4-Chloro-2-fluorophenylboronic acid Chemical Properties

Melting point:

248-250

Boiling point:

289.2±50.0 °C(Predicted)

Density 

1.41±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

8.19±0.58(Predicted)

color 

White to Light yellow

Water Solubility 

Insoluble in water.

InChI

InChI=1S/C6H5BClFO2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H

InChIKey

YBNDRTRLXPEWKQ-UHFFFAOYSA-N

SMILES

B(C1=CC=C(Cl)C=C1F)(O)O

CAS DataBase Reference

160591-91-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36

Safety Statements 

26-36/37/39-37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29319090

4-Chloro-2-fluorophenylboronic acid Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

Used as intermediates for pharmaceutical and agrochemicals.

Uses

suzuki reaction

Synthesis

To a 2L round bottom flask was added 1-bromo-4-chloro-2-fluorobenzene (50 g, 238.7 mmol) and anhydrous tetrahydrofuran (900 ml), and the mixture was cooled to -78°C with stirring. Slowly n-butyllithium (2.5 M hexane solution, 100 ml, 250 mmol) was added dropwise and stirred continuously for 1 hour at this temperature. Subsequently, trimethyl borate (31.9 ml, 286 mmol) was added slowly and the reaction was continued for 30 minutes. After completion of the reaction, 1N aqueous hydrochloric acid solution (600 ml) was added and gradually warmed up to room temperature while stirring. The organic layer was separated, dried with anhydrous magnesium sulfate and filtered. The solvent was removed by distillation under reduced pressure, and the concentrated product was extracted with a mixture of chloroform and hexane solvents, and finally purified by recrystallization to afford 4-chloro-2-fluorophenylboronic acid (33.7 g, 193.3 mmol) in 81% yield.

References

[1] Patent: KR101680413, 2016, B1. Location in patent: Paragraph 0129-0132

4-Chloro-2-fluorophenylboronic acid(160591-91-3)Related Product Information

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