1170-02-1

Basic information

• Product Name: Ethylenediamine-N,N'-bis((2-hydroxyphenyl)acetic acid)
• Synonyms: ethylenediamine-N,N'-bis((2-hydroxyphenyl)acetic acid);ETHYLENEBIS-ORTHO-HYDROXYPHENYLGLYCINE;ETHYLENEDIAMINEDI(ORTHO-HYDROXYPHENYLACETICACID);ETHYLENEDIAMINEDI(2-HYDROXYPHENYLACETICACID);Ethylendiamin-N,N′-bis((2-hydroxyphenyl)essigsure);N,N'-ethylenebis[2-(2-hydroxyphenyl)glycine];CHEL-138;EDHPA
• CAS NO: 1170-02-1
• Molecular Formula: C₁₈H₂₀N₂O₆
• Molecular Weight: 360.36
• EINECS: 214-625-3
• Mol File: 1170-02-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 492.4°C (rough estimate)
• Flash Point: 328.932 °C
• Appearance: /
• Density: 1.3595 (rough estimate)
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• Solubility: Aqueous Base (Slightly, Heated)
• PKA: 1.27±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: Ethylenediamine-N,N'-bis((2-hydroxyphenyl)acetic acid)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylenediamine-N,N'-bis((2-hydroxyphenyl)acetic acid)(1170-02-1)
• EPA Substance Registry System: Ethylenediamine-N,N'-bis((2-hydroxyphenyl)acetic acid)(1170-02-1)

Safety Data

• Hazardous Substances Data: 1170-02-1(Hazardous Substances Data)

Usage

Uses

EDDHA is used as an inorganic fertilizer.

Agricultural Uses

EDDHA is short for Ethylenediamine-N,N'-bis((2-hydroxyphenyl)acetic acid. It is a chelating agent (C18H20O6N2) that forms a chelate, which complexes with metal ions. Fe-EDDHA, which is stable over an entire pH range, is commonly used as an iron fertilizer because of its affinity to iron. The comparison of a soil treated with iron chelates, such as EDTA (ethylenediamine tetra- aceticacid), DTPA (diethylenetriaminepentaaceticacid) or EDDHA shows that EDDHA is most effective in making iron available to plants.

Purification Methods

Purify it by extensive Soxhlet extraction with acetone. [Bonadies & pK Est( 2) pK Est( 3) Carrano J Am Chem Soc 108 4088 1986].

Upstream product

• 107-15-3 ethylenediamine 
• 298-12-4 Glyoxilic acid 
• 108-95-2 phenol 
• 94-93-9 N,N'-ethylenebis(salicylideneimine) 
• 76935-25-6 2,2'-bis-(2-hydroxy-phenyl)-2,2-ethanediyldiamino-di-acetonitrile 

Downstream Products

• 62534-80-9 Cu(O₂CCH(C₆H₄OH)NHCH₂CH₂NHCH(C₆H₄OH)COO) 
• 81654-79-7 rac-ethylenebis((o-hydroxyphenyl)glycine) manganese(III) complex sodium salt*1.5H₂O 
• 81624-18-2 rac-ethylenebis((o-hydroxyphenyl)glycine) chromium(III) complex sodium salt trihydrate 
• 99016-49-6 ammonium rac-[N,N'-ethylenebis[(o-hydroxyphenyl)glycine]]oxovanadium(IV) * H₂O * C₂H₅OH 
• 102261-10-9 [N,N'-ethylenebis[(o-hydroxyphenyl)glycine]]oxovanadium(IV) * 3.5 H₂O 
• 727357-88-2 meso-Mn(C₁₈H₁₆N₂O₆)^(1-) 
• 53177-12-1 Mn(salen)Cl 
• 93868-49-6 tetrabromo N,N'-ethylenebis<2-(o-hydroxyphenyl)glycines> 
• 118-79-6 2,4,6-tribromophenol 
• 20244-55-7 2,4,4,6-tetrachlorocyclohexa-2,5-dien-1-one 
• 94994-73-7 tetrachloro N,N'-ethylenebis<2-(o-hydroxyphenyl)glycines> 

Relevant articles and documents

Chemical stability of the fertilizer chelates fe-eddha and fe-eddhsa over time

In application conditions, the influence of environmental parameters on used fertilizer chelates and their distribution over time is important. For this purpose, the changes in the content of micronutrient ions and Fe-EDDHA and Fe-EDDHSA chelates in an aq

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

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/Fe 3+. 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+.