Structure and fertilizer properties of byproducts formed in the synthesis of EDDHA

L Hernández-Apaolaza, S García-Marco… - Journal of agricultural …, 2006 - ACS Publications
L Hernández-Apaolaza, S García-Marco, P Nadal, JJ Lucena, MA Sierra, M Gómez-Gallego
Journal of agricultural and food chemistry, 2006ACS Publications
The synthesis of commercial EDDHA produces o, o-EDDHA as the main reaction product,
together with a mixture of regioisomers (o, p-EDDHA and p, p-EDDHA) and other unknown
byproducts also able to complex Fe3+. These compounds have been obtained by direct
synthesis, and their structures have been determined by ESI-MS analysis as oligomeric
EDDHA-like products, formed by polysubstitution in the phenolic rings. Short-term
experiments show that the iron complexes of samples enriched in these oligomeric …
The synthesis of commercial EDDHA produces o,o-EDDHA as the main reaction product, together with a mixture of regioisomers (o,p-EDDHA and p,p-EDDHA) and other unknown byproducts also able to complex Fe3+. These compounds have been obtained by direct synthesis, and their structures have been determined by ESI-MS analysis as oligomeric EDDHA-like products, formed by polysubstitution in the phenolic rings. Short-term experiments show that the iron complexes of samples enriched in these oligomeric byproducts have adequate stability in solution, but a significant amount of them is lost after interaction with soils and soil materials. Mildly chlorotic cucumber plants are able to reduce iron better from o,p-EDDHA/Fe3+ than from the iron complexes of the oligomeric byproducts. In hydroponics, the chlorotic soybean susceptible plants have a lower potential for Fe absorption from these byproducts than from o,o-EDDHA/Fe3+ and from o,p-EDDHA/Fe3+. In the studied conditions, the iron chelates of EDDHA byproducts do not have the long-lasting effect shown by o,o-EDDHA/Fe3+ and present a less efficient fast-action effect than the o,p-EDDHA/Fe3+.
Keywords: Iron chelates; fertilizers; o,o-EDDHA; o,p-EDDHA
ACS Publications
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