2,5-Bis(trifluoromethyl)phenylboronic acid

Base Information

• Chemical Name: 2,5-Bis(trifluoromethyl)phenylboronic acid
• CAS No.: 196083-18-8
• Molecular Formula: C8H5BF6O2
• Molecular Weight: 257.928
• Hs Code.: 2931900090
• European Community (EC) Number: 691-622-7
• DSSTox Substance ID: DTXSID60381266
• Nikkaji Number: J3.017.943I
• Wikidata: Q72447165
• Mol file: 196083-18-8.mol

Synonyms:196083-18-8;2,5-bis(trifluoromethyl)phenylboronic acid;2,5-Bis(trifluoromethyl)benzeneboronic acid;[2,5-bis(trifluoromethyl)phenyl]boronic Acid;(2,5-bis(trifluoromethyl)phenyl)boronic acid;SCHEMBL1243257;DTXSID60381266;MFCD04038223;AKOS015852753;AB17047;BS-25448;CS-0173974;FT-0647389;D71422;A813835;J-507276

Chemical Property of 2,5-Bis(trifluoromethyl)phenylboronic acid

Chemical Property:

• Vapor Pressure: 0.00172mmHg at 25°C
• Refractive Index: 1.419
• Boiling Point: 281.2 °C at 760 mmHg
• PKA: 7.13±0.58(Predicted)
• Flash Point: 123.8 °C
• PSA: 40.46000
• Density: 1.5g/cm³
• LogP: 1.40400
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 258.0286785
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99.5% ^*data from raw suppliers

2,5-Bis(trifluoromethyl)phenylboronicacid ^*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(=C1)C(F)(F)F)C(F)(F)F)(O)O

Technology Process of 2,5-Bis(trifluoromethyl)phenylboronic acid

There total 1 articles about 2,5-Bis(trifluoromethyl)phenylboronic 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: 98.0%

C8H3BF9(1-)*K(1+) → (2,5-di(trifluoromethyl)phenyl)boronic acid (196083-18-8)

Guidance literature:

With iron(III) chloride; water; In tetrahydrofuran; at 65 ℃; for 7h;

DOI:10.1016/j.tetlet.2011.09.140

Reference yield: 92.0%

(2,5-di(trifluoromethyl)phenyl)boronic acid (196083-18-8) + 3-fluorocatechol (363-52-0) → 2,5-bis(trifluoromethyl)phenyl-4-fluoro-1,3,2-benzodioxaborole (365458-33-9)

Guidance literature:

In toluene; byproducts: H2O; (Ar or under vac.); mixed in toluene; heated to reflux; water removed byazeotropic distillation; after 4 h, solvent evapd. under reduced pressu re; sublimed at 120°C;

DOI:10.1149/1.1779407

Reference yield: 83.0%

(2,5-di(trifluoromethyl)phenyl)boronic acid (196083-18-8) + 5-1,8-naphthalenediaminatoborane-1,3-dibromobenzene (1098071-09-0) → 2-(2,2'',5,5''-tetrakis(trifluoromethyl)-[1,1':3',1''-terphenyl]-5'-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; benzene; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.201603649

Downstream raw materials:

2,5-bis(trifluoromethyl)phenyl-4-fluoro-1,3,2-benzodioxaborole

2,5-bis(trifluoromethyl)phenyl-tetrafluoro-1,3,2-benzodioxaborole

Refernces