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Sigma-Aldrich

Iminodiacetic acid

98%, for peptide synthesis

Synonym(s):

2,2′-Azanediyldiacetic acid, Diglycine, IMDA

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About This Item

Linear Formula:
HN(CH2COOH)2
CAS Number:
142-73-4
Molecular Weight:
133.10
Beilstein:
878499
EC Number:
205-555-4
MDL number:
MFCD00004280
UNSPSC Code:
12352106
PubChem Substance ID:
24853159
NACRES:
NA.22

product name

Iminodiacetic acid, 98%

Assay

98%

form

solid

mp

243 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)CNCC(O)=O

InChI

1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)

InChI key

NBZBKCUXIYYUSX-UHFFFAOYSA-N

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General description

Iminodiacetic acid is a versatile chelating agent widely used in metal extraction and waste water treatment.

Application

Iminodiacetic acid can be used:
  • In the preparation of iminodiacetic acid (IDA)-type adsorbent for protein purification.
  • As a catalyst along with iron (FeCl3) complexes for methyl methacrylate (MMA) polymerization.
  • In the preparation of chelating resins with glycidyl methacrylate for the selective removal and recovery of metal ions from industrial waste water.
  • As a reagent for the preparation of pinene-derived iminodiacetic acid (PIDA), which is in turn used as a ligand for the synthesis of diastereoselective oxiranyl C(sp3) boronates from the corresponding olefins.
  • In the surface functionalization of multi-walled carbon nanotubes (MWCNTs) which is further utilized as a sorbent for the separation of heavy metal ions.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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Preparation of iminodiacetic acid functionalized multi-walled carbon nanotubes and its application as sorbent for separation and preconcentration of heavy metal ions
Wang J, et al.
Journal of Hazardous Materials, 186(2-3), 1985-1992 (2011)
Synthesis of chelating resins with iminodiacetic acid and its wastewater treatment application
Wang C-C, et al.
Journal of Applied Polymer Science, 84(7), 1353-1362 (2002)
Iminodiacetic acid modified kenaf fiber for waste water treatment
Razak MA, et al.
International Journal of Biological Macromolecules, 112, 754-760 (2018)
Junqi Li et al.
Journal of the American Chemical Society, 133(35), 13774-13777 (2011-08-10)
Efficient access to chiral C(sp(3)) boronates in stereochemically pure form is critical for realizing the substantial potential of such building blocks in complex-molecule synthesis. We herein report that a pinene-derived iminodiacetic acid (PIDA) ligand enables the highly diastereoselective synthesis of
Zeina Mehyou et al.
Talanta, 87, 168-173 (2011-11-22)
A simple protocol to obtain Cu(II)-IDA (iminodiacetic acid)-modified capillaries was developed for immobilized metal ion affinity chromatography (IMAC). It consisted in the synthesis of IDA-silane used for a one-step coating of fused silica capillaries. The approach prevented the hydrolysis of
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