2-Fluoro-5-formylphenylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Fluoro-5-formylphenylboronic acid pinacol ester
• CAS No.: 1112208-82-8
• Molecular Formula: C13H16BFO3
• Molecular Weight: 250.078
• Hs Code.: 2931900090
• Mol file: 1112208-82-8.mol

Synonyms:4-FLUORO-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-BENZALDEHYDE;2-Fluoro-5-formylphenylboronic acid pinacol ester;2-FLUORO-5-FORMYLBENZENEBORONIC ACID PINACOL ESTER;BENZALDEHYDE,4-FLUORO-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL);

Chemical Property of 2-Fluoro-5-formylphenylboronic acid pinacol ester

Chemical Property:

• Melting Point: 35-40℃
• Boiling Point: 350.0±32.0 °C(Predicted)
• Flash Point: >110°(230°F)
• PSA: 35.53000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 1.93740
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-5-formylphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Fluoro-5-formylphenylboronic acid pinacol ester

There total 4 articles about 2-Fluoro-5-formylphenylboronic acid pinacol ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.2%

3-bromo-4-fluorobenzaldehyde (77771-02-9) + bis(pinacol)diborane (73183-34-3) → 2-fluoro-5-formylphenylboronic acid pinacol ester (1112208-82-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In toluene; at 80 ℃; Inert atmosphere;

Reference yield: 80.0%

N-tert-butyl-1-(4-fluorophenyl)methanimine (86401-99-2,128072-70-8) + bis(pinacol)diborane (73183-34-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-fluoro-5-formylphenylboronic acid pinacol ester (1112208-82-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 90 ℃; for 12h; Reagent/catalyst; Glovebox;

DOI:10.1021/jacs.5b11683

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + (2-fluoro-5-formylphenyl)boronic acid (352534-79-3) → 2-fluoro-5-formylphenylboronic acid pinacol ester (1112208-82-8)

Guidance literature:

With magnesium sulfate; In methanol; at 20 ℃; for 6h;

DOI:10.3390/molecules181012346

upstream raw materials:

2,3-dimethyl-2,3-butane diol

(2-fluoro-5-formylphenyl)boronic acid

N-tert-butyl-1-(4-fluorophenyl)methanimine

bis(pinacol)diborane

Downstream raw materials:

2-[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]isoindoline-1,3-dione

[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine

N-cyclohexyl-2-{N-[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]acetamido}-2-phenylacetamide

[5-({N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]acetamido}methyl)-2-fluorophenyl]boronic acid

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