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.

pka

4.44±0.30(Predicted)

form 

Crystalline Powder or Crystals

color 

Off-white to yellow to brown

BRN 

124132

CAS DataBase Reference

1477-50-5(CAS DataBase Reference)

NIST Chemistry Reference

Indole-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

• Language:English Provider:Indole-2-carboxylic acid
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Indole-2-carboxylic acid Usage And Synthesis

Chemical Properties

Yellow 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(

Uses

Reactant 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.

Definition

ChEBI: Indole-2-carboxylic acid is an indolyl carboxylic acid.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 7961, 1992 DOI: 10.1016/S0040-4039(00)74789-7

Indole-2-carboxylic acid(1477-50-5)Related Product Information

• Ethyl indole-2-carboxylate
• Methyl indole-3-carboxylate
• Methyl indole-6-carboxylate
• Indole-5-carboxylic acid
• ETHYL INDOLE-2-ACETATE
• Ethyl indole-3-carboxylate
• Indole-7-boronic acid pinacol ester
• Indole-4-boronic acid
• 3-(3-Indolyl)-2-oxopropanoic acid
• INDOLE-3-ACETIC ACID
• 3-Indoleacrylic acid
• 6-Cyanoindole
• 3-(1H-Indol-3-yl)-propan-1-ol
• 3-Indolepropionic acid
• Indole-2-carboxaldehyde
• 1H-Indole-7-carboxylic acid
• Indole-4-carboxylic acid
• Indole-3-carboxylic acid