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328956-61-2

328956-61-2 Structure

328956-61-2 Structure
IdentificationMore
[Name]

3-Chloro-5-fluorophenylboronic acid
[CAS]

328956-61-2
[Synonyms]

3-CHLORO-5-FLUOROBENZENEBORONIC ACID
3-CHLORO-5-FLUOROPHENYLBORONIC ACID
AKOS BRN-0721
3-Chloro-5-fluorobenzeneboronic acid 97%
3-Chloro-5-fluorobenzeneboronicacid97%
3-Chloro-5-fluorophenlyboronic acid
3-Chloro-5-fluorobenzeneboronic acid ,98%
[Molecular Formula]

C6H5BClFO2
[MDL Number]

MFCD06801741
[Molecular Weight]

174.37
[MOL File]

328956-61-2.mol
Chemical PropertiesBack Directory
[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.
[Detection Methods]

HPLC
[CAS DataBase Reference]

328956-61-2(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26-36
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29163990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->n-Butyllithium-->Triisopropyl borate-->1-Bromo-3-chloro-5-fluorobenzene-->Trimethyl borate-->Water-->Hydrochloric acid-->Magnesium
Hazard InformationBack Directory
[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]

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
Spectrum DetailBack Directory
[Spectrum Detail]

3-Chloro-5-fluorophenylboronic acid(328956-61-2)1HNMR
3-Chloro-5-fluorophenylboronic acid(328956-61-2)19FNMR
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