Tetrasodium EDTA

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Tetrasodium EDTA
Tetrasodium EDTA.svg
Names
IUPAC name
Tetrasodium N,N′-(ethane-1,2-diyl)bis[N-(carboxylatomethyl)glycinate]
Systematic IUPAC name
Tetrasodium 2,2′,2′′,2′′′-(Ethane-1,2-diyldinitrilo)tetraacetate
Other names
E39
Trilon B
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.522 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 200-573-9
PubChem CID
UNII
  • InChI=1S/C10H16N2O8.4Na.H2O/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);;;;;1H2/q;4*+1;/p-4
    Key: GXFFSKMBMYHTAE-UHFFFAOYSA-J
  • C(CN(CC(=O)[O-])CC(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].O.[Na+].[Na+].[Na+].[Na+]
Properties
C10H12N2Na4O8
Molar mass 380.171 g·mol−1
AppearanceWhite solid
Hazards
GHS labelling:
GHS-pictogram-acid.svg GHS-pictogram-exclam.svg
Danger
H302, H318
P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrasodium EDTA is the salt resulting from the neutralization of ethylenediaminetetraacetic acid with four equivalents of sodium hydroxide (or an equivalent sodium base). It is a white solid that is highly soluble in water. Commercial samples are often hydrated, e.g. Na4EDTA.4H2O. The properties of solutions produced from the anhydrous and hydrated forms are the same, provided they are at the same pH.

It is used as a source of the chelating agent EDTA4-. A 1% aqueous solution has a pH of approximately 11.3. When dissolved in neutral water, it converts partially to H2EDTA2-. Ethylenediaminetetraacetic acid is produced commercially via the intermediacy of tetrasodium EDTA. [1]

Ethylenediaminetetraacetic acid is the acidic form of tetrasodium EDTA. EDTA.svg
Ethylenediaminetetraacetic acid is the acidic form of tetrasodium EDTA.

Products

The substance is also known as Dissolvine E-39. It is a salt of edetic acid. It has been known at least since 1954. [2] [3] It is sometimes used as a chelating agent. [4] [5] [6] [7]

The assignee on 5% of patents at the USPTO containing the substance is the firm Procter and Gamble. It is used most notably in cosmetics and hair and skin care products.

The substance has been used to aid in formulation of a removal product for rust, corrosion, and scale from ferrous metal, copper, brass, and other surfaces. [8]

At a concentration of 6%, it is the main active ingredient in some types of engine coolant system flushes. [9]

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Citric acid is an organic compound with the chemical formula HOC(CO2H)(CH2CO2H)2. It is a colorless weak organic acid. It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in the metabolism of all aerobic organisms.

Chelation is a type of bonding of ions and molecules to metal ions. It involves the formation or presence of two or more separate coordinate bonds between a polydentate ligand and a single central metal atom. These ligands are called chelants, chelators, chelating agents, or sequestering agents. They are usually organic compounds, but this is not a necessity, as in the case of zinc and its use as a maintenance therapy to prevent the absorption of copper in people with Wilson's disease.

<span class="mw-page-title-main">Ethylenediaminetetraacetic acid</span> Chemical compound

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

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<span class="mw-page-title-main">Chelation therapy</span> Medical procedure to remove heavy metals from the body

Chelation therapy is a medical procedure that involves the administration of chelating agents to remove heavy metals from the body. Chelation therapy has a long history of use in clinical toxicology and remains in use for some very specific medical treatments, although it is administered under very careful medical supervision due to various inherent risks, including the mobilization of mercury and other metals through the brain and other parts of the body by the use of weak chelating agents that unbind with metals before elimination, exacerbating existing damage. To avoid mobilization, some practitioners of chelation use strong chelators, such as selenium, taken at low doses over a long period of time.

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Zinc chloride is the name of inorganic chemical compounds with the formula ZnCl2. It forms hydrates. Zinc chloride, anhydrous and its hydrates are colorless or white crystalline solids, and are highly soluble in water. Five hydrates of zinc chloride are known, as well as four forms of anhydrous zinc chloride. This salt is hygroscopic and even deliquescent. Zinc chloride finds wide application in textile processing, metallurgical fluxes, and chemical synthesis. No mineral with this chemical composition is known aside from the very rare mineral simonkolleite, Zn5(OH)8Cl2·H2O.

<span class="mw-page-title-main">Dimercaprol</span> Chemical compound

Dimercaprol, also called British anti-Lewisite (BAL), is a medication used to treat acute poisoning by arsenic, mercury, gold, and lead. It may also be used for antimony, thallium, or bismuth poisoning, although the evidence for those uses is not very strong. It is given by injection into a muscle.

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Pentetic acid or diethylenetriaminepentaacetic acid (DTPA) is an aminopolycarboxylic acid consisting of a diethylenetriamine backbone with five carboxymethyl groups. The molecule can be viewed as an expanded version of EDTA and is used similarly. It is a white solid with limited solubility in water.

<span class="mw-page-title-main">2,3-Dimercapto-1-propanesulfonic acid</span> Chemical compound

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Calcium nitrite is an inorganic compound with the chemical formula Ca(NO
2
)
2
. In this compound, as in all nitrites, nitrogen is in a +3 oxidation state. It has many applications such as antifreeze, rust inhibitor of steel and wash heavy oil.

<span class="mw-page-title-main">Ferric EDTA</span> Chemical compound

Ferric EDTA is the coordination complex formed from ferric ions and EDTA. EDTA has a high affinity for ferric ions. It gives yellowish aqueous solutions.

<span class="mw-page-title-main">Tetrasodium iminodisuccinate</span> Chemical compound

Tetrasodium iminodisuccinate is a sodium salt of iminodisuccinic acid, also referred to as N-(1,2-dicarboxyethyl)aspartic acid.

<span class="mw-page-title-main">Trisodium dicarboxymethyl alaninate</span> Chemical compound

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References

  1. Hart, J. Roger. "Ethylenediaminetetraacetic Acid and Related Chelating Agents". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_095.
  2. "Tetrasodium ethylenediaminetetraacetate". European Chemicals Agency. Retrieved 3 April 2021.
  3. T. T. Trujillo, H. Foreman (1954). "The metabolism of C14 labeled ethylenediaminetetraacetic acid in human beings". The Journal of Laboratory and Clinical Medicine. 43 (4): 566–571. PMID   13163555.
  4. Holleman, Arnold Frederik; Wiberg, Egon (2001), Wiberg, Nils (ed.), Inorganic Chemistry, translated by Eagleson, Mary; Brewer, William, San Diego/Berlin: Academic Press/De Gruyter, ISBN   0-12-352651-5
  5. Alessandro Fulgenzi; Maria Elena Ferrero (February 2019). "EDTA Chelation Therapy for the Treatment of Neurotoxicity". International Journal of Molecular Sciences. 20 (5): 1019. doi: 10.3390/ijms20051019 . PMC   6429616 . PMID   30813622.
  6. Swaran J.S. Flora; Vidhu Pachauri (June 2010). "Chelation in Metal Intoxication". International Journal of Environmental Research and Public Health. 7 (7): 2745–2788. doi: 10.3390/ijerph7072745 . PMC   2922724 . PMID   20717537.
  7. Zaitoun, Mohammed A.; Lin, C. T. (1997). "Chelating Behavior between Metal Ions and EDTA in Sol−Gel Matrix". The Journal of Physical Chemistry B. 101 (10): 1857–1860. doi:10.1021/jp963102d.
  8. Thomas, Glenn C. Sr. (1995-11-21). "Rust, corrosion, and scale remover". US5468303A. United States Patent and Trademark Office.
  9. "SAFETY DATA SHEET" (PDF). Fcsdchemicalsandlubricants.com. Retrieved 14 March 2022.