6-Fluoroindole-2-carboxylic acid Chemical Properties

Melting point:

246 °C (decomp)

Boiling point:

422.2±25.0 °C(Predicted)

Density 

1.510±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder to crystal

pka

4.38±0.30(Predicted)

color 

Light yellow to Yellow to Orange

Sensitive 

Light Sensitive

InChI

InChI=1S/C9H6FNO2/c10-6-2-1-5-3-8(9(12)13)11-7(5)4-6/h1-4,11H,(H,12,13)

InChIKey

LRTIKMXIKAOCDM-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(F)=C2)C=C1C(O)=O

CAS DataBase Reference

3093-97-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

10-15-36/37/38

Safety Statements 

7/8-26-36-43

HazardClass 

IRRITANT

HS Code 

2933998090

6-Fluoroindole-2-carboxylic acid Usage And Synthesis

Uses

6-Fluoroindole-2-carboxylic acid is a carboxylic acid derivative and is used as an organic synthesis intermediate and a pharmaceutical intermediate.

Synthesis

GENERAL PROCEDURE: A mixture of ethyl 6-fluoroindole-2-carboxylate (33.5 g, 0.15 mol), 4% sodium hydroxide solution (335 mL), and anhydrous ethanol (335 mL) was heated to reflux for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured into ice water. The pH of the mixture was adjusted to 5 with glacial acetic acid and then the precipitate was collected by filtration. 6-Fluoroindole-2-carboxylic acid was finally obtained as a white solid (26.4 g, 90% yield).

References

[1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 7, p. 3149 - 3157
[2] Journal of the Chemical Society, 1955, p. 1283,1284

6-Fluoroindole-2-carboxylic acid(3093-97-8)Related Product Information

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