Nitrilotriacetic acid
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nitrilotriacetic acid
(¦nī·trə·lō′trī·ə′sēd·ik ′as·əd)
(organic chemistry) N(CH2COOH)3 A white powder, melting point 240°C, with some decomposition; soluble in water; it is toxic, and birth abnormalities may result from ingestion; may be used as a chelating agent in the laboratory. Also known as NTA; TGA.
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(NT Advanced Server) The server version of Windows NT. See Windows NT.
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Nitrilotriacetic acid
| Nitrilotriacetic acid | |
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2,2',2''-Nitrilotriacetic acid |
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2-[Bis(carboxymethyl)amino]acetic acid |
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Other names
Triglycine |
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| Identifiers | |
| CAS number | 139-13-9  , 15934-02-8 (monoammoniate), 71264-32-9 (diammoniate) |
| PubChem | 8758 , 61821 (monoammoniate) , 62259 (diammoniate) , 16219712 (monosodium), 23617736 (monocalcium) |
| ChemSpider | 8428 , 55699 (monoammoniate) , 56063 (diammoniate) , 17347029 (monosodium) , 19954700 (monocalcium) |
| EC number | 205-355-7 |
| UN number | 2811 |
| DrugBank | DB03040 |
| KEGG | C14695  |
| MeSH | Nitrilotriacetic+acid |
| ChEBI | CHEBI:44557 |
| RTECS number | AJ0175000 |
| Beilstein Reference | 1710776 |
| Gmelin Reference | 3726 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H9NO6 |
| Molar mass | 191.14 g mol−1 |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Nitrilotriacetic acid (NTA), C6H9NO6, is a polyamino carboxylic acid and is used as a chelating agent which forms coordination compounds with metal ions (chelates) such as Ca2+, Cu2+ or Fe3+.[1]
The uses of NTA are similar to that of EDTA. However, in contrast to EDTA, NTA is easily biodegradable and is almost completely removed during wastewater treatment.
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Contents
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Production
This compound is commercially available as the free acid and the sodium salt. It is produced from ammonia, formaldehyde, and sodium cyanide or hydrogen cyanide. Worldwide capacity is estimated at 100 thousand tonnes per year.[2]
Uses
Nitrilotriacetic acid is a chelating agent. It is used for water softening and as a replacement to sodium triphosphate in detergents, and potassium triphosphate in cleansers.[2]
In the laboratory, this compound may be used in complexometric titrations. A variant of NTA is used for protein isolation and purification in the His-tag method. The modified NTA is used to immobilize nickel to a solid support. This allows separation of proteins containing "tag" containing six histidine residues at the C-terminus.[3]
Biodegradation
Nitrilotriacetic acid is easily biodegraded; 98 % is removed in biological wastewater treatment plants.[2]
References
- ^ NITRILOTRIACETIC ACID AND ITS SALTS, International Agency for Research on Cancer (IARC)
- ^ a b c Charalampos Gousetis, Hans-Joachim Opgenorth (2005), "Nitrilotriacetic Acid", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a17_377
- ^ qiaexpressionist
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