Trisodium ethylenediamine disuccinate EDDS is a chemical compound, trisodium salt of disuccinic acid, using Ethylenediamine as its building block.
The name describes the structure of the molecule:
- Trisodium indicates the presence of three sodium ions in the molecule.
- Ethylenediamine refers to an organic structure that contains two amine groups (-NH₂) separated by an ethylene group (-CH₂CH₂-).
- Disuccinate indicates that there are two units of succinic acid attached to the ethylenediamine molecule.
Description of the raw materials used in its production:
- Ethylenediamine is a diamine with the chemical formula H2NCH2CH2NH2. It is often produced synthetically through ammonolysis or hydrolysis of ethylenediammonium.
- Succinic Acid is a dicarboxylic acid with the chemical formula HOOC(CH2)2COOH. It can be derived from natural sources such as certain plants or synthesized through the hydrogenation of maleic acid.
- Sodium is an alkali metal commonly used to prepare salts like Trisodium Ethylenediamine Disuccinate.
Industrial chemical synthesis step-by-step:
- Condensation of Ethylenediamine with Succinic Acid - Ethylenediamine reacts with succinic acid in a condensation reaction to form Ethylenebis(imino)disuccinic acid (EDDS). This reaction involves the elimination of water.
- Neutralization with Sodium - The obtained EDDS is neutralized with sodium to form Trisodium Ethylenediamine Disuccinate. During this neutralization, the EDDS acquires three sodium ions (Na+) to form the final compound.
- Purification - Trisodium Ethylenediamine Disuccinate is then purified to remove any impurities and by-products.
- Drying and Packaging - The purified product is dried to remove residual moisture and then packaged for distribution and use in the detergent and cleaning product industry.
It appears as a white crystalline powder.
Cosmetics
It has chelating function predominantly used in shampoos.
- Chelating agent. It has the function of preventing unstable reactions and improving the bioavailability of chemical components within a product, and removes calcium and magnesium cations that can cause cloudiness in clear liquids.
Other uses
Trisodium ethylenediamine disuccinate [S,S]-ethylenediamine-disuccinate can be used as a biodegradable chelator for the remediation of metal pollution by soil washing because although it has two chiral carbons and three stereoisomers, one of these, [S,S] is readily biodegradable (1).
The most relevant studies on this chemical compound have been selected with a summary of their contents:
Trisodium ethylenediamine disuccinate studies
Typical commercial product characteristics Ethylene diamino-disuccinic acid
Appearance | White powder |
Boiling Point
| 516.7±50.0°C at 760 mmHg |
Melting Point
| 220-222ºC |
Flash Point | 266.3±30.1°C |
Density | 1.5±0.1 g/cm3 |
Loss on drying
| ≤16.0% |
Assay | ≥98.0% |
Shelf life
| 24 Months |
PSA | 212.56000 |
LogP | -0.14 |
Vapor Pressure
| 0.0±2.9 mmHg at 25°C |
Index of Refraction
| 1.562 |
- Molecular Formula C10H16N2O8 C10H13N2Na3O8
- Molecular Weight 292.24
- CAS 20846-91-7 178949-82-1
- UNII 5WK2FGJ113
- EC Number 202-045-3
- DSSTox Substance ID DTXSID1051852
- IUPAC (2S)-2-[2-[[(1S)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid
- 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
- InChl Key VKZRWSNIWNFCIQ-WDSKDSINSA-N
- SMILES C(CNC(CC(=O)O)C(=O)O)NC(CC(=O)O)C(=O)O
- MDL number
- PubChem Substance ID
- RTECS CI9450800
Synonyms
- N,N'-Ethylenedi-L-aspartic acid
- L-Aspartic acid, N,N-1,2-ethanediylbis-
- Ethylene diamino-disuccinic acid
- Ethylendiamine-N,N-disuccinic acid
- (2S)-2-[2-[[(1S)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid
- N,N′-Ethylenedi-(aspartic acid) trisodium salt
- Trisodium ethylenediamine-N,N′-disuccinate
- Ethylenediamine-N,N′-disuccinic acid trisodium salt
References_______________________________________________________________________
(1) Boethling, R.S., Sommer, E. and DiFiore, D., 2007. Designing small molecules for biodegradability. Chemical reviews, 107(6), pp.2207-2227.