METHYL 4-FLUOROBENZOYLACETATE Chemical Properties

Boiling point:

91°C/5mm

Density 

1.228 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.521(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

pka

9.80±0.25(Predicted)

form 

Liquid

color 

Clear colorless to dark yellow

BRN 

3050469

InChI

1S/C10H9FO3/c1-14-10(13)6-9(12)7-2-4-8(11)5-3-7/h2-5H,6H2,1H3

InChIKey

HGLVYXXPRSNKQN-UHFFFAOYSA-N

SMILES

COC(=O)CC(=O)c1ccc(F)cc1

CAS DataBase Reference

63131-29-3(CAS DataBase Reference)

Safety Information

Safety Statements 

23-24/25

WGK Germany 

3

HS Code 

29183000

Storage Class

10 - Combustible liquids

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

METHYL 4-FLUOROBENZOYLACETATE Usage And Synthesis

Chemical Properties

clear yellow liquid

Uses

Methyl 4-fluorobenzoylacetate was used in the synthesis of:

• 3-amino-4-(-4-fluoro-phenyl)furazan
• series of substituted coumarin derivatives, potential 5-lipoxygenase inhibitors

Synthesis

Anhydrous tetrahydrofuran (540 mL), dimethyl carbonate (235.2 g, 2.61 mol) and sodium hydrogen (130.5 g, 3.263 mol, 60%) were added to a dry reaction flask then the mixture was heated to reflux, and a solution of anhydrous tetrahydrofuran (180 mL) of p-fluoroacetophenone (180.3 g, 1.305 mol) was slowly added dropwise, the dropwise addition process was titrated over a period of 4 hours. Refluxing of the reaction solution was continued for another 0.5 h. The reaction was monitored by TLC (ethyl acetate:petroleum ether v/v=1:6, Rf=0.3) and the reaction solution was cooled to 0??C. Excess sodium hydroxide was quenched dropwise by addition of a mixture of 90 ml of methanol and 270 ml of tetrahydrofuran. The reaction solution was poured into a mixture of saturated ammonium chloride and ice, hydrochloric acid adjusted pH = 3,ethyl acetate, respectively, washed with water, saline, drying, concentrated under reduced pressure to obtain the crude product (292.9 g.100%) oil.

METHYL 4-FLUOROBENZOYLACETATE(63131-29-3)Related Product Information

• Methyl 4-fluorobenzoate
• Methyl 4-ethoxybenzoate
• Methyl 4-cyanobenzoate
• Ethyl 3-(4-fluorophenyl)-3-oxopropanoate
• Ethyl (pentafluorobenzoyl)acetate
• Ethyl 2,3,4,5-tetrafluorobenzoyl acetate
• Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate
• METHYL 4-FLUOROBENZOYLACETATE
• Ethyl 2,4,5-trifluorobenzoylacetate
• 3-(3,4-DIFLUOROPHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
• 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester
• 4-Fluorophenylacetic acid
• PHENOXYACETIC ACID
• Methyl phenylacetate
• Methyl acetate
• ETHYL 2,4-DIFLUOROBENZOYLACETATE
• Ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
• 3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER