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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:
6419-19-8
Molecular Weight:
299.05
Beilstein:
1715724
EC Number:
229-146-5
MDL number:
MFCD00002138
UNSPSC Code:
12352100
PubChem Substance ID:
57652427
NACRES:
NA.22

Assay

≥95% (T)

form

crystals

mp

~215 °C (dec.)

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
GHS05

Signal Word

Warning

Hazard Statements

H290

Precautionary Statements

P234 - P390

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Complexes formed between nitrilotris (methylenephosphonic acid) and M2+ transition metals: isostructural organic? inorganic hybrids.
Cabeza A, et al.
Inorganic Chemistry, 41(9), 2325-2333 (2002)
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