-containing complex in reservoir water].
R A Suleĭmanov et al.
Gigiena i sanitariia, (2)(2), 67-68 (1984-02-01)
Synthesis, structure, and properties of nitrilo-tris (methylenephosphonato)-triaquairon (II){Fe [μ-NH (CH 2 PO 3 H) 3](H 2 O) 3}, as an ingredient of anticorrosive protective coatings on the steel surface.
Somov N V, et al.
Crystallography Reports, 60(6), 853-859 (2015)
Nitrilotris (methylenephosphonato) potassium K [μ6-NH (CH2PO3) 3H4]: Synthesis, structure, and the nature of the K?O chemical bond.
Somov N V, et al.
Crystallography Reports, 61(4), 606-610 (2016)
P K Bali et al.
Archives of biochemistry and biophysics, 281(2), 251-256 (1990-09-01)
The kinetics of iron removal from human serum diferric transferrin by nitrilotris(methylenephosphonic acid) (NTP) and pyrophosphate (PPi) have been studied in 0.1 M, pH 7.4, N-(2-hydroxyethyl)piperazine-N'-2-ethanesulfonate buffer at 25 degrees C using urea/polyacrylamide gel electrophoresis. The four microscopic rate constants
Yuta Suzuki et al.
Nucleic acids symposium series (2004), (52)(52), 379-380 (2008-09-09)
Only one phosphodiester linkage in long DNA was hydrolyzed simply by using two components: oligonucleotide-multiphosphonate conjugates ("gapmers") and Ce(IV)/EDTA (Fig. 1).

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