5,6-Difluoro-2-oxoindole Chemical Properties

Melting point:

201-202 °C(Solv: benzene (71-43-2))

Boiling point:

285.3±40.0 °C(Predicted)

Density 

1.415±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

11.88±0.20(Predicted)

Appearance

Yellow to brown Solid

InChI

InChI=1S/C8H5F2NO/c9-5-1-4-2-8(12)11-7(4)3-6(5)10/h1,3H,2H2,(H,11,12)

InChIKey

MSOLDJZABLHVER-UHFFFAOYSA-N

SMILES

N1C2=C(C=C(F)C(F)=C2)CC1=O

CAS DataBase Reference

71294-07-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

HS Code 

2933790090

5,6-Difluoro-2-oxoindole Usage And Synthesis

Synthesis

General procedure for the synthesis of 5,6-difluoroindolin-2,3-dione from 5,6-difluoroindolin-2-one: TiCl4 (0.7 mL, 6 mmol) was added drop-wise to a stirring suspension of Zn powder (0.78 g, 12 mmol) in freshly distilled anhydrous THF (15 mL) at room temperature and under dry N2 atmosphere. After addition, the mixture was refluxed for 2 hours. The resulting suspension of low-valent titanium reagent was cooled to room temperature. Subsequently, a solution of 5,6-difluoroindoline-2,3-dione (2 mmol) in THF (10 mL) was slowly added. The reaction mixture was stirred at room temperature for about 5 min under N2 protection. After confirming the completion of the reaction by thin layer chromatography (TLC) analysis, the reaction was quenched with 3% HCl (15 mL) and extracted with CHCl3 (3 x 50 mL). The organic phases were combined, washed with water (3 x 50 mL) and dried over anhydrous Na2SO4. After concentration of the solvent under reduced pressure, the crude product was purified by column chromatography (petroleum ether/ethyl acetate=5:1) to afford the target compound 5,6-difluoroindol-2-one.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 14, p. 2238 - 2242
[2] Journal of Chemical Research, 2017, vol. 41, # 9, p. 537 - 540

5,6-Difluoro-2-oxoindole(71294-07-0)Related Product Information

• Dehydroepiandrosterone
• cis-Octahydroisoindole
• Naringin dihydrochalcone
• Isophorone
• 1-(2,6-Dichlorophenyl)-2-hydroindole
• 5,6-DIFLUOROISATIN
• 4,6-Difluoro-2-oxoindole
• 5,6,7-trifluoro-1H-indole-2,3-dione
• BUTTPARK 89\07-57
• 4,5,6-TRIFLUOROINDOLINE-2,3-DIONE
• 5,6-Difluoro-2-oxoindole