Nitrilotriacetic acid

Nitrilotriacetic acid
Names
	Preferred IUPAC name 2,2′,2′′-Nitrilotriacetic acid
	Other names N,N-Bis(carboxymethyl)glycine; 2-[Bis(carboxymethyl)amino]acetic acid; Triglycine Trilon
Identifiers
CAS Number	139-13-9 (free acid) ; 5064-31-3 (trisodium salt) ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1710776
ChEBI	CHEBI:44557 ;
ChemSpider	8428 ;
DrugBank	DB03040 ;
ECHA InfoCard	100.004.869
EC Number	205-355-7;
Gmelin Reference	3726
KEGG	C14695 ;
MeSH	Nitrilotriacetic+Acid
PubChem CID	8758;
RTECS number	AJ0175000;
UNII	KA90006V9D ; E3C8R2M0XD (trisodium salt) ;
UN number	2811
CompTox Dashboard (EPA)	DTXSID6020939 ;
	InChI InChI=1S/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13) Key: MGFYIUFZLHCRTH-UHFFFAOYSA-N ;
	SMILES O=C(O)CN(CC(=O)O)CC(=O)O;
Properties
Chemical formula	C6H9NO6
Molar mass	191.14
Appearance	White crystals
Melting point	246 °C (475 °F; 519 K)
Solubility in water	Insoluble. <0.01 g/100 mL at 23°C
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−1.3130–−1.3108 MJ mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H319, H351
Precautionary statements	P281, P305+P351+P338
Flash point	100 °C (212 °F; 373 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1.1 g kg−1 (oral, rat)
Related compounds
Related alkanoic acids	EDTA; Iminodiacetic acid; EDDS;
Related compounds	Triethanolamine; Tris(2-aminoethyl)amine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Nitrilotriacetic acid (NTA) is the aminopolycarboxylic acid with the formula N(CH₂CO₂H)₃. It is a colourless solid. Its conjugate base nitrilotriacetate is used as a chelating agent for Ca²⁺, Co²⁺, Cu²⁺, and Fe³⁺.^[5]

^ "Nitrilotriacetic Acid - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 13 July 2012.
^ Nitrilotriacetic acid
^ Favre, Henri A.; Powell, Warren H. (2014). Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. pp. 21, 679. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ ^a ^b ^c Cite error: The named reference ChemBK was invoked but never defined (see the help page).
^ Nitrilotriacetic Acid and Its Salts, International Agency for Research on Cancer

[pc1-1] "Nitrilotriacetic Acid - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 13 July 2012.

[2] Nitrilotriacetic acid

[iupac2013-3] Favre, Henri A.; Powell, Warren H. (2014). Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. pp. 21, 679. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[ChemBK-4] Cite error: The named reference ChemBK was invoked but never defined (see the help page).

[5] Nitrilotriacetic Acid and Its Salts, International Agency for Research on Cancer

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