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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:
Molecular Weight:
299.05
Beilstein:
1715724
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

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.[1] Some of the other applications include:
  • Preparation of hexagonal porous three-dimensional structures encapsulating a template, layered structures with intercalated templates or linear polymers.[2][3]
  • Synthesis of metal-organic frameworks in combination with uranyl nitrate.[4]
  • Preparation of ingredient of anticorrosive protective coatings on the steel surface.[5]
  • ATMP can also be employed as a scale inhibitor during squeeze treatments in oilfield operations.[6]

Other Notes

Powerful complexing agent[7]

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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Metal-organic frameworks based on uranyl and phosphonate ligands.
Monteiro B, et al.
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 70(1), 28-36 (2014)
Matthias Zehnder et al.
Journal of endodontics, 31(11), 817-820 (2005-10-27)
The aim of this study was to assess interactions of EDTA and citric acid (CA) with sodium hypochlorite (NaOCl), the indispensable endodontic irrigant. Other chelators were simultaneously evaluated as possible alternatives: sodium triphosphate (STP), amino tris methylenephosphonic acid (ATMA), and
Tuomas Lönnberg et al.
Nucleic acids symposium series (2004), (51)(51), 195-196 (2007-11-22)
To improve the recruitment of the catalytically active Ce(IV) ion to the DNA cleavage site in the ARCUT (Artificial Restriction DNA Cutter) system, two phosphonate ligands, nitrilotris(methylenephosphonic acid) (NTP) and N,N,N',N'-ethylenediaminetetra-(methylenephosphonic acid) (EDTP), have been linked to the 5'- or
Three-dimensional hexagonal structures from a novel self-complementary molecular building block.
Krishnamohan Sharma CV and Clearfield A
Journal of the American Chemical Society, 122(18), 4394-4402 (2000)
Azza A Shoukry et al.
Annali di chimica, 97(8), 733-745 (2007-09-29)
The complexing properties of nitrilo-tris(methylphosphonic acid) (NTP) with cadmium(II) were investigated pH-metrically at 25 degrees C and at ionic strength of 0.1 mol dm(-3) (NaNO3). Stoichiometry and stability constants for the complexes formed are reported. Cadmium (II) forms Cd(NTP)(4-) and

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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