4-Bromo-2,6-difluorophenylboronic acid

Base Information

• Chemical Name: 4-Bromo-2,6-difluorophenylboronic acid
• CAS No.: 352535-81-0
• Molecular Formula: C₆H₄BBrF₂O₂
• Molecular Weight: 236.808
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID00399603
• Wikidata: Q82202249
• Mol file: 352535-81-0.mol

Synonyms:4-Bromo-2,6-difluorophenylboronic acid;352535-81-0;(4-bromo-2,6-difluorophenyl)boronic acid;4-BROMO-2 6-DIFLUOROPHENYLBORONIC ACID;MFCD03095369;2,6-Difluoro-4-bromophenylboronic acid;(4-bromo-2,6-difluoro-phenyl)boronic Acid;4-BROMO-26-DIFLUOROPHENYLBORONICACID;4-BROMO-2,6-DIFLUOROBENZENEBORONIC ACID;SCHEMBL3322062;BORONIC ACID, B-(4-BROMO-2,6-DIFLUOROPHENYL)-;DTXSID00399603;4-Bromo-2,6-difluorophenylboronicacid;AKOS015835512;AB13723;CS-W014284;(4-Bromo-2,6-difluorophenyl)boronicacid;AM808050;DS-13794;SY046535;FT-0655626;EN300-4252732;A822689;J-514616;(4-bromo-2,6-difluoro-phenyl)boronic acid

Chemical Property of 4-Bromo-2,6-difluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 0.000569mmHg at 25°C
• Melting Point: 155-160 ºC
• Refractive Index: 1.547
• Boiling Point: 298.4 °C at 760 mmHg
• PKA: 7.91±0.58(Predicted)
• Flash Point: 134.3 °C
• PSA: 40.46000
• Density: 1.82 g/cm³
• LogP: 0.40710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 235.94558
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2,6-difluorobenzeneboronic acid, 98% ^*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=C(C=C1F)Br)F)(O)O

Technology Process of 4-Bromo-2,6-difluorophenylboronic acid

There total 2 articles about 4-Bromo-2,6-difluorophenylboronic 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: 87.8%

Triisopropyl borate (5419-55-6) + 3,5-difluorobromobenzene (461-96-1) → 2,6-difluoro-4-bromophenylboronic acid (352535-81-0)

Guidance literature:

3,5-difluorobromobenzene; With sec.-butyllithium; diisopropylamine; In hexane; tert-butyl methyl ether; at -55 - -50 ℃; for 2h; Inert atmosphere;

Triisopropyl borate; In hexane; tert-butyl methyl ether; at -55 - -50 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In hexane; tert-butyl methyl ether; water; at 0 - 30 ℃; for 0.5h; Reagent/catalyst; Inert atmosphere;

Reference yield: 45.0%

Triisopropyl borate (5419-55-6) + 3,5-difluorobromobenzene (461-96-1) + water (7732-18-5) → 2,6-difluoro-4-bromophenylboronic acid (352535-81-0)

Guidance literature:

3,5-difluorobromobenzene; With sec.-butyllithium; N,N-diisopropylamine; In hexane; tert-butyl methyl ether; at -55 ℃; for 0.166667h; Inert atmosphere;

Triisopropyl borate; In hexane; tert-butyl methyl ether; for 2h; Inert atmosphere;

water monomer; With hydrogenchloride; In hexane; tert-butyl methyl ether; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.202201475

Reference yield: 96.0%

decane-5,6-dione dioxime (101218-87-5) + 2,6-difluoro-4-bromophenylboronic acid (352535-81-0) + iron(II) chloride → C42H58B2Br2F4FeN6O6

Guidance literature:

In methanol; for 3h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1039/d1ra02357h

upstream raw materials:

Triisopropyl borate

3,5-difluorobromobenzene

water

Refernces

• 1、 -. "A 2, 6 - difluoro - 4 - bromophenol preparation method (by machine translation)". Paragraph 0016; 0024; 0025; 0026; 0027; 0031; 0032-0034. . Retrieved 2017/06/28.