(2-Bromo-6-fluorophenyl)boronic acid

Base Information

• Chemical Name: (2-Bromo-6-fluorophenyl)boronic acid
• CAS No.: 913835-80-0
• Molecular Formula: C₆H₅BBrFO₂
• Molecular Weight: 218.818
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20584397
• Nikkaji Number: J2.460.632E
• Wikidata: Q82476052
• Mol file: 913835-80-0.mol

Synonyms:2-Bromo-6-fluorophenylboronic acid;913835-80-0;(2-bromo-6-fluorophenyl)boronic acid;2-Bromo-6-fluorobenzeneboronic acid;(2-Bromo-6-fluorophenyl)boronicacid;MFCD05664309;(2-bromo-6-fluoro-phenyl)boronic acid;SCHEMBL3313027;DTXSID20584397;AKOS015834919;AB22349;CS-W014781;DS-2415;AM808078;SY046987;EN300-261710;A843838;BORONIC ACID, B-(2-BROMO-6-FLUOROPHENYL)-;J-508462;Z1269142120

Chemical Property of (2-Bromo-6-fluorophenyl)boronic acid

Chemical Property:

• Melting Point: 138-143 °C(lit.)
• Boiling Point: 324.4 °C at 760 mmHg
• PKA: 8.05±0.58(Predicted)
• Flash Point: 150 °C
• PSA: 40.46000
• Density: 1.75 g/cm³
• LogP: 0.26800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• 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:

99% ^*data from raw suppliers

2-Bromo-6-fluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC=C1Br)F)(O)O
• Uses: suzuki reaction

Technology Process of (2-Bromo-6-fluorophenyl)boronic acid

There total 1 articles about (2-Bromo-6-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: 80.0%

Trimethyl borate (121-43-7,63156-11-6) + 3-fluorobromobenzene (1073-06-9) + water (7732-18-5) → (2-bromo-6-fluorophenyl)boronic acid (913835-80-0)

Guidance literature:

3-fluorobromobenzene; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Large scale;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere; Large scale;

water; With hydrogenchloride; for 1h; Large scale;

Reference yield: 86.0%

(2-bromo-6-fluorophenyl)boronic acid (913835-80-0) + N-methyliminodiacetic acid (4408-64-4) → 2-(2-bromo-6-fluorophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

Guidance literature:

for 20h; Dean-Stark; Reflux;

DOI:10.1039/c9ob00963a

Reference yield:

(2-bromo-6-fluorophenyl)boronic acid (913835-80-0) + 2,3-dimethyl-2,3-butane diol (76-09-5) → (2-bromo-6-fluorophenyl)boronic acid pinacol ester (1595078-06-0)

Guidance literature:

In diethyl ether; at 20 ℃; for 15h;

DOI:10.1021/ol5006246

upstream raw materials:

Trimethyl borate

3-fluorobromobenzene

water

Downstream raw materials:

(2-bromo-6-fluorophenyl)boronic acid pinacol ester

Refernces