Indole-2-carboxylic acid

Indole-2-carboxylic acid
  • CAS No.:1477-50-5
Other grades of this product :
Indole-2-carboxylic acid Basic information
Product Name:Indole-2-carboxylic acid
Synonyms:NSC 16598;Indole-2-carboxylic;Indole-2-earboxylic acid ethylester;INDOLE-2-CARBOXYLIC ACID(I2CA);Indole-2-carboxylic acid,99%;Indole-2-carboxylic acid   Indole-2-carboxylic acid;Indole-2-carboxylacid;1H-Indole-2-carboxylic acid 98%
CAS:1477-50-5
MF:C9H7NO2
MW:161.16
EINECS:216-030-4
Product Categories:Simple Indoles;Amino Acids & Derivatives;Carboxylic Acids;Indole Derivatives;Carboxylic Acids;Pyrroles & Indoles;Indole/indoline/oxindole;indole derivative;Indole and Indoline;Pyrroles & Indoles;Indole;Organic acids;Amino Acids 13C, 2H, 15N;Indoles;Indoles and derivatives;Bioactive Small Molecules;Building Blocks;C7 to C9;Cell Biology;Chemical Synthesis;Heterocyclic Building Blocks;I;Heterocycle-Indole series;commercial;bc0001
Mol File:1477-50-5.mol
Indole-2-carboxylic acid Chemical Properties
Melting point 202-206 °C(lit.)
Boiling point 287.44°C (rough estimate)
density 1.2480 (rough estimate)
refractive index 1.5050 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in clear yellow solution 5% in ethanol, dimethyl sulfoxide and methanol.
pka4.44±0.30(Predicted)
form Crystalline Powder or Crystals
color Off-white to yellow to brown
BRN 124132
CAS DataBase Reference1477-50-5(CAS DataBase Reference)
NIST Chemistry ReferenceIndole-2-carboxylic acid(1477-50-5)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-21/22
Safety Statements 22-24/25
WGK Germany 3
RTECS NK7882812
HazardClass IRRITANT
HS Code 29339990
MSDS Information
ProviderLanguage
Indole-2-carboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
Indole-2-carboxylic acid Usage And Synthesis
Chemical PropertiesYellow Crystalline Powder
Uses• ;Reactant for total synthesis of (±)-dibromophakellin and analogs1• ;Reactant for synthesis of the pyrrolizidine alkaloid (±)-trachelanthamidine2• ;Reactant for stereoselective preparation of renieramycin G analogs3• ;Reactant for preparation of spirooxoindolepyrrolidines via reduction of indole-2-carboxylic acid followed by oxidation, condensation, reduction, amidation and Kharasch radical cyclization4• ;Reactant for Pd-catalyzed cyclization5• ;Reactant for preparation of N,N′-(pentane)diylbis[indolecarboxamide] and N,N′-[phenylenebis(
UsesReactant for total synthesis of (±)-dibromophakellin and analogs, synthesis of the pyrrolizidine alkaloid (±)-trachelanthamidine, stereo selective preparation of renieramycin G analogs, preparation of spirooxoindolepyrrolidines via reduction of indole-2-carboxylic acid followed by oxidation, condensation, reduction, amidation and Kharasch radical cyclization, Pd-catalyzed cyclization and N,N?-(pentane)diylbis[indolecarboxamide] and N,N?-[phenylenebis(methylene)]bis[indolecarboxamide] derivatives.
Synthesis Reference(s)Tetrahedron Letters, 33, p. 7961, 1992 DOI: 10.1016/S0040-4039(00)74789-7

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