3,5-Bis(trifluoromethyl)benzeneboronic acid

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)benzeneboronic acid
• CAS No.: 73852-19-4
• Molecular Formula: C8H5BF6O2
• Molecular Weight: 257.928
• Hs Code.: 29163990
• Mol file: 73852-19-4.mol

Synonyms:[3,5-bis(trifluoromethyl)phenyl]boronic acid;Boronic acid, (3,5-bis(trifluoromethyl)phenyl)-;Btfpba;3,5-Bis-trifluoromethylphenylboronic acid;(3,5-Bis(trifluoromethyl)phenyl)boronic acid;3,5-bis(trifluoromethyl) phenylboronic acid;3,5-bis-(Trifluoromethyl)phenylboric acid;3,5-Bis(trifluoromethyl)phenylboroic acid;

Chemical Property of 3,5-Bis(trifluoromethyl)benzeneboronic acid

Chemical Property:

• Appearance/Colour: off-white crystal
• Vapor Pressure: 4.764mmHg at 25°C
• Melting Point: 219-226 °C
• Refractive Index: 1.378
• Boiling Point: 248.1 °C at 760 mmHg
• PKA: 6.57±0.10(Predicted)
• Flash Point: 103.8 °C
• PSA: 40.46000
• Density: 1.5 g/cm³
• LogP: 1.40400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis(trifluoromethyl)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: suzuki reaction Reactant involved in the synthesis of:Methylene-arylbutenones via carbonylative arylation of allenols4-aminoquinoline analogs via Ullman / Suzuki / Negishi couplingPrimary amino acid derivatives with anticonvulsant activityAlkyl arylcarbamates via Cu-catalyzed coupling with potassium cyanateAryl-substituted succinimides and cyclic ketones by asymmetric conjugate additionAxially chiral dicarboxylic acids for asymmetric Mannich-type reactions

Technology Process of 3,5-Bis(trifluoromethyl)benzeneboronic acid

There total 11 articles about 3,5-Bis(trifluoromethyl)benzeneboronic 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: 90.0%

Trimethyl borate (121-43-7,63156-11-6) + 3,6-bis(trifluoromethyl)bromobenzene (328-70-1) + water (7732-18-5) → 3,5-bis-trifluromethylphenylboronic acid (73852-19-4)

Guidance literature:

3,6-bis(trifluoromethyl)bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 0 - 10 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

water; With hydrogenchloride;

Reference yield: 38.0%

tetrahydroxydiboron (13675-18-8) + 3,5-bis(trifluoromethyl)benzenediazonium tetrafluoroborate → 3,5-bis-trifluromethylphenylboronic acid (73852-19-4)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

DOI:10.1002/chem.201402487

Reference yield: 21.0%

tetrahydroxydiboron (13675-18-8) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → 3,5-bis-trifluromethylphenylboronic acid (73852-19-4)

Guidance literature:

3,5-Bis-(trifluoromethyl)aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.25h;

tetrahydroxydiboron; With sodium acetate; In water; at 20 ℃; for 0.333333h;

DOI:10.1002/chem.201402487

upstream raw materials:

2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

1,3-bis(trifluoromethyl)benzene

water

3,5-Bis-(trifluoromethyl)aniline

Downstream raw materials:

2-{2-[2-(3,5-Bis-trifluoromethyl-phenyl)-1H-indol-3-yl]-ethyl}-isoindole-1,3-dione

N-{5-[3,5-bis(trifluoromethyl)phenyl]thiophene-2-sulfonyl}pyrrole

3,5-bis(trifluoromethyl)phenylboronic acid trimer

1-tert-butoxycarbonyl-2-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole

Refernces

• 1、 -. "A 2 - (3, 5 - double - trifluoromethyl - phenyl) -2 - methyl - propionic acid preparation method". Paragraph 0089-0091. . Retrieved 2019/07/08.
• 2、 -. "NOVEL METHOD FOR PREPARING FLUORINATED PYROMELLITIC DIANHYDRIDE". Paragraph 0089; 0093-0095. . Retrieved 2016/11/17.