6579. Nitrilotriacetic Acid
Nomenclature
CAS number: 139-13-9
N,N-Bis(carboxymethyl)glycine; triglycollamic acid; α,α′,α″-trimethylaminetricarboxylic acid; tri(carboxymethyl)amine; triglycine; NTA. C6H9NO6; mol wt 191.14.
C 37.70%, H 4.75%, N 7.33%, O 50.22%.
Description and references
Prepn: Heintz, Ann. 122, 260 (1862); Michaelis, Schubert, J. Biol. Chem. 106, 331 (1934); Martell, Bersworth, J. Org. Chem. 15, 46 (1950); Singer, Weisberg, US 2855428 and US 3061628 (1958 and 1962, both to Hampshire Chem.). IR studies: Nakamoto et al., J. Am. Chem. Soc. 84, 2081 (1962); Chapman et al., Proc. Chem. Soc. London 1962, 336. Solubility data: Bird, J. Soc. Dyers Colour. 56, 473 (1940). Toxicity data: Soap Chem. Spec. 42, 58 (1966). pK data: Schwarzenbach et al., Helv. Chim. Acta 28, 828 (1945). Review: Souchay, Graizon, Bull. Soc. Chim. Fr. 1952, 34.
Properties
Prismatic crystals from hot water, mp 230-235° dec (Michaelis, Schubert). mp 241.5° (dec). 1.28 g dissolves in 1 liter of water at 22.5°, pH of satd aq soln is 2.3 (Bird). At 20° pK 3.03, pK2 3.07, pK3 10.70.Derivative
Trisodium salt.Nomenclature
5064-31-3; NTANa3; Trilon A.C6H6NNa3O6; mol wt 257.08.
C 28.03%, H 2.35%, N 5.45%, Na 26.83%, O 37.34%.