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Iminodiacetic acid

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Iminodiacetic acid Basic information

Product Name:
Iminodiacetic acid
Synonyms:
  • 2,2’-iminobis-aceticaci
  • 2,2’-iminodiaceticacid
  • 2,2'-Iminodiacetic acid
  • Acetic acid, 2,2'-iminobis-
  • Acetic acid, iminodi-
  • aminodiacetic
  • Aminodiacetic acid
  • Aminodiaceticacid
CAS:
142-73-4
MF:
C4H7NO4
MW:
133.1
EINECS:
205-555-4
Product Categories:
  • Pharmaceutical intermediates
  • Glycine Derivatives
  • Others
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
Mol File:
142-73-4.mol
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Iminodiacetic acid Chemical Properties

Melting point:
243 °C (dec.) (lit.)
Boiling point:
245.59°C (rough estimate)
Density 
1.5325 (rough estimate)
refractive index 
1.4540 (estimate)
storage temp. 
Store below +30°C.
solubility 
42g/l
form 
Crystalline Powder
pka
2.98, 9.89(at 25℃)
color 
White or yellow
PH
2.2-2.3 (H2O, 20℃)(saturated solution)
Water Solubility 
2.43 g/100 mL (5 ºC)
Merck 
14,4917
BRN 
878499
InChIKey
NBZBKCUXIYYUSX-UHFFFAOYSA-N
LogP
1.840 (est)
CAS DataBase Reference
142-73-4(CAS DataBase Reference)
NIST Chemistry Reference
Glycine, N-(carboxymethyl)-(142-73-4)
EPA Substance Registry System
Glycine, N-(carboxymethyl)- (142-73-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
1
RTECS 
AI2975000
TSCA 
Yes
HS Code 
29224995
Hazardous Substances Data
142-73-4(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 2000 mg/kg

MSDS

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Iminodiacetic acid Usage And Synthesis

Chemical Properties

white or yellowish crystalline powder

Uses

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.

Definition

ChEBI: An amino dicarboxylic acid that is glycine in which one of the hydrogens attached to the nitrogen is substituted by a carboxymethyl group.

Purification Methods

Crystallise the acid several times from water. The N-Methyl derivative m 215o is purified by dissolving it in an equal weight of warm H2O and adding 3 volumes of MeOH [Kiematsu et al. Org Synth Coll Vol II 397 1943]. [Laberek & Martell J Am Chem Soc 74 5052 1952, Beilstein 4 III 2428, 4 IV 1176.]

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