6-Fluoro-1-indanone Chemical Properties

Melting point:

56-60 °C

Boiling point:

60 °C/0.07kPa

Density 

1.259±0.06 g/cm3(Predicted)

Flash point:

60°C/0.5mm

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

Crystalline Powder

color 

Off-white to pale brown

BRN 

1448695

InChI

InChI=1S/C9H7FO/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5H,2,4H2

InChIKey

LVUUCFIQQHEFEJ-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C=CC(F)=C2)CC1

CAS DataBase Reference

1481-32-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36-37

WGK Germany 

2

HazardClass 

IRRITANT

HS Code 

29147000

MSDS

• Language:English Provider:ALFA

6-Fluoro-1-indanone Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

6-Fluoro-1-indanone is an intermediate compound that can be used as an organic synthesis raw material for the preparation of pharmaceutical and chemical products. It is also an excellent reaction reagent that can undergo various chemical reactions, including oxidation, reduction and substitution.

Synthesis

The general procedure for the synthesis of 6-fluoro-1-indanone from 4-fluoro-benzenepropanoyl chloride was as follows: aluminum trichloride (AlCl3, 27.8 g, 208 mmol) was suspended in 200 mL of 1,2-dichloroethane. The mixture was cooled to 0-5 °C under nitrogen protection and a solution of 4-fluoro-phenylpropionyl chloride (27.75 g, 148.8 mmol) dissolved in 140 mL of 1,2-dichloroethane was added slowly and dropwise over a period of 1 hour. After removal of the cooling bath, stirring was continued for 30 minutes, followed by 2 hours of reaction at 70°C. Upon completion of the reaction, the mixture was cooled to room temperature and poured into a mixture of ice and 330 mL of concentrated hydrochloric acid (36-38%). The aqueous layer was extracted with dichloromethane (CH2Cl2) and the combined organic layers were washed sequentially with water (2×), 5% sodium bicarbonate (NaHCO3) solution and saturated saline. The organic layer was dried over anhydrous magnesium sulfate (MgSO4), filtered to remove the desiccant, and the solvent was evaporated under reduced pressure to give 19.02 g of 6-fluoro-1-indanone in 85% yield.

References

[1] Patent: US2006/122189, 2006, A1. Location in patent: Page/Page column 27
[2] Bulletin de la Societe Chimique de France, 1973, p. 3092 - 3095
[3] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[4] European Journal of Organic Chemistry, 2007, # 18, p. 2987 - 2994
[5] Patent: US5872118, 1999, A

6-Fluoro-1-indanone(1481-32-9)Related Product Information

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