4-Chloro-2-fluorophenylboronic acid

Base Information

• Chemical Name: 4-Chloro-2-fluorophenylboronic acid
• CAS No.: 160591-91-3
• Molecular Formula: C6H5BClFO2
• Molecular Weight: 174.367
• Hs Code.: 29319090
• European Community (EC) Number: 640-199-7
• DSSTox Substance ID: DTXSID40400646
• Wikidata: Q72451158
• Mol file: 160591-91-3.mol

Synonyms:4-Chloro-2-fluorophenylboronic acid;160591-91-3;4-Chloro-2-fluorobenzeneboronic acid;(4-chloro-2-fluorophenyl)boronic acid;MFCD02684293;Boronic acid, (4-chloro-2-fluorophenyl)-;2-fluoro-4-chlorophenylboronic acid;4-Chloro-2-fluorobenzeneboronicacid;4-Chloro-2-Fluorophenyl-Boronic Acid;B-(4-CHLORO-2-FLUOROPHENYL)-BORONIC ACID;SCHEMBL385501;BORONIC ACID, B-(4-CHLORO-2-FLUOROPHENYL)-;DTXSID40400646;YBNDRTRLXPEWKQ-UHFFFAOYSA-N;(4-chloro-2-fluorophenyl)boranediol;BBL100700;STL554494;4-chloro-2-fluoro-phenylboronic acid;4-chloro-2-fluorophenyl boronic acid;4-chloro-2-fluorobenzene boronic acid;AKOS004113742;AB12601;CS-W002971;GS-6741;(4-chloro-2-fluorophenyl) boronic acid;(4-chloro-2-fluorophenyl)-boronic acid;AC-16366;SY018837;A3553;AM20060972;C3048;FT-0643557;4-Chloro-2-fluorobenzeneboronic acid, 97.0%;C-3926;EN300-117496;4-Chloro-2-fluorophenylboronic acid, AldrichCPR;Z381540868;4-chloro-2-fluorophenylboronic acid (contains varying amounts of anhydride)

Chemical Property of 4-Chloro-2-fluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 0.00103mmHg at 25°C
• Melting Point: 248-250 °C
• Refractive Index: 1.533
• Boiling Point: 289.2 °C at 760 mmHg
• PKA: 8.19±0.58(Predicted)
• Flash Point: 128.7 °C
• PSA: 40.46000
• Density: 1.41 g/cm³
• LogP: 0.15890
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• 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

4-Chloro-2-fluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)Cl)F)(O)O
• Uses: Used as intermediates for pharmaceutical and agrochemicals. suzuki reaction

Technology Process of 4-Chloro-2-fluorophenylboronic acid

There total 4 articles about 4-Chloro-2-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: 98.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-chloro-2-fluoro-1-iodobenzene (6797-79-1) → 4-chloro-2-fluorophenylboronic acid (160591-91-3)

Guidance literature:

4-chloro-2-fluoro-1-iodobenzene; With isopropylmagnesium bromide; In tetrahydrofuran; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1002/anie.201708892

Reference yield: 81.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-bromo-4-chloro-2-fluorobenzene (1996-29-8) + water (7732-18-5) → 4-chloro-2-fluorophenylboronic acid (160591-91-3)

Guidance literature:

1-bromo-4-chloro-2-fluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; hexane; for 0.5h;

water; With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃;

Reference yield:

Triisopropyl borate (5419-55-6) + 1-bromo-4-chloro-2-fluorobenzene (1996-29-8) → 4-chloro-2-fluorophenylboronic acid (160591-91-3)

Guidance literature:

1-bromo-4-chloro-2-fluorobenzene; With magnesium; In tetrahydrofuran; for 0.333333h; Heating / reflux;

Triisopropyl borate; In tetrahydrofuran; at -40 - 0 ℃; for 1h;

upstream raw materials:

Triisopropyl borate

1-bromo-4-chloro-2-fluorobenzene

Trimethyl borate

water

Downstream raw materials:

4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one

C₂₆H₂₂ClFN₄O₂

4-(4-chloro-2-fluoro-phenyl)-2,2-dimethyl-cyclopentanone

Refernces

• 1、 -. "NEW COMPOUNDS AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME". Paragraph 0129-0132. . Retrieved 2017/04/19.
• 2、 -. "PYRIMIDINE DERIVATIVES AND HERBICIDES CONTAINING THE SAME". . . Retrieved 2008/06/13.