2,3,4-Trifluorophenylboronic acid

Base Information

• Chemical Name: 2,3,4-Trifluorophenylboronic acid
• CAS No.: 226396-32-3
• Molecular Formula: C₆H₄BF₃O₂
• Molecular Weight: 175.903
• Hs Code.: 29319090
• European Community (EC) Number: 672-604-8
• DSSTox Substance ID: DTXSID60382556
• Nikkaji Number: J2.118.334B
• Wikidata: Q72513249
• Mol file: 226396-32-3.mol

Synonyms:2,3,4-Trifluorophenylboronic acid;226396-32-3;(2,3,4-trifluorophenyl)boronic Acid;2,3,4-Trifluorobenzeneboronic Acid;MFCD01863168;Boronic acid, (2,3,4-trifluorophenyl)-;4,5,6-TRIFLUOROPHENYLBORONIC ACID;trifluorophenylboronic acid;SCHEMBL59883;o,m,p-trifluorophenylboronic acid;DTXSID60382556;CLGIPVVEERQWSQ-UHFFFAOYSA-N;2,3,4-TrifluorobenzeneboronicAcid;CS-D1005;2,3,4-trifluoro-phenylboronic acid;2,3,4-trifluorophenyl boronic acid;AKOS004119264;(2,3,4-trifluorophenyl) boronic acid;DS-2702;AC-16690;AM803550;SY009116;2,3,4-Trifluorophenylboronic acid, >=95%;A4840;FT-0644061;T2574;EN300-761481;J-506871;Z381540946

Chemical Property of 2,3,4-Trifluorophenylboronic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.00629mmHg at 25°C
• Melting Point: 229-235 °C(lit.)
• Refractive Index: 1.465
• Boiling Point: 260.2 °C at 760 mmHg
• Flash Point: 111.2 °C
• PSA: 40.46000
• Density: 1.44 g/cm³
• LogP: -0.21630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 176.0256440
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

2,3,4-TrifluorophenylboronicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3,4-Trifluorophenylboronic acid

There total 1 articles about 2,3,4-Trifluorophenylboronic 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: 87.0%

1-bromo-2,3,4-trifluorobenzene (176317-02-5) → (2,3,4-trifluorophenyl)boronic acid (226396-32-3)

Guidance literature:

1-bromo-2,3,4-trifluorobenzene; With n-butyllithium; In hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

With Trimethyl borate; In hexane; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.7b02267

Reference yield: 87.0%

N-methyliminodiacetic acid (4408-64-4) + (2,3,4-trifluorophenyl)boronic acid (226396-32-3) → C11H9BF3NO4 (1562104-67-9)

Guidance literature:

In dimethyl sulfoxide; toluene; for 3h; Reflux;

Reference yield: 86.0%

3-bromopicolinaldehyde (405174-97-2) + (2,3,4-trifluorophenyl)boronic acid (226396-32-3) → 3-(2,3,4-trifluorophenyl)picolinaldehyde

Guidance literature:

With C₃₉H₄₅F₃NO₅PPdS; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.1c09443

upstream raw materials:

1-bromo-2,3,4-trifluorobenzene

Downstream raw materials:

2-(2-butyl-3,4-difluorophenyl)pyridine

2-(3,4-difluoro-2-methylphenyl)pyridine

dimethyl 6-(2,3,4-trifluorophenyl)-2,2'-bipyridine-4,4'-dicarboxylate

2-(4,5,6-trifluorophenyl)pyridine

Refernces