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Ethylenediaminetetraacetic acid information


Ethylenediaminetetraacetic acid
3-dimensional formula of ethylenediaminetetraacetic acid
Names
IUPAC name
N,N′-(Ethane-1,2-diyl)bis[N-(carboxymethyl)glycine][1]
Systematic IUPAC name
2,2′,2′′,2′′′-(Ethane-1,2-diyldinitrilo)tetraacetic acid[1]
Other names
  • EthyleneDiamineTetraAcetic acid
  • Diaminoethane-tetraacetic acid
  • Edetic acid (conjugate base edetate) (INN, USAN)
  • Versene
Identifiers
CAS Number
  • 60-00-4 (free acid) checkY
  • 6381-92-6 (dihydrate disodium salt) checkY
3D model (JSmol)
  • Interactive image
Abbreviations EDTA, H4EDTA
Beilstein Reference
1716295
ChEBI
  • CHEBI:4735 checkY
ChEMBL
  • ChEMBL858 checkY
ChemSpider
  • 5826 checkY
DrugBank
  • DB00974 checkY
ECHA InfoCard 100.000.409 Edit this at Wikidata
EC Number
  • 200-449-4
Gmelin Reference
144943
KEGG
  • D00052 checkY
MeSH Edetic+Acid
PubChem CID
  • 6049
RTECS number
  • AH4025000
UNII
  • 9G34HU7RV0 checkY
  • 7FLD91C86K (dihydrate disodium salt) checkY
UN number 3077
CompTox Dashboard (EPA)
  • DTXSID6022977 Edit this at Wikidata
InChI
  • InChI=1S/C10H16N2O8/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) checkY
    Key: KCXVZYZYPLLWCC-UHFFFAOYSA-N checkY
SMILES
  • OC(=O)CN(CCN(CC(O)=O)CC(O)=O)CC(O)=O
Properties
Chemical formula
C10H16N2O8
Molar mass 292.244 g·mol−1
Appearance Colourless crystals
Density 0.860 g cm−3 (at 20 °C)
log P −0.836
Acidity (pKa) 2.0, 2.7, 6.16, 10.26[2]
Thermochemistry
Std enthalpy of
formation fH298)
−1765.4 to −1758.0 kJ mol−1
Std enthalpy of
combustion cH298)
−4461.7 to −4454.5 kJ mol−1
Pharmacology
ATC code
S01XA05 (WHO) V03AB03 (WHO) (salt)
Routes of
administration
  • Intramuscular
  • Intravenous
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H319
Precautionary statements
P305+P351+P338
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 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
0
0
Lethal dose or concentration (LD, LC):
LD50 (median dose)
1000 mg/kg (oral, rat)[3]
Related compounds
Related alkanoic acids
  • Daminozide
  • Octopine
Related compounds
  • Triethylenetetramine
  • Tetraacetylethylenediamine
  • PMDTA
  • Bis-tris propane
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

Ethylenediaminetetraacetic acid (EDTA), also called EDTA acid after its own abbreviation, is an aminopolycarboxylic acid with the formula [CH2N(CH2CO2H)2]2. This white, water-insoluble solid is widely used to bind to iron (Fe2+/Fe3+) and calcium ions (Ca2+), forming water-soluble complexes even at neutral pH. It is thus used to dissolve Fe- and Ca-containing scale as well as to deliver iron ions under conditions where its oxides are insoluble. EDTA is available as several salts, notably disodium EDTA, sodium calcium edetate, and tetrasodium EDTA, but these all function similarly.[4]

  1. ^ a b Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 79, 123, 586, 754. ISBN 978-0-85404-182-4.
  2. ^ Raaflaub, J. (1956) Methods Biochem. Anal. 3, 301–324.
  3. ^ Substance Name: Sodium calcium edetate. NIH.gov
  4. ^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).

and 27 Related for: Ethylenediaminetetraacetic acid information

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Ethylenediaminetetraacetic acid

Last Update:

Ethylenediaminetetraacetic acid (EDTA), also called EDTA acid after its own abbreviation, is an aminopolycarboxylic acid with the formula [CH2N(CH2CO2H)2]2...

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Tetrasodium EDTA

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Tetrasodium EDTA is the salt resulting from the neutralization of ethylenediaminetetraacetic acid with four equivalents of sodium hydroxide (or an equivalent...

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Sodium calcium edetate

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Sodium calcium edetate (sodium calcium EDTA), also known as edetate calcium disodium among other names, is a medication primarily used to treat lead poisoning...

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Calconcarboxylic acid

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an indicator for complexometric titrations of calcium with ethylenediaminetetraacetic acid (EDTA) in the presence of magnesium. Structurally, it is similar...

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Carboxylic acid

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adipic acid (polymers), citric acid (a flavor and preservative in food and beverages), ethylenediaminetetraacetic acid (chelating agent), fatty acids (coatings)...

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Chelation

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137Cs from radioactive waste). Synthetic chelates such as ethylenediaminetetraacetic acid (EDTA) proved too stable and not nutritionally viable. If the...

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Ferric EDTA

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A.A.; van Winden, H. (1970). "Recipe for Ferric Salts of Ethylenediaminetetraacetic Acid". Plant Physiology. 46 (6): 862–863. doi:10.1104/pp.46.6.862...

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Glycine

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Acids". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. ISBN 978-3527306732. Hart, J. Roger (2005). "Ethylenediaminetetraacetic Acid...

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Winkler titration

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ethylenediaminetetraacetic acid to give a pink color. As manganese is the only common metal giving a color reaction with ethylenediaminetetraacetic acid...

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Sierra Mist

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ingredients: carbonated water, citric acid, natural flavor, potassium citrate, and ethylenediaminetetraacetic acid. By 2013, Sierra Mist Natural reverted...

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Chelation therapy

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medicine. Some common chelating agents are ethylenediaminetetraacetic acid (EDTA), 2,3-dimercaptopropanesulfonic acid (DMPS), and thiamine tetrahydrofurfuryl...

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Ferric sodium EDTA

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aspersum, the common garden snail. Chemically, it is a salt of ethylenediaminetetraacetic acid (EDTA). Ferric sodium EDTA works by interacting with and destroying...

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Complexometric titration

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practice, the use of EDTA as a titrant is well established. EDTA, ethylenediaminetetraacetic acid, has four carboxyl groups and two amine groups that can act...

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Pentetic acid

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diethylenetriaminepentaacetic acid chelates. Journal of Inorganic and Nuclear Chemistry 1962, 24, 499. J. Roger Hart "Ethylenediaminetetraacetic Acid and Related Chelating...

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Boiler water

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phosphate and sodium hydroxide. Chelants like ethylenediaminetetraacetic acid (EDTA) or nitrilotriacetic acid (NTA) form complex ions with calcium and magnesium...

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Nitrilotriacetic acid

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multiple names: authors list (link) Hart, J. Roger (2005) "Ethylenediaminetetraacetic Acid and Related Chelating Agents" in Ullmann's Encyclopedia of...

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Elixir

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metabisulfite. Buffering agents Chelating agents like sodium ethylenediaminetetraacetic acid (EDTA) Flavoring agents and flavor enhancers Coloring agents...

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Dithiothreitol

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decreases further as temperature increases. The presence of EDTA (ethylenediaminetetraacetic acid) to chelate divalent metal ions considerably extends the half-life...

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Ethylenediamine

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ethylenediamine. Related derivatives of ethylenediamine include ethylenediaminetetraacetic acid (EDTA), tetramethylethylenediamine (TMEDA), and tetraethylethylenediamine...

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Artificial tears

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contamination. Preservatives include benzalkonium chloride (BAK), ethylenediaminetetraacetic acid (EDTA), purite, chlorobutanol, sodium perborate, thiomersal...

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Stability constants of complexes

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Nitrilotriacetic acid (NTA) aminopolycarboxylic acids (complexones) Alpha hydroxy acids and other hydroxycarboxylic acids crown ethers phosphonic acids imidazoles...

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Murashige and Skoog medium

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6 mg/l Ethylenediaminetetraacetic acid ferric sodium (FeNaEDTA) 36.70 mg/L Copper sulfate (CuSO4 · 5H2O) 0.025 mg/l Myo-Inositol 100 mg/l Nicotinic Acid 0...

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Water softening

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laundry detergents. A commonly used synthetic chelator is ethylenediaminetetraacetic acid (EDTA), which may exist as a tetrasodium or disodium salt....

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White blood cell differential

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is drawn into a tube containing the anticoagulant compound ethylenediaminetetraacetic acid (EDTA). Tubes containing sodium citrate may be for patients...

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Trisodium dicarboxymethyl alaninate

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log K of α-ADA compared to tetrasodium iminodisuccinate and ethylenediaminetetraacetic acid (EDTA) versus polyvalent metal ions: The complex formation...

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Deaerator

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carbohydrazide, diethylhydroxylamine, nitrilotriacetic acid, ethylenediaminetetraacetic acid, and hydroquinone. Thermal deaerators are commonly used...

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Steven Avery

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trial—had tested the blood recovered from Halbach's car for ethylenediaminetetraacetic acid (EDTA), a preservative used in blood vials but not present...

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