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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:
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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Study of Ca? ATMP Precipitation in the Presence of Magnesium Ion.
Tantayakom V, et al.
Langmuir, 20(6), 2220-2226 (2004)
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).
Luciaan Boels et al.
Environmental science & technology, 46(17), 9638-9645 (2012-08-10)
Adsorptive removal of antiscalants offers a promising way to improve current reverse osmosis (RO) concentrate treatment processes and enables the reuse of the antiscalant in the RO desalination process. This work investigates the adsorption and desorption of the phosphonate antiscalant
[Setting hygienic standards for zinc-complexes of nitrilotrimethyl phosphonic acid in reservoirs].
R A Suleĭmanov
Gigiena i sanitariia, (11)(11), 73-74 (1984-11-01)
María C Zenobi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 75(4), 1283-1288 (2010-02-05)
An ATR-FTIR study of the vibrational spectra of N,N-bis(2-hydroxyethyl) aminomethylphosphonic acid (BHAMP), 1-hydroxyethane-1,1'-diphosphonic acid (HEDP) and nitrilotris(methylenephosphonic acid) (NTMP) adsorbed onto boehmite is presented. The study was performed in the pH range from 5 to 9, and bands assignments are
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