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Ethylenediaminetetraacetic acid

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Ethylenediaminetetraacetic acid
Ball and stick model of the EDTA molecule, in the zwitterionic form found in the solid state
Names
IUPAC name
2,2',2'',2'''-(ethane-1,2-diyldinitrilo)tetraacetic acid
Other names
EDTA, Y, H4EDTA, Diaminoethanetetraacetic acid, Edetic acid, Edetate, Ethylenedinitrilotetraacetic acid, Versene, Ethylene diamine tetraacetic acid, ethylenediaminetetraacetate, 2-[2-(Bis(carboxymethyl)amino) ethyl-(carboxymethyl)amino]acetic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.409 Edit this at Wikidata
RTECS number
  • AH4025000
  • OC(CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O)=O
Properties
C10H16N2O8
Molar mass 292.24
Density 0.86 g/cm3
Melting point 237–245 °C (dec.)
Acidity (pKa) pK1=0.0 (CO2H) (µ=1.0)
pK2=1.5 (CO2H) (µ=0.1)
pK3=2.00 (CO2H) (µ=0.1)
pK4=2.69 (CO2H) (µ=0.1)
pK5=6.13 (NH+) (µ=0.1)
pK6=10.37 (NH+) (µ=0.1)[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
irritant
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 0: Will not burn. E.g. waterInstability (yellow): no hazard codeSpecial hazards (white): no code
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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EDTA is a widely used initialism for the chemical compound ethylenediaminetetraacetic acid (which has many other names, see Table). EDTA is a polyamino carboxylic acid with the formula [CH2N(CH2CO2H)2]2. This colourless, water-soluble solid is widely used to dissolve scale. Its usefulness arises because of its role as a chelating agent, i.e. its ability to "sequester" metal ions such as Ca2+ and Fe3+. After being bound by EDTA, metal ions remain in solution but exhibit diminished reactivity. EDTA is produced as several salts, notably disodium EDTA and calcium disodium EDTA.

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Notes & References

  1. ^ Harris, D.C. "Quantitative Chemical Analysis", 7th ed., W. H. Freeman and Compagny, New York, 2007

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