EDDS

EDDS
Imena
	IUPAC ime etilendiamin-N,N’-dijantarna kislina
Identifikatorji
Številka CAS	20846-91-7;
3D model (JSmol)	Interaktivna slika;
ChemSpider	435376;
PubChem CID	497266;
CompTox Dashboard (EPA)	DTXSID80860260 DTXSID1051852, DTXSID80860260 ;
	InChI InChI=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)/t5-,6-/m0/s1 Key: VKZRWSNIWNFCIQ-WDSKDSINSA-N; InChI=1/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)/t5-,6-/m0/s1 Key: VKZRWSNIWNFCIQ-WDSKDSINBD;
	SMILES O=C(O)C[C@H](NCCN[C@H](C(=O)O)CC(=O)O)C(=O)O;
Lastnosti
Kemijska formula	C10H16N2O8
Molska masa	292,24 g·mol−1
Gostota	1,44 g/cm3
Tališče	220–222 °C
Topnost v vodi	težko topen
Kislost (pKa)	2'4, 3'9, 6'8, 9'8
	Če ni navedeno drugače, podatki veljajo za material v standardnem stanju pri 25 °C, 100 kPa).
	Sklici infopolja

Etilendiamin-N,N´-dijantarna kislina ali EDDS je poliaminokarboksilna kislina s podobno strukturo in uporabo kot EDTA. Prednost te spojine je v boljši biorazgradljivosti, saj pri razgradnji EDTA pride do nastanka za okolje obremenjujočih produktov.^[1] Slaba lastnost EDDS pa je manjši pH interval delovanja (3 < pH < 9).^[2]

Zgradba in lastnosti

EDDS ima dva kiralna centra in potemtakem obstajajo 3 stereoizomere.^[3] Gre za enantiomera (R,R) in (S,S) ter za mezoobliko (R,S). Kot biorazgradljivi nadomestek EDTA se uporablja le stereoizomer (S,S), ki se uspešno biološko razgradi tudi v zelo onesnaženi prsti. Obliki (R,S) in (R,R) sta slabše biološko razgradljiva.^[4]

Viri

↑ Yuan, Z.; VanBriesen, J.M. (2006). »The Formation of Intermediates in EDTA and NTA Biodegradation«. Environmental Engineering Science. 23 (3): 533–544. doi:10.1089/ees.2006.23.533.
↑ Orama, M.; Hyvönen, H.; Saarinen, H.; Aksela, R. (2002). »Complexation of [S,S] and mixed stereoisomers of N,N'-ethylenediaminedisuccinic acid (EDDS) with Fe(III), Cu(II), Zn(II) and Mn(II) ions in aqueous solution«. J. Chem. Soc., Dalton Trans. (24): 4644–4648. doi:10.1039/b207777a.
↑ Neal, J. A.; Rose, N. J. (1968). »Stereospecific Ligands and Their Complexes. I. A Cobalt(III) Complex of Ethylenediaminedisuccinic Acid«. Inorganic Chemistry. 7 (11): 2405–2412. doi:10.1021/ic50069a043.
↑ Tandy, S.; Ammann, A.; Schulin, R.; Nowack, B. (2006). »Biodegredation and speciation of residual SS-ethylenediaminedisuccinic acid (EDDS) in soil solution left after soil washing«. Environmental Pollution. 142 (2): 191–199. doi:10.1016/j.envpol.2005.10.013. PMID 16338042.

[1] Yuan, Z.; VanBriesen, J.M. (2006). »The Formation of Intermediates in EDTA and NTA Biodegradation«. Environmental Engineering Science. 23 (3): 533–544. doi:10.1089/ees.2006.23.533.

[2] Orama, M.; Hyvönen, H.; Saarinen, H.; Aksela, R. (2002). »Complexation of [S,S] and mixed stereoisomers of N,N'-ethylenediaminedisuccinic acid (EDDS) with Fe(III), Cu(II), Zn(II) and Mn(II) ions in aqueous solution«. J. Chem. Soc., Dalton Trans. (24): 4644–4648. doi:10.1039/b207777a.

[3] Neal, J. A.; Rose, N. J. (1968). »Stereospecific Ligands and Their Complexes. I. A Cobalt(III) Complex of Ethylenediaminedisuccinic Acid«. Inorganic Chemistry. 7 (11): 2405–2412. doi:10.1021/ic50069a043.

[4] Tandy, S.; Ammann, A.; Schulin, R.; Nowack, B. (2006). »Biodegredation and speciation of residual SS-ethylenediaminedisuccinic acid (EDDS) in soil solution left after soil washing«. Environmental Pollution. 142 (2): 191–199. doi:10.1016/j.envpol.2005.10.013. PMID 16338042.

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