Iminodiacetic acid

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
Iminodiacetic acid Structure
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
pka2.98, 9.89(at 25℃)
color White or yellow
PH2.2-2.3 (H2O, 20℃)(saturated solution)
Water Solubility 2.43 g/100 mL (5 ºC)
Merck 14,4917
BRN 878499
InChIKeyNBZBKCUXIYYUSX-UHFFFAOYSA-N
LogP1.840 (est)
CAS DataBase Reference142-73-4(CAS DataBase Reference)
NIST Chemistry ReferenceGlycine, N-(carboxymethyl)-(142-73-4)
EPA Substance Registry SystemGlycine, N-(carboxymethyl)- (142-73-4)
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 Data142-73-4(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 2000 mg/kg
MSDS Information
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Iminodiacetic acid English
SigmaAldrich English
ACROS English
ALFA English
Iminodiacetic acid Usage And Synthesis
Chemical Propertieswhite or yellowish crystalline powder
UsesIminodiacetic 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.

DefinitionChEBI: An amino dicarboxylic acid that is glycine in which one of the hydrogens attached to the nitrogen is substituted by a carboxymethyl group.
Purification MethodsCrystallise 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.]
Diethyl iminodiacetate Iminodiacetonitrile Betaine Hyaluronic acid CARBOXYMETHYL Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid GlycineMax Stearic acid Folic acid Glycine 4-Aminophenylacetic acid Thymolphthalein Complexone 1,2-Cyclohexylenedinitrilotetraacetic acid 4,4'-Methylenedianiline Iminodiacetic acid Ethylenediaminetetraacetic acid disodium salt Citric acid

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