Dicobalt edetate

Dicobalt edetate

Names
Other names Kelocyanor
Identifiers
CAS Number	36499-65-7
3D model (Jmol)	Interactive image Interactive image
ChemSpider	64951
ECHA InfoCard	100.048.227
PubChem	71942
UNII	UKC6GH80QR
InChI InChI=1S/C10H16N2O8.2Co/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20;;/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);;/q;2*+2/p-4 Key: TWAWHTJKASJPEK-UHFFFAOYSA-J InChI=1/C10H16N2O8.2Co/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20;;/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);;/q;2*+2/p-4 Key: TWAWHTJKASJPEK-XBHQNQODAQ
SMILES C(CN(CC(=O)[O-])CC(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].[Co+2].[Co+2] [Co+2].[Co+2].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O
Properties
Chemical formula	C10H12Co2N2O8.6H2O
Molar mass	406.08 g/mol 514.18 g/mol (hexahydrate)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dicobalt edetate is the coordination compound with the approximate formula Co₂(EDTA)(H₂O)₆.

Solutions of this solid have been used in Europe as an antidote to cyanide poisoning.^[1]

It is a derivative of the (non-natural) amino acid ethylenediaminetetraacetate.

Structure

The compound is polymeric in the crystalline form. Half of the Co²⁺ ions are bound to the EDTA²⁻ and the other Co²⁺ ions are bound to four water ligands as well as carboxylate ligands on the [Co(EDTA)]²⁻ entity.^[2] In aqueous solution, depolymerization occurs to give [Co(EDTA)]²⁻ and [Co(H₂O)₆]²⁺ ions, each of which is kinetically labile and has a high affinity for cyanide. Oxidants would convert the [Co(EDTA)]²⁻ into [Co(EDTA)]⁻, which would be unreactive toward cyanide because this complex would be "inert."^[3]

References

1. Pickering WG (December 1985). "Cyanide toxicity and the hazards of dicobalt edetate". Br Med J (Clin Res Ed). 291 (6509): 1644. doi:10.1136/bmj.291.6509.1644-a. PMC 1418389. PMID 2866807.
2. E. F. K. Mccandlish, T. K. Michael; Rose, N. J.; Neal, J. A.; Lingafelter, E. C.; Rose, N. J. (1978). "Comparison of the Structures and Aqueous Solutions of [(O-Phenylenediaminetetraacetato(2-)]Cobalt(II) and [Ethylenediaminetetraacetato(2-)]Cobalt(II)". Inorg. Chem. 17 (6): 1383–94. doi:10.1021/ic50184a001.
3. Dwyer, F. P.; Garvan, F. L.; Kirschner, Stanley (1960). "Resolution of the Ethylenediaminetetracetatocobaltate(III) Ion". Inorg. Synth. Inorganic Syntheses. 4: 192–4. doi:10.1002/9780470132371.ch61. ISBN 978-0-470-13237-1.