From Surf Wiki (app.surf) — the open knowledge base

EDDHA

EDDHA or ethylenediamine-N,-bis(2-hydroxyphenylacetic acid)** is a chelating agent. Like EDTA, it binds metal ions as a hexadentate ligand, using two amines, two phenolate centers, and two carboxylates as the six binding sites. The complexes are typically anionic. The ligand itself is a white, water-soluble powder. Both the free ligand and its tetraanionic chelating agent are abbreviated EDDHA. In contrast to EDDHA, most related aminopolycarboxylic acid chelating agents feature tertiary amines and few have phenolate groups.

:[[File:EFOREWdownC2.png|thumb|left|Structure of anion [Mn(EDDHA)]−, which is representative of related C2-symmetric complexes.]]

Preparation

It is produced by the multicomponent reaction of phenol, glyoxalic acid, and ethylenediamine. In this process, the initial Schiff base condensate alkylates the phenol. Related ligands can be prepared more efficiently using para-cresol.

Uses

It is used to mobilize metal ions analogously to the use of EDTA.

EDDHA has been used in phytoextraction of lead from contaminated soils. It degrades with release of salicylic acid.

References

(2002). "Stereoisomers of Mn(III) Complexes of Ethylenebis[(O-Hydroxyphenyl)Glycine]". Inorganica Chimica Acta.
(2006). "Structure and Fertilizer Properties of Byproducts Formed in the Synthesis of EDDHA". Journal of Agricultural and Food Chemistry.
(2003). "Chelating Agents Related to Ethylenediamine Bis(2-hydroxyphenyl)acetic Acid (EDDHA): Synthesis, Characterization, and Equilibrium Studies of the Free Ligands and Their Mg²⁺, Ca²⁺, Cu²⁺, and Fe³⁺ Chelates". Inorganic Chemistry.
(2002). "Response of ''Staphylococcus aureus'' isolates from bovine mastitis to exogenous iron sources". J. Dairy Sci..
(2004). "Iron-regulated proteins (IRPS) of leptospira biflexa serovar Patoc strain Patoc I". Indian Journal of Medical Microbiology.
(1997). "Phytoremediation of Lead-Contaminated Soils: Role of Synthetic Chelates in Lead Phytoextraction". Environmental Science and Technology.
Pieterse, Arnold H.. (2013). "Is flowering in Lemnaceae stress-induced? A review". Aquatic Botany.

Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

chelating-agents dicarboxylic-acids 2-hydroxyphenyl-compounds

Want to explore this topic further?

Ask Mako anything about EDDHA — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report