3-Chloro-5-fluorophenylboronic acid

3-Chloro-5-fluorophenylboronic acid Property

Melting point:

>200°C

Boiling point:

308.1±52.0 °C(Predicted)

Density 

1.41±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

6.52±0.10(Predicted)

color 

White to Almost white

Water Solubility 

Slightly soluble in water.

CAS DataBase Reference

328956-61-2(CAS DataBase Reference)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

29163990

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.

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.

P405Store locked up.

3-Chloro-5-fluorophenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

3-Chloro-5-fluorobenzeneboronic acid is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Uses

suzuki reaction

Synthesis

Grignard's reagent was prepared by dissolving 11.3 g of dried magnesium shavings and 75.0 g of 1-bromo-3-chloro-5-fluorobenzene (S1-1) in 220 ml of anhydrous tetrahydrofuran (THF) under nitrogen protection. The reaction system was cooled to -70 °C and 52.0 g of trimethyl borate dissolved in 200 ml of THF was slowly added dropwise. The reaction temperature of -70°C was maintained and stirred for 3 hours. Subsequently, the reaction system was gradually warmed to room temperature and stirring was continued for 12 hours. Upon completion of the reaction, 2N hydrochloric acid was slowly added dropwise to the reaction solution and stirred for 1 hour. The reaction mixture was extracted with ethyl acetate, the organic phase was washed with water and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure and the residue was washed with heptane to give 34.7 g of 3-chloro-5-fluorophenylboronic acid (S1-2) in 55.7% yield.

References

[1] Patent: EP2433923, 2012, A1. Location in patent: Page/Page column 68