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Ethylenediaminediacetic acid

Ethylenediaminediacetic acid (EDDA) is the organic compound with the formula C2H4(NHCH2CO2H)2. It is a derivative of two molecules of glycine, wherein the amines are linked. It is a white solid. It is one of several aminopolycarboxylic acids.

Ethylenediaminediacetic acid
Names
Preferred IUPAC name
2,2′-[Ethane-1,2-diylbis(azanediyl)]diacetic acid
Other names
N,N′-Ethylenediglycine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.024.641 Edit this at Wikidata
EC Number
  • 227-105-6
KEGG
UNII
  • InChI=1S/C6H12N2O4/c9-5(10)3-7-1-2-8-4-6(11)12/h7-8H,1-4H2,(H,9,10)(H,11,12)
    Key: IFQUWYZCAGRUJN-UHFFFAOYSA-N
  • C(CNCC(=O)O)NCC(=O)O
Properties
C6H12N2O4
Molar mass 176.172 g·mol−1
Appearance white solid
Melting point 228 °C (442 °F; 501 K)
Hazards
GHS labelling:[1]
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Danger
H302, H315, H318, H319, H335, H411
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

The conjugate base is a tetradentate ligand.[1] A representative complex is Na[Co(EDDA)(CO3)].[2]

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References

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  1. ^ Sabo, Tibor J.; Grguric-Sipka, Sanja R.; Trifunovic, Srecko R. (2002). "Transition Metal Complexes with EDDA-Type Ligands-a Review". Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry. 32: 1661–1717. doi:10.1081/SIM-120015086. S2CID 94409799.
  2. ^ Leon J. Halloran; Arlene L. Gillie; J. Ivan Legg (1978). "Ethylenediamine- N,N ′-Diacetic Acid Complexes of Cobalt(III)". Inorganic Syntheses. Vol. 18. pp. 103–111. doi:10.1002/9780470132494.ch17. ISBN 978-0-470-13249-4.