4-Fluoro-3-formylphenylboronic acid Chemical Properties

Melting point:

215-220 °C

Boiling point:

342.9±52.0 °C(Predicted)

Density 

1.33±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

7.92±0.10(Predicted)

form 

powder to crystal

color 

White to Almost white

Sensitive 

Air Sensitive

BRN 

9046762

InChI

1S/C7H6BFO3/c9-7-2-1-6(8(11)12)3-5(7)4-10/h1-4,11-12H

InChIKey

YABSTJQEBSKPCG-UHFFFAOYSA-N

SMILES

OB(O)c1ccc(F)c(C=O)c1

CAS DataBase Reference

374538-01-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

IRRITANT, AIR SENSITIVE

HS Code 

2931900090

Storage Class

11 - Combustible Solids

MSDS

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4-Fluoro-3-formylphenylboronic acid Usage And Synthesis

Uses

Reactant for:

• Preparation of arylmethylpyrrolidinylmethanols and amine derivatives via reaction with MIDA, followed by Suzuki reaction with halides or amination with amines
• Preparation of N-(biarylsulfonyl) a-amino acids as MMP-12 inhibitors using a genetic algorithm
• Preparation of para-substituted formylarylboronic esters for regioselective Suzuki-Miyaura cross-coupling with bromobenzene

Synthesis

FeCl2 (3.2 mg, 0.025 mmol), arylboron (0.25 mmol), K2S2O8 (68.3 mg, 0.25 mmol), tetra-n-butylammonium bromide (40.7 mg, 0.125 mmol), MeCN (1 mL), H2O (1 mL), and poly(methylhydrosiloxane) (170 , 0.75 mmol). ??L, 0.75 mmol) in a 25 mL flask. The reaction mixture was stirred at atmospheric pressure and 80 ??C for 12 hours. The mixture was cooled to room temperature. Dilute the reaction mixture with 10 mL of brine. mL of brine to dilute the reaction mixture and extract with ethyl acetate (3 x 10 mL) . Extract with ethyl acetate (3 x 10 mL) . The organic phases were combined and concentrated to give the crude product. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to afford (4-fluoro-3-formylphenyl)boronic acid.

4-Fluoro-3-formylphenylboronic acid(374538-01-9)Related Product Information

• Phenylboronic acid
• Potassium tetrafluoroborate
• Benzoyl peroxide
• 4-Fluorobenzeneboronic acid
• PHENYLGLYOXAL MONOHYDRATE
• Ammonium fluoborate
• Benzaldehyde
• Fluoroboric acid
• (Trifluoromethoxy)benzene
• Methyl benzoylformate
• Sodium tetrafluoroborate
• Dibenzoyltartaric acid
• 4-Fluoro-3-formylphenylboronic acid
• 3-(CYCLOHEXYLCARBAMOYL)-4-FLUOROBENZENEBORONIC ACID
• 4-FLUORO-3-(MORPHOLIN-4-YLCARBONYL)BENZENEBORONIC ACID
• 2,4-DIFLUORO-3-FORMYLPHENYLBORONIC ACID
• 3-(BENZYLCARBAMOYL)-4-FLUOROBENZENEBORONIC ACID
• Fluorine