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Ethylenediamine-N,N'-disuccinic acid (EDDS) is an aminopolycarboxylic acid.
Ethylenediamine-N,N'-disuccinic acid (EDDS) is a colourless solid that is used as chelating agent that may offer a biodegradable alternative to EDTA, which is currently used on a large scale in numerous applications.
Chelating agent in detergents, electroless plating, rust removal, photography, and soil remediation.
CAS: 20846-91-7
MF: C10H16N2O8
MW: 292.24
EINECS: 439-840-1
Synonyms
L-Aspartic acid, N,N-1,2-ethanediylbis-;2-[2-(1,2-dicarboxyethylamino)ethylamino]butanedioic acid;N,N'-ethylenediamine disuccinic acid;1-Ethylenediaminedisuccinic acid;Aspartic acid, N,N'-ethylenedi- (7CI);Aspartic acid, N,N'-ethylenedi-, 1,1- (8CI);N,N'-1,2-ethanediylbis-1-Aspartic acid;n,n'-1,2-ethanediylbis-l-aspartic aci;EDDS;Ethylenediamine-N,N'-disuccinic acid;2-[2-(1,2-dicarboxyethylamino)ethylamino]butanedioic acid;SCHEMBL39257;DTXSID80860260;VKZRWSNIWNFCIQ-UHFFFAOYSA-N;186459-75-6;Q412231;N-{2-[(1,2-dicarboxyethyl)amino]ethyl}aspartic acid;2,2'-[Ethane-1,2-diylbis(azanediyl)]dibutanedioic acid
Ethylenediamine-N,N'-disuccinic acid (EDDS) is an aminopolycarboxylic acid (APCA), which is used as a complexing agent.
Ethylenediamine-N,N'-disuccinic acid (EDDS) forms stable water-soluble complexes with metal ions.
Ethylenediamine-N,N'-disuccinic acid (EDDS) has a better chelating property than EDTA.
Ethylenediamine-N,N'-disuccinic acid (EDDS) can also be used as a flushing agent due to its eco-friendly characteristics and high biodegradability.
Ethylenediamine-N,N'-disuccinic acid (EDDS) is a compound that is an isomeric mixture of the two components ethylene diamine and sodium citrate.
Ethylenediamine-N,N'-disuccinic acid (EDDS) has been shown to be effective as an oxidizing agent for wastewater treatment and detergent compositions.
Ethylenediamine-N,N'-disuccinic acid (EDDS) also has been used in fluorescence detection of citric acid in fruit juices.
The optimum concentration of Ethylenediamine-N,N'-disuccinic acid (EDDS) depends on the type of sodium salt it is mixed with.
Ethylenediamine-N,N'-disuccinic acid (EDDS) can be toxic to animals at high concentrations and may cause chemical stability problems when mixed with sodium carbonate.
Ethylenediamine-N,N'-disuccinic acid (EDDS) Chemical Properties
Melting point: 220-222℃
Density: 1.534
Vapor pressure: 0Pa at 25℃
Boiling point: 516.7±50.0 °C(Predicted)
pKa: 1.74±0.23(Predicted)
Water Solubility: 150mg/L at 20℃
LogP: -1.4 at 23℃
EPA Substance Registry System: Ethylenediamine-N,N'-disuccinic acid (EDDS) (20846-91-7)
Ethylenediamine-N,N'-disuccinic acid (EDDS) has two chiral centers, and as such three stereoisomers.
These are the enantiomeric (R,R) and (S,S) isomers and the achiral meso (R,S) isomer.
As a biodegradable replacement for EDTA, only the (S,S) stereoisomer is of interest.
The (R,S) and (R,R) stereoisomers are less biodegradable, whereas the (S,S) stereoisomer has been shown to be very effectively biodegraded even in highly polluted soils.
Synthesis
Ethylenediamine-N,N'-disuccinic acid (EDDS) was first synthesized from maleic acid and ethylenediamine.
Some microorganisms have been manipulated for industrial-scale synthesis of Ethylenediamine-N,N'-disuccinic acid (EDDS) from ethylenediamine and fumaric acid or maleic acid, which proceeds as follows.
Uses
Ethylenediamine-N,N'-disuccinic acid (EDDS) is a biodegradable chelating agent that offers an alternative to EDTA, of which 80 million kilograms are produced annually.
Under natural conditions, EDTA has been found to convert to ethylenediaminetriacetic acid and then cyclize to the diketopiperazine, which accumulates in the environment as a persistent organic pollutant.
Ethylenediamine-N,N'-disuccinic acid (EDDS) was developed commercially as a biodegradable chelator and stabilizing agent in detergent and cosmetic formulations.
When Ethylenediamine-N,N'-disuccinic acid (EDDS) is applied in chemical-enhanced soil remediation in excessive case (e.g., when applied for ex-situ soil washing), higher extraction efficiency for heavy metals can be achieved and the amount of extraction is less independent with the Ethylenediamine-N,N'-disuccinic acid (EDDS) dosage; On the other hand, during soil remediation which involves continuous flushing, metal extraction is often limited by the amount of EDDS.
Under Ethylenediamine-N,N'-disuccinic acid (EDDS) deficiency, initial unselective extraction of heavy metals was observed, followed by heavy metal exchange and re-adsorption of heavy metals that have lower stability constant with EDDS.
Ethylenediamine-N,N'-disuccinic acid (EDDS) functions as a chelant used in improving hair health and in preventing free radical formations.
Ethylenediamine-N,N'-disuccinic acid (EDDS) is also used in the making of anti-snoring compositions.
A chelants that enhances metal translocation in plants.
Ethylenediamine-N,N'-disuccinic acid (EDDS) (chelating agent) along with natural montmorillonite (NM) can be used in the photochemical degradation process of 17β-estradiol (E2).
Ethylenediamine-N,N'-disuccinic acid (EDDS) complex can also be employed as an efficient photocatalysis system for wastewater treatment.
Cu and Zn ions in the contaminated agricultural soil can be removed using Ethylenediamine-N,N'-disuccinic acid (EDDS) via Cu and Zn complex formation.
