I5109

Indole-2-carboxylic acid

98%

• Synonym(s): 2-Carboxyindole, 2-Indolylformic acid, NSC 16598
• Empirical Formula (Hill Notation): C₉H₇NO₂
• CAS Number: 1477-50-5
• Molecular Weight: 161.16
• Beilstein: 124132
• EC Number: 216-030-4
• MDL number: MFCD00005611
• PubChem Substance ID: 24895981
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• mp: 202-206 °C (lit.)
• SMILES string: OC(=O)c1cc2ccccc2[nH]1
• InChI: 1S/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12)
• InChI key: HCUARRIEZVDMPT-UHFFFAOYSA-N
• Gene Information: human ... SRD5A1(6715) ; rat ... Grin2a(24409)

Description

Application

• Reactant for total synthesis of (±)-dibromophakellin and analogs
• Reactant for synthesis of the pyrrolizidine alkaloid (±)-trachelanthamidine
• Reactant for stereoselective preparation of renieramycin G analogs
• Reactant for preparation of spirooxoindolepyrrolidines via reduction of indole-2-carboxylic acid followed by oxidation, condensation, reduction, amidation and Kharasch radical cyclization
• Reactant for Pd-catalyzed cyclization
• Reactant for preparation of N,N′-(pentane)diylbis[indolecarboxamide] and N,N′-[phenylenebis(methylene)]bis[indolecarboxamide] derivatives

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves