3-Chloro-4-fluorophenylboronic acid

Base Information

• Chemical Name: 3-Chloro-4-fluorophenylboronic acid
• CAS No.: 144432-85-9
• Molecular Formula: C6H5BClFO2
• Molecular Weight: 174.367
• Hs Code.: 29163990
• European Community (EC) Number: 675-657-5
• DSSTox Substance ID: DTXSID80370430
• Nikkaji Number: J1.040.315D
• Wikidata: Q72451150
• ChEMBL ID: CHEMBL279024
• Mol file: 144432-85-9.mol

Synonyms:3-Chloro-4-fluorophenylboronic acid;144432-85-9;(3-chloro-4-fluorophenyl)boronic acid;3-Chloro-4-fluorobenzeneboronic acid;MFCD00051800;Boronic acid, (3-chloro-4-fluorophenyl)-;CHEMBL279024;3-Chloro-4-fluorophenyl boronic acid;B-(3-CHLORO-4-FLUOROPHENYL)-BORONIC ACID;3-Chloro-4-fluorophenylboronicacid;(3-Chloro-4-Fluorophenyl)Boranediol;(3-chloro-4-fluoro-phenyl)boronic Acid;SCHEMBL31333;DTXSID80370430;WJDZZXIDQYKVDG-UHFFFAOYSA-N;4-fluoro-3-chlorophenylboronic acid;BCP06961;BBL104404;BDBM50282573;STK503710;3- chloro-4-fluorophenylboronic acid;3-chloro-4-fluoro-benzenboronic acid;3-chloro-4-fluoro-phenylboronic acid;3-chloro-4-fluorophenyl-boronic acid;4-fluoro-3-chloro-phenylboronic acid;4-fluoro-3-chlorophenyl boronic acid;3-chloro-4-fluoro benzeneboronic acid;3-chloro-4-fluoro-benzeneboronic acid;3-chloro-4-fluoro-phenyl boronic acid;3-chloro-4-fluorobenzene boronic acid;AKOS000285073;AB02143;AC-5393;CS-W020055;PS-9784;(3-chloro-4-fluorophenyl) boronic acid;3-chloro-4-fluoro-benzene boronic acid;SY007892;AM20060234;C1760;FT-0615384;Boronic acid, B-(3-chloro-4-fluorophenyl)-;EN300-117478;(3-CHLORO-4-FLUOROPHENYL-1-YL)BORONIC ACID;J-512230;Z381540890

Chemical Property of 3-Chloro-4-fluorophenylboronic acid

Chemical Property:

• Appearance/Colour: Off-white to faintly orange powder
• Melting Point: 242-247 °C(lit.)
• Boiling Point: 306 °C at 760 mmHg
• PKA: 7?+-.0.10(Predicted)
• Flash Point: 138.8 °C
• PSA: 40.46000
• Density: 1.41 g/cm³
• LogP: 0.15890
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.0055154
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-4-fluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)F)Cl)(O)O
• Uses: suzuki reaction 3-Chloro-4-fluorophenylboronic Acid is a reactant that has been used in the synthesis of 2-bromo-3-hexyl-5-(4-iodophenyl)thiophene, which has shown high anti-thrombolytic activity. Reactant for:Rh-catalyzed asymmetric addition reactionsPalladium-catalyzed oxidative cross-coupling reactionSuzuki-Miyaura coupling

Technology Process of 3-Chloro-4-fluorophenylboronic acid

There total 1 articles about 3-Chloro-4-fluorophenylboronic 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:

1-bromo-3-chloro-4-fluorobenzene (60811-21-4) → 3-chloro-4-fluorophenylboronic acid (144432-85-9)

Guidance literature:

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -70 - -20 ℃;

DOI:10.1021/jo025792p

Reference yield: 96.0%

6-bromo-2-pyridinecarbaldehyde (34160-40-2) + 3-chloro-4-fluorophenylboronic acid (144432-85-9) → 6-(3-chloro-4-fluorophenyl)picolinaldehyde (1401165-63-6)

Guidance literature:

6-bromo-2-pyridinecarbaldehyde; 3-chloro-4-fluorophenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; toluene; at 110 ℃; for 7h; Inert atmosphere;

With sodium carbonate; In methanol; water; toluene; for 0.0833333h;

DOI:10.1016/j.ejmech.2016.12.024

Reference yield: 90.0%

4-iodo-1-methyl-1H-pyrazole (39806-90-1) + 3-chloro-4-fluorophenylboronic acid (144432-85-9) → 4-(3-chloro-4-fluorophenyl)-1-methyl-1H-pyrazole (1610802-74-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 0.0833333h; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.cclet.2014.03.013

upstream raw materials:

1-bromo-3-chloro-4-fluorobenzene

Downstream raw materials:

1-[2-(3-chloro-4-fluorophenyl)cyclopenten-1-yl]-4-(methylsulfonyl)benzene

3-iodobenzylalcohol

Refernces