1-(3-fluoro-4-nitrophenyl)ethanone

1-(3-fluoro-4-nitrophenyl)ethanone Property

Boiling point:

293.6±20.0 °C(Predicted)

Density 

1.336±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

Appearance

Light yellow to yellow Solid

Safety

HS Code 

2914790090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

1-(3-fluoro-4-nitrophenyl)ethanone Chemical Properties,Usage,Production

Synthesis

GENERAL STEPS: A mixture of MgCl? (930 mg, 9.8 mmol), triethylamine (TEA, 4.7 mL, 33.4 mmol), and dimethyl malonate (1.9 mL, 16.6 mmol) was stirred at room temperature for 1.5 hours. Subsequently, a toluene solution of 3-fluoro-4-nitrobenzoyl chloride was slowly added to the reaction system. The resulting mixture was continued to be stirred at room temperature for 15 h. Then 4 M HCl solution (4 mL) was added and stirred for 5 min. The reaction mixture was extracted with ethyl acetate (EtOAc, 30 mL x 3), the organic phases were combined and dried with anhydrous sodium sulfate (Na?SO?), filtered and concentrated under reduced pressure. To the concentrated residue was added 6 M HCl solution (30 mL) and the mixture was refluxed overnight. After cooling, the mixture was extracted with ethyl acetate (EtOAc, 30 mL x 3), the organic phase was dried over anhydrous sodium sulfate (Na?SO?), filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography (silica gel, gradient elution with ethyl acetate/hexane) to afford 1-(3-fluoro-4-nitrophenyl)ethanone (compound 3) as a light yellow solid (1.9 g, 63% yield).

References

[1] Patent: WO2016/145092, 2016, A1. Location in patent: Paragraph 0077; 0078; 0079; 0088; 0091; 0093; 0094
[2] Patent: WO2017/87428, 2017, A1. Location in patent: Paragraph 0061-0063