3-Fluoro-4-methylbenzoic acid Chemical Properties

Melting point:

169-171 °C (lit.)

Boiling point:

203.5°C (rough estimate)

Density 

1.1850 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

4.03±0.10(Predicted)

color 

White to Light yellow

BRN 

2574141

InChI

1S/C8H7FO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4H,1H3,(H,10,11)

InChIKey

XUQCONCMPCVUDM-UHFFFAOYSA-N

SMILES

Cc1ccc(cc1F)C(O)=O

CAS DataBase Reference

350-28-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-24/25-22-36

WGK Germany 

3

TSCA 

TSCA listed

HazardClass 

IRRITANT

HS Code 

29163990

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

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3-Fluoro-4-methylbenzoic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

3-Fluoro-4-toluic Acid was used in the synthesis of cyclooxygenase selective and orally active antiinflammatory agents. It was also used to prepare benzamide derivatives as Bcr-Abl kinase inhibitors.

Synthesis

In a Schlenk (50 mL) reaction flask with a carbon dioxide balloon attached at the stub, Cu(OAc)2.H2O (0.0125 mmol), 1,2-bis(diphenylphosphino)benzene (0.018 mmol), and 1,4-dioxane (2.0 mL) were added with stirring, and then the flask was placed at 60 C oil bath for 25 min under carbon dioxide atmosphere, followed by the sequential addition of toluene (8 mL), 3-fluoro-4-methylbromobenzene (1.0 mmol), Pd(OAc)2 (0.03 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyloxanthene (0.06 mmol), Et3N (2.5 mmol, 2.5 equiva. ), then carbon dioxide was removed and the reaction was carried out at 100 C until the raw material bromobenzene disappeared, cooled to room temperature and sodium hydroxide solution (1M, 10.0 mL) was added, stirred for 10 min and filtered, the solids were washed with water three times, the filtrate was extracted with ethyl acetate (2 10 mL) leaving an aqueous layer, the aqueous layer was adjusted to pH 1-2 with hydrochloric acid solution (1M), ethyl acetate (3 15 mL ) was extracted with ethyl acetate (315 mL), dried with anhydrous sodium sulfate, and the solvent was removed to obtain 3-fluoro-4-methylbenzoic acid in 84% yield.

3-Fluoro-4-methylbenzoic acid(350-28-7)Related Product Information

• 2-(Trifluoromethyl)benzoic acid
• 4-(Chloromethyl)benzoic acid
• 3-Fluoro-4-methylbenzonitrile
• 4-(Aminomethyl)benzoic acid
• 3-Fluoro-4-nitrobenzoic acid
• 4-Bromomethylbenzoic acid
• p-Toluic acid
• m-Toluic acid
• o-Toluic acid
• 3-FLUORO-2-METHOXYBENZOIC ACID
• 2-FLUORO-4-METHYLBENZOIC ACID
• Fluorine
• Tetrafluoroterephthalic acid
• 4-BROMOMETHYL-3-FLUOROBENZOIC ACID METHYL ESTER
• 2,3-DIFLUORO-4-METHYLBENZOIC ACID
• 2,3,5,6-TETRAFLUORO-4-METHYLBENZOIC ACID
• 4-Cyano-3-fluorobenzoic acid
• DIMETHYL 2-FLUOROTEREPHTHALATE