[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/wiki12\/edds-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/wiki12\/edds-wikipedia\/","headline":"EDDS – Wikipedia","name":"EDDS – Wikipedia","description":"before-content-x4 From Wikipedia, the free encyclopedia EDDS Names IUPAC name Identifiers ChemSpider 109992\u00a0N 9489961 2-[(2-{[(1S)-1-Carboxyethyl]amino}ethyl)amino]\u00a0N 8283888 (2R)-2-[(2-{[(1R)-1-Carboxyethyl]amino}ethyl)amino]\u00a0N 435376 (2S)-2-[(2-{[(1S)-1-Carboxyethyl]amino}ethyl)amino]\u00a0N MeSH","datePublished":"2014-06-25","dateModified":"2014-06-25","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/wiki12\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/wiki12\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/7\/7c\/2%2C2%27-%28ethane-1%2C2-diylbis%28azanediyl%29%29disuccinic_acid_200.svg\/220px-2%2C2%27-%28ethane-1%2C2-diylbis%28azanediyl%29%29disuccinic_acid_200.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/7\/7c\/2%2C2%27-%28ethane-1%2C2-diylbis%28azanediyl%29%29disuccinic_acid_200.svg\/220px-2%2C2%27-%28ethane-1%2C2-diylbis%28azanediyl%29%29disuccinic_acid_200.svg.png","height":"83","width":"220"},"url":"https:\/\/wiki.edu.vn\/en\/wiki12\/edds-wikipedia\/","wordCount":4791,"articleBody":"     (adsbygoogle = window.adsbygoogle || []).push({});before-content-x4From Wikipedia, the free encyclopediaEDDSNamesIUPAC nameIdentifiersChemSpider109992\u00a0N9489961 2-[(2-{[(1S)-1-Carboxyethyl]amino}ethyl)amino]\u00a0N8283888 (2R)-2-[(2-{[(1R)-1-Carboxyethyl]amino}ethyl)amino]\u00a0N435376 (2S)-2-[(2-{[(1S)-1-Carboxyethyl]amino}ethyl)amino]\u00a0NMeSHN,N’-ethylenediamine+disuccinic+acid12339511314994\u00a02-[(2-{[(1S)-1-Carboxyethyl]amino}ethyl)amino]10108362\u00a0(2R)-2-[(2-{[(1R)-1-Carboxyethyl]amino}ethyl)amino]497266\u00a0(2S)-2-[(2-{[(1S)-1-Carboxyethyl]amino}ethyl)amino]46218600\u00a0(2S)-2-[(2-{[(1R)-1-Carboxyethyl]amino}ethyl)amino]UNIIInChI=1S\/C10H16N2O8\/c13-7(14)3-5(9(17)18)11-1-2-12-6(10(19)20)4-8(15)16\/h5-6,11-12H,1-4H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)\u00a0NKey:\u00a0VKZRWSNIWNFCIQ-UHFFFAOYSA-N\u00a0N       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4O=C(O)CC(NCCNC(CC(=O)O)C(=O)O)C(=O)O       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4PropertiesC10H16N2O8Molar mass292.244\u00a0g\u00b7mol\u22121Density1.44 g mL\u22121Melting point220 to 222\u00a0\u00b0C (428 to 432\u00a0\u00b0F; 493 to 495\u00a0K)Acidity (pKa)2.4Basicity (pKb)11.6Thermochemistry\u22121.9541\u2013\u22121.9463 MJ mol\u22121\u22124.2755\u2013\u22124.2677 MJ mol\u22121Related compoundsRelated alkanoic acidsEDTAExcept where otherwise noted, data are given for materials in their standard state (at 25\u00a0\u00b0C [77\u00a0\u00b0F], 100\u00a0kPa).Chemical compoundEthylenediamine-N,N’-disuccinic acid (EDDS) is an aminopolycarboxylic acid.  It 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.       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4Table of ContentsStructure and properties[edit]Synthesis[edit]From aspartic acid[edit]Coordination chemistry[edit]External links[edit]References[edit]Structure and properties[edit]EDDS has two chiral centers, and as such three stereoisomers.[1]  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.[2]Synthesis[edit]EDDS was first synthesized from maleic acid and ethylenediamine.[3][4] Some microorganisms have been manipulated for industrial-scale synthesis of (S,S)-EDDS from ethylenediamine and fumaric acid or maleic acid, which proceeds as follows:[5]From aspartic acid[edit](S,S)-EDDS is produced stereospecifically by the alkylation of an ethylenedibromide with L-aspartic acid.  Racemic EDDS is produced by the reaction of ethylenediamine with fumaric acid or maleic acid.Coordination chemistry[edit]  An octahedral complex of EDDS.In comparing the effectiveness of (S,S)-EDDS versus EDTA as chelating agents for iron(III):Formation ReactionFormation Constant[Fe(H2O)6]3+ + (S,S)-EDDS4\u2212 \u2192 Fe[(S,S)-EDDS]\u2212 + 6 H2OKEDDS = 1020.6[Fe(H2O)6]3+ + EDTA4\u2212 \u2192 Fe(EDTA)\u2212 + 6 H2OKEDTA = 1025.1Because of the lower stability for [Fe(S,S)-EDDS]\u2212, the useful range being roughly 3     (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4"},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki12\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki12\/edds-wikipedia\/#breadcrumbitem","name":"EDDS – Wikipedia"}}]}]