(3-Bromo-5-fluorophenyl)boronic acid

Base Information

• Chemical Name: (3-Bromo-5-fluorophenyl)boronic acid
• CAS No.: 849062-37-9
• Molecular Formula: C6H5BBrFO2
• Molecular Weight: 218.818
• Hs Code.: 2931900090
• European Community (EC) Number: 897-933-6
• DSSTox Substance ID: DTXSID40584490
• Nikkaji Number: J2.752.048K
• Wikidata: Q72456394
• Mol file: 849062-37-9.mol

Synonyms:849062-37-9;3-Bromo-5-fluorophenylboronic acid;(3-bromo-5-fluorophenyl)boronic acid;3-Bromo-5-fluorobenzeneboronic acid;MFCD06411356;(3-bromo-5-fluoro-phenyl)boronic acid;SCHEMBL2884582;DTXSID40584490;UVKKALLRVWTDOY-UHFFFAOYSA-N;(3-bromo-5-fluorophenyl)boronicacid;3-BROMO-5-FLUOROPHENYLBORONIC;AKOS004113992;AB25258;AM87238;CS-W014780;PS-9610;BP-11409;SY239156;3-Bromo-5-fluorophenylboronic acid, >=95%;EN300-7370374;A841004;J-512018;Z1269196961

Chemical Property of (3-Bromo-5-fluorophenyl)boronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >300°C
• Refractive Index: 1.572
• Boiling Point: 329.035 °C at 760 mmHg
• PKA: 6.52±0.10(Predicted)
• Flash Point: 152.795 °C
• PSA: 40.46000
• Density: 1.75 g/cm³
• LogP: 0.26800
• Storage Temp.: Keep Cold
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 217.95500
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-5-fluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC(=C1)Br)F)(O)O
• Uses: 3-Bromo-5-fluorobenzeneboronic acid reactant for preparation of functionalized dihalophenylboronic acid via lithiation of dihalophenyl dioxazaborocines and reaction with electrophiles.

Technology Process of (3-Bromo-5-fluorophenyl)boronic acid

There total 1 articles about (3-Bromo-5-fluorophenyl)boronic acid 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: 14.0%

1,3-dibromo-5-fluorobenzene (1435-51-4) → (3-bromo-5-fluorophenyl)boronic acid (849062-37-9)

Guidance literature:

1,3-dibromo-5-fluorobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; at 20 ℃;

Reference yield: 96.0%

n-butyldiethanolamine (102-79-4) + (3-bromo-5-fluorophenyl)boronic acid (849062-37-9) → 6-butyl-2-(3'-bromo-5'-fluorophenyl)-(N-B)-1,3,6,2-dioxazaborocane

Guidance literature:

With magnesium sulfate; In acetone; at 35 ℃; for 1h;

DOI:10.1002/ejoc.200900526

Reference yield: 69.0%

2,6-Dichloropyrimidine (3934-20-1) + (3-bromo-5-fluorophenyl)boronic acid (849062-37-9) → 4-(3-bromo-5-fluorophenyl)-2-chloropyrimidine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; Inert atmosphere;

upstream raw materials:

1,3-dibromo-5-fluorobenzene

Downstream raw materials:

ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate

ethyl N-{[7-(3'-bromo-5,5'-difluoro-3-biphenylyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate

N-{[8-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycine

C₅₂H₆₈F₂N₄O₈

Refernces