Ethylenediaminetriacetic acid
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Ethylenediaminetriacetic acid

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Category
Other Unnatural Amino Acids
Catalog number
BAT-015997
CAS number
688-57-3
Molecular Formula
C8H14N2O6
Molecular Weight
234.21
Ethylenediaminetriacetic acid
IUPAC Name
2-[2-[bis(carboxymethyl)amino]ethylamino]acetic acid
Synonyms
Glycine, N-(carboxymethyl)-N-2-(carboxymethyl)aminoethyl-; N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine; 2,2'-((2-((Carboxymethyl)amino)ethyl)azanediyl)diacetic acid; N-{2-[bis(carboxymethyl)amino]ethyl}glycine; Triscarboxymethylethylenediamine; Ethylene diamine triacetic acid; Ethylenediamine N,N,N'-Triacetic Acid; 2-[bis(carboxymethyl)amino]ethylglycine
Related CAS
940963-10-0 (hydrate)
Purity
≥95%
Density
1.458±0.06 g/cm3 (Predicted)
Boiling Point
525.7±50.0°C (Predicted)
Storage
Store at -20°C under inert atmosphere
Solubility
Soluble in Water (Slightly)
InChI
InChI=1S/C8H14N2O6/c11-6(12)3-9-1-2-10(4-7(13)14)5-8(15)16/h9H,1-5H2,(H,11,12)(H,13,14)(H,15,16)
InChI Key
OUDSFQBUEBFSPS-UHFFFAOYSA-N
Canonical SMILES
C(CN(CC(=O)O)CC(=O)O)NCC(=O)O
1. Synthesis of silver nanoparticles in aqueous aminopolycarboxylic acid solutions via γ-irradiation and hydrogen reduction
Vishwabharati V Malkar, Tulsi Mukherjee, Sudhir Kapoor Mater Sci Eng C Mater Biol Appl. 2014 Nov;44:87-91. doi: 10.1016/j.msec.2014.08.002. Epub 2014 Aug 9.
Formation of silver nanoparticles in the presence of various aminipolycarboxylic acids (APCAs) such as iminodiacetic acid (IDA), nitrilotriacetic acid (NTA), ethylenediaminetetraacetic acid (EDTA), N-(2-hydroxyethyl) ethylenediaminetriacetic acid (HEDTA), diethylenetriaminepentaacetic acid (DTPA), and N,N,N',N″,N‴,N‴-triethylenetetraminehexaacetic acid (TTHA) was studied. Monodispersed silver nanoparticles capped by carboxylate groups of APCAs were prepared by the reduction of Ag(+) ions induced by either γ-radiolytic or H2 reduction at room temperature. APCAs act as stabilizer to avoid the aggregation of silver nanoparticles. It has been shown that H2-induced reduction of Ag(+) is possible at room temperature in the presence of APCAs. TTHA stabilized γ-reduced particles showed reactivity towards oxygen. The formed particles were characterized by UV-vis absorption, X-ray diffraction, zetasizer and transmission electron microscopy.
2. Regioselective conversions of H4pdta (1,2-propanediaminetetraacetic acid) and H4eed3a to their triacetates on peroxotitanates
Yu-Chen Yang, Qiong-Xin Liu, Zhao-Hui Zhou, Hui-Lin Wan Dalton Trans. 2019 Dec 7;48(45):16943-16951. doi: 10.1039/c9dt03589c. Epub 2019 Nov 5.
1,2-Propanediaminetetraacetic acid (H4pdta = C11H18O8N2) is degraded selectively to 1-methyl-1,2-propanediaminetriacetic acid (H3pd3a = C9H16O6N2) with a yield of 75% at room temperature, while N-(2-hydroxyethyl) ethylenediaminetriacetic acid (H4eed3a = C10H18O7N2) is converted with difficulty to ethylenediaminetriacetic acid (H3ed3a = C8H14O6N2) on peroxotitanates(iv), showing the influence of the uncoordinated leaving group. Various species in the reaction sequence are isolated and fully characterized, including (NH4)[Ti(O2)(Hpdta)]·H2O (1), (NH4)3[Ti(O2)(pdta)H(pdta)(O2)Ti]·7H2O (2), (NH4)[Ti(O2)(pd3a)]·H2O (3) and (NH4)[Ti(O2)(Heed3a)]·H2O (5). Peroxo dimer 2 forms a strong intramolecular hydrogen bond [2.451(3) Å] as an intermediate in the peroxo Ti-pdta system, which results in the absence of a fully deprotonated species of peroxo pdta titanate. A catalytic reaction of the peroxo titanate (NH4)3[Ti(O2)(pdta)H(pdta)(O2)Ti]·7H2O (2) for the conversion of pyridine to pyridine N-oxide shows 94% conversion at 80 °C.
3. Multielemental determination of GEOTRACES key trace metals in seawater by ICPMS after preconcentration using an ethylenediaminetriacetic acid chelating resin
Yoshiki Sohrin, Shouhei Urushihara, Seiji Nakatsuka, Tomohiro Kono, Eri Higo, Tomoharu Minami, Kazuhiro Norisuye, Shigeo Umetani Anal Chem. 2008 Aug 15;80(16):6267-73. doi: 10.1021/ac800500f. Epub 2008 Jul 23.
GEOTRACES is an international research project on marine biogeochemical cycles of trace elements and their isotopes. GEOTRACES key trace metals in seawater are Al (8-1000 ng/kg), Mn (4-300 ng/kg), Fe (1-100 ng/kg), Cu (30-300 ng/kg), Zn (3-600 ng/kg), and Cd (0.1-100 ng/kg), of which global oceanic distribution will be determined on a number of research cruises. This work introduces a novel method of solid-phase extraction to determine Al, Mn, Fe, Co, Ni, Cu, Zn, Cd, and Pb in seawater by adjusting the pH of the sample to 6 and carrying out a single preconcentration step. The trace metals were collected from approximately 120 mL of seawater using a column of a chelating resin containing the ethylenediaminetriacetic acid functional group and eluted with approximately 15 mL of 1 M HNO3. Mn and Fe in the eluate were measured by inductively coupled plasma mass spectrometry (ICPMS) using the dynamic reaction cell mode, and the other metals were measured using the standard mode. Using this procedure, the trace metals were collected quantitatively, while >99.9% of alkali and alkaline earth metals in seawater were removed. The procedural blank was <7% of the mean concentration in deep ocean waters, except 16% for Pb. The overall detection limit was <14% of the mean concentration in deep ocean waters. The RSD was <9%. Our values for the trace metals in the certified reference materials of seawater NASS-5 and nearshore seawater CASS-4 agreed with the certified values (except that there is no certified value for Al). This method was also successfully applied to the reference materials of open-ocean seawater produced by the SAFe program. Our Fe concentrations were 5.9 +/- 0.7 ng/kg for surface water (S1) and 50.4 +/- 2.9 ng/kg for deep water (D2), which are in agreement with the interlaboratory averages of 5.4 +/- 2.4 and 50.8 +/- 9.5 ng/L, respectively. The data for other metals were oceanographically consistent.
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