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NMR analysis of the iron ligand ethylenediaminedi(o-hydroxyphenyl)acetic acid (EDDHA) employed in fertilizers

AuthorsCremonini, Mauro Andrea; Álvarez-Fernández, Ana ; Lucena, Juan J.; Rombolà, Adamo Domenico; Marangoni, Bruno; Placucci, Giuseppe
Iron chelates
Issue Date20-Jul-2001
PublisherAmerican Chemical Society
CitationJournal of Agricultural and Food Chemistry 49 (8): 3527-3532 (2001)
AbstractThe exceptional efficiency of the iron chelate of ethylenediaminedi(o-hydroxyphenyl)acetic acid (o,o-EDDHA) in correcting iron chlorosis in plants and the medical applications of various metallic chelates of this compound have long been recognized. As commercial preparations of o,o-ADHA usually contain impurities, a method for their detection is proposed. By using one- and two-dimensional nuclear magnetic resonance two impurities were identified. The structure of one of these compounds was assigned to an isomer of EDDHA containing at least one p-hydroxyphenyl moiety. The structure of the other impurity was tentatively assigned to a byproduct the EDDHA synthesis: 2,6-di[CH(COOH)NHCH2CH2NHCH(COOH)Ar]phenol (Ar = hydroxyphenyl). Both compounds were also detected in the ADHA extracted from a commercial iron fertilizer.
Publisher version (URL)http://dx.doi.org/10.1021/jf010073h
Identifiersdoi: 10.1021/jf010073h
issn: 0021-8561
Appears in Collections:(EEAD) Artículos
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