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Sigma-Aldrich

Iminodiacetic acid

98%

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

Quality Level

200

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)
Chromatographic separation of proteins on metal immobilized iminodiacetic acid-bound molded monolithic rods of macroporous poly (glycidyl methacrylate-co-ethylene dimethacrylate)
Luo Q, et al.
Journal of Chromatography A, 926(2), 255-264 (2001)
AGET ATRP of methyl methacrylate catalyzed by FeCl3/iminodiacetic acid in the presence of air
Zhang L, et al.
Polymer, 49(13-14), 3054-3059 (2008)
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)
Hong-Ming Yang et al.
Analytical biochemistry, 432(2), 134-138 (2012-10-03)
Highly efficient protein immobilization is extremely crucial for solid-phase immunoassays. We present a strategy for oriented immobilization of functionally intact immunoglobulin G (IgG) on a polystyrene microtiter plate via iminodiacetic acid (IDA)-Ni(2+) and ZZ-His protein interaction. We immobilized a ZZ-EAP
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