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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/REAXYS Number:
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

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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)
Iminodiacetic acid modified kenaf fiber for waste water treatment
Razak MA, et al.
International Journal of Biological Macromolecules, 112, 754-760 (2018)
Áine Moyna et al.
Journal of chromatography. A, 1249, 155-163 (2012-07-06)
Capillary housed laurylmethacrylate-co-ethylene dimethacrylate (LMA-co-EDMA) polymer monoliths were fabricated, functionalised with varying amounts of vinyl azlactone, followed by immobilisation of iminodiacetic acid (IDA), forming a range of acetyl-iminodiacetic acid (AIDA) functionalised monoliths, applied to the chelation ion chromatographic separation of
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
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