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3-Chloro-5-fluorophenylboronic acid

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3-Chloro-5-fluorophenylboronic acid manufacturers

3-Chloro-5-fluorophenylboronic acid Basic information
Product Name:3-Chloro-5-fluorophenylboronic acid
Synonyms:3-Chloro-5-fluorobenzeneboronic acid ,98%;3-Chloro-5-fluorobenzeneboroni;REF DUPL: 3-Chloro-5-fluorophenylboronic acid;3-CHLORO-5-FLUOROPHENYLBORONIC ACID;3-CHLORO-5-FLUOROBENZENEBORONIC ACID;AKOS BRN-0721;3-Chloro-5-fluorobenzeneboronic acid 97%;3-Chloro-5-fluorobenzeneboronicacid97%
CAS:328956-61-2
MF:C6H5BClFO2
MW:174.37
EINECS:
Product Categories:blocks;BoronicAcids;FluoroCompounds;Boronic Acids
Mol File:328956-61-2.mol
3-Chloro-5-fluorophenylboronic acid Structure
3-Chloro-5-fluorophenylboronic acid Chemical Properties
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
pka6.52±0.10(Predicted)
color White to Almost white
Water Solubility Slightly soluble in water.
CAS DataBase Reference328956-61-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22-36/37/38
Safety Statements 26-36
HazardClass IRRITANT
HS Code 29163990
MSDS Information
3-Chloro-5-fluorophenylboronic acid Usage And Synthesis
Chemical PropertiesWhite solid
Uses3-Chloro-5-fluorobenzeneboronic acid is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
Usessuzuki reaction
Synthesis
Trimethyl borate

121-43-7

1-Bromo-3-chloro-5-fluorobenzene

33863-76-2

3-Chloro-5-fluorophenylboronic acid

328956-61-2

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
3-Chloro-5-fluorophenylboronic acid Preparation Products And Raw materials
Raw materialsTetrahydrofuran-->n-Butyllithium-->Triisopropyl borate-->1-Bromo-3-chloro-5-fluorobenzene-->Trimethyl borate-->Water-->Hydrochloric acid-->Magnesium
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