4-Fluorophenylboronic acid

Base Information

• Chemical Name: 4-Fluorophenylboronic acid
• CAS No.: 1765-93-1
• Molecular Formula: C6H6BFO2
• Molecular Weight: 139.922
• Hs Code.: 29163990
• European Community (EC) Number: 605-778-0
• NSC Number: 142683
• UNII: F9BF8EKZ8R
• DSSTox Substance ID: DTXSID10301378
• Nikkaji Number: J418.612E
• Wikipedia: 4-fluorophenylboronic acid
• Wikidata: Q27121310
• ChEMBL ID: CHEMBL344890
• Mol file: 1765-93-1.mol

Synonyms:4-Fluorophenylboronic acid;1765-93-1;4-Fluorobenzeneboronic acid;(4-fluorophenyl)boronic acid;4-Fluorophenyl boronic acid;p-fluorophenylboronic acid;(4-fluorophenyl)boranediol;C6H6BFO2;MFCD00039136;4-fluorophenylboronicacid;(4-FLUOROPHENYL)DIHYDROXYBORON;Boronic acid, (4-fluorophenyl)-;F9BF8EKZ8R;p-fluorobenzeneboronic acid;4-Fluoro Phenyl Boronic Acid;(4-fluorophenyl) boronic acid;BORONIC ACID, B-(4-FLUOROPHENYL)-;CHEMBL344890;CHEBI:48661;NSC-142683;(4-fluoro-phenyl)-boronic acid;[4-fluoro-phenyl]-boronic acid;4-fluoro phenylboronic acid;4-fluorobenzene boronic acid;(4-fluorophenyl)dihydroxyborane;P-FLUOROBENZYLBORONIC ACID;p-fluorphenylboronic acid;4-fluorophenyboronic acid;UNII-F9BF8EKZ8R;4-Fluorobenzeneboronicacid;4-flourophenylboronic acid;4-fluorobenzenboronic acid;4-florophenyl boronic acid;4-fluorphenyl boronic acid;4-flourobenzeneboronic acid;4-FPBA;D0K0YF;p-fluorophenyl boronic acid;p-fluorophenyl-boronic acid;4-fluoro-phenylboronic acid;4-fluorophenyl-boronic acid;B(O)(O)c1ccc(F)cc1;SCHEMBL5508;para-fluorophenylboronic acid;4-fluoro benzeneboronic acid;4-fluoro-benzeneboronic acid;p-fluoro phenyl boronic acid;p-fluoro-phenyl-boronic acid;4-fluoro -phenylboronic acid;4-fluoro phenyl-boronic acid;4-fluoro-phenyl boronic acid;4-fluoro-phenyl-boronic acid;4-Fluorophenylboronic acid #;para-fluorobenzeneboronic acid;para-fluorophenyl boronic acid;4-fluoro-benzene boronic acid;4-fluoro-benzene-boronic acid;(4-fluorophenyl)-boronic acid;BDBM26128;B-(4-fluorophenyl)-boronic acid;DTXSID10301378;(4-fluoro-phenyl)-dihydroxy-borane;BCP26929;CS-D1103;NSC142683;STK500660;AKOS000264730;BENZENEBORONIC ACID, P-FLUORO-;AB01761;AS-2332;B-(4-FLUOROPHENYL)BORONIC ACID;BCP9000162;NSC 142683;OL10076;PB47418;NCGC00249563-01;AC-10412;SY004349;A3920;AM20060161;F0361;FT-0601786;EN300-51400;J-802139;Q-102213;Q27121310;F9995-0989;Z381540956;p-Fluorobenzylboronic acid, p-Fluorophenylboronic acid, NSC 142683

Chemical Property of 4-Fluorophenylboronic acid

Chemical Property:

• Appearance/Colour: yellow to beige crystalline or fluffy powder
• Vapor Pressure: 0.748mmHg at 25°C
• Melting Point: 262-265 °C(lit.)
• Refractive Index: 1.528
• Boiling Point: 258.4 °C at 760 mmHg
• PKA: 8.67±0.10(Predicted)
• Flash Point: 110.1 °C
• PSA: 40.46000
• Density: 1.24 g/cm³
• LogP: -0.49450
• Storage Temp.: 0-6°C
• Water Solubility.: Slightly soluble in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.0444878
• Heavy Atom Count: 10
• Complexity: 102

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)F)(O)O
• Uses: suzuki reaction 4-Fluorobenzeneboronic acid was used in the development of effective inhibitors for analog sensitive kinases to study the cellular function of kinases in real time. 4-Fluorobenzeneboronic acid can be used as intermediates of Liquid Crystals and in suzuki reaction.

Technology Process of 4-Fluorophenylboronic acid

There total 35 articles about 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: 100.0%

2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (214360-58-4) → 4-fluoroboronic acid (1765-93-1)

Guidance literature:

2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With potassium hydrogen difluoride; In methanol; at 20 ℃; for 0.25h;

With lithium hydroxide; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2005.09.101

Reference yield: 97.0%

tetrahydroxydiboron (13675-18-8) + 4-fluoro-1-iodobenzene (352-34-1) → 4-fluoroboronic acid (1765-93-1)

Guidance literature:

In methanol; at 15 ℃; for 1h; Microwave irradiation;

DOI:10.1021/jacs.6b01376

Reference yield: 92.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-flourophenylmagnesium bromide (352-13-6) → 4-fluoroboronic acid (1765-93-1)

Guidance literature:

In 2-methyltetrahydrofuran; at -5 ℃; Temperature; Solvent; Concentration; Inert atmosphere;

upstream raw materials:

boric acid tributyl ester

4-flourophenylmagnesium bromide

1-Bromo-4-fluorobenzene

2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

3-(4-fluorophenyl)-4H-chromen-4-one

4-fluoro-biphenyl

2-hydroxy-5-(4'-fluorophenyl)benzoic acid

4-(4-fluorophenyl)benzaldehyde

Refernces

• 1、 Ballmer, Steve G.,Blair, Daniel J.,Burke, Martin D.,Chitti, Sriyankari,Gill, Adrian L.,Gray, Danielle L.,Haley, Hannah M. S.,Hansen, Richard L.,Kostyra, David M.,Morehouse, Greg. F.,Mubayi, Vikram,Palazzolo Ray, Andrea M. E.,Pipal, Robert W.,Schmidt, Michael J.,Trobe, Melanie,Wang, Wesley,Woods, Toby J.. "Automated iterative Csp 3–C bond formation". . p. 92 - 97. Retrieved 2022/04/07.
• 2、 Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup. "Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source". . p. 10966 - 10972. Retrieved 2020/09/23.