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Sigma-Aldrich

N-(2-Hydroxyethyl)iminodiacetic acid

≥98.0% (T)

Synonym(s):

Ethanol diglycine

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About This Item

Linear Formula:
HOCH2CH2N(CH2COOH)2
CAS Number:
93-62-9
Molecular Weight:
177.16
Beilstein:
1780628
EC Number:
202-263-9
MDL number:
MFCD00004293
UNSPSC Code:
12352106
PubChem Substance ID:
57651469
NACRES:
NA.22

Assay

≥98.0% (T)

form

solid

mp

178 °C (lit.)

application(s)

peptide synthesis

SMILES string

OCCN(CC(O)=O)CC(O)=O

InChI

1S/C6H11NO5/c8-2-1-7(3-5(9)10)4-6(11)12/h8H,1-4H2,(H,9,10)(H,11,12)

InChI key

JYXGIOKAKDAARW-UHFFFAOYSA-N

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General description

N-(2-Hydroxyethyl)iminodiacetic acid (HEIDA) is a biodegradable and strong metal chelating agent, similar to nitrilotriacetic acid (NTA).

Application

N-(2-Hydroxyethyl)iminodiacetic acid (HEIDA) can be used in the following processes:
  • HEIDA can be used as a metal chelating agent for Fe(III) ion. The presence of HEIDA improves the Fenton′s destruction performance of PCE (perchloroethylene) existing as dense non-aqueous phase liquid (DNAPL) in soil slurry systems.
  • Oxorhenium(V) complexes with HEIDA are used for the carboxylation of ethane by CO, with potassium peroxodisulfate (K2S2O8)/trifluoroacetic acid (TFA), to afford propionic and acetic acid in good yield.
  • Vanadium complexes with HEIDA are used for the peroxidative hydroxylation of benzene and oxidation of mesitylene.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Single-Pot Ethane Carboxylation Catalyzed by New Oxorhenium (V) Complexes with N, O Ligands.
Kirillov AM, et al.
advanced synthesis and catalysis, 347(10), 1435-1446 (2005)
Single-Pot Ethane Carboxylation Catalyzed by New Oxorhenium (V) Complexes with N, O Ligands.
Kirillov AM, et al.
Advanced Synthesis & Catalysis, 347(10), 1435-1446 (2005)
Peroxidative oxidation of benzene and mesitylene by vanadium catalysts.
Reis PM, et al.
J. Mol. Catal. A: Chem., 224(1-2), 189-195 (2004)
Namgoo Kang et al.
Chemosphere, 63(10), 1685-1698 (2005-12-06)
The Fenton's system is applied to the destruction of perchloroethylene (PCE) present as a dense non-aqueous phase liquid (DNAPL) in soil slurry systems; the initial concentration of PCE was 45 times higher than its aqueous solubility. Studies were conducted in
Namgoo Kang et al.
Chemosphere, 61(7), 909-922 (2005-11-01)
Fenton's destruction of benzene, toluene, ethylbenzene, and xylene (BTEX) was investigated in soil slurry batch reactors. The purpose of the investigation was to quantify the enhancement of oxidation rates and efficiency by varying process conditions such as iron catalyst (Fe(II)
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