5-Fluoro-2-nitrobenzadehyde Chemical Properties

Melting point:

92-94°C

Boiling point:

153°C 23mm

Density 

1.443±0.06 g/cm3(Predicted)

Flash point:

>110°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

Water Solubility 

Insoluble in water

form 

powder to crystal

color 

White to Light red to Green

Sensitive 

Air Sensitive

BRN 

1869010

InChI

InChI=1S/C7H4FNO3/c8-6-1-2-7(9(11)12)5(3-6)4-10/h1-4H

InChIKey

KKAFVHUJZPVWND-UHFFFAOYSA-N

SMILES

C(=O)C1=CC(F)=CC=C1[N+]([O-])=O

CAS DataBase Reference

395-81-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38

Safety Statements 

26-36-37

HazardClass 

IRRITANT

HS Code 

29124990

MSDS

• Language:English Provider:ALFA

5-Fluoro-2-nitrobenzadehyde Usage And Synthesis

Chemical Properties

5-Fluoro-2-nitrobenzaldehyde is a very light yellow-light reddish yellow solid at room temperature and pressure, it is easily oxidized to form white benzoic acid products, and needs to be stored at low temperature.

Uses

5-Fluoro-2-nitrobenzaldehyde can be used as an intermediate in pharmaceutical chemistry and organic synthesis, and is used to prepare herbicides, plant growth regulators, etc.

Synthesis

General procedure for the synthesis of 5-fluoro-2-nitrobenzaldehyde from 5-fluoro-2-nitrobenzyl alcohol: 5-fluoro-2-nitrobenzyl alcohol (13.92 g, 81.08 mmol) was dissolved in dichloromethane (284 mL). To the solution was added 4?molecular sieves (73 g) and pyridinium dichromate (36.58 g, 97.3 mmol). The reaction mixture was stirred at 20 °C for 6 hours. After completion of the reaction, the crude reaction mixture was filtered through a short silica gel column. The filtrate was concentrated under reduced pressure to remove the solvent and the residue was purified by fast column chromatography (silica gel, 10-20% ethyl acetate/hexane as eluent) to afford 9.43 g (69% yield) of the target compound 5-fluoro-2-nitrobenzaldehyde as a colorless oil.1H-NMR (CDCl3) data: δ 10.44 (d, 1H), 8.22 (dd, 1H) , 7.62 (dd, 1H), 7.41 (ddd, 1H).

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 16, p. 3934 - 3937
[2] Patent: WO2003/76442, 2003, A1. Location in patent: Page/Page column 65

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