3-Fluorophenylboronic acid

Base Information

• Chemical Name: 3-Fluorophenylboronic acid
• CAS No.: 768-35-4
• Molecular Formula: C6H6BFO2
• Molecular Weight: 139.922
• Hs Code.: 29163990
• European Community (EC) Number: 476-720-8,616-400-9
• DSSTox Substance ID: DTXSID10370069
• Nikkaji Number: J720.575I
• Wikidata: Q72475746
• Mol file: 768-35-4.mol

Synonyms:3-Fluorophenylboronic acid;768-35-4;(3-fluorophenyl)boronic acid;3-Fluorobenzeneboronic acid;m-fluorophenylboronic acid;3-fluorophenyl boronic acid;MFCD00236042;Boronic acid, (3-fluorophenyl)-;3-FLUOROBENZYLBORONIC ACID;3-fluoro phenylboric acid;FPBA;m-fluorobenzeneboronic acid;M-FLUORO-BENZENEBORONIC ACID;Boronic acid, B-(3-fluorophenyl)-;(3-FLUOROPHENYL-1-YL)BORONIC ACID;3-fluorphenylboronic acid;3-flurophenylboronic acid;3-flourophenylboronic acid;3-fluorophenyl boronicacid;(3-fluorophenyl)boronicacid;3-fluoro phenylboronic acid;3-fluoro-phenylboronic acid;3-fluorophenyl-boronic acid;SCHEMBL4933;3-flourobenzene boronic acid;3-fluoro-benzeneboronic acid;3-fluorobenzene boronic acid;3-fluorobenzene-boronic acid;3-fluoro-phenyl boronic acid;3-fluoro-phenyl-boronic acid;3-fluorophenyl dihydroxyborane;(3-fluoro-phenyl)boronic acid;(3-fluorophenyl) boronic acid;(3-fluorophenyl)-boronic acid;dihydroxy(3-fluorophenyl)borane;(3-fluoro-phenyl)-boronic acid;B-(3-fluorophenyl)-boronic acid;DTXSID10370069;KNXQDJCZSVHEIW-UHFFFAOYSA-N;BCP13763;CS-D1463;STK503715;AKOS000266286;AB05340;AC-5355;AM62776;AS-2592;3-Fluorophenylboronic acid, >=95.0%;NCGC00249457-01;BP-11411;SY002210;F0404;FT-0615715;EN300-73570;Q-102214;Z381540934

Chemical Property of 3-Fluorophenylboronic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 2.01E-09mmHg at 25°C
• Melting Point: 214-218 °C(lit.)
• Boiling Point: 271.4 °C at 760 mmHg
• PKA: 7.50±0.10(Predicted)
• Flash Point: 117.9 °C
• PSA: 40.46000
• Density: 1.24 g/cm³
• LogP: -0.49450
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Water Solubility.: 27.1g/L at 20℃
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.0444878
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

3-Fluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)F)(O)O
• Uses: suzuki reaction Recently used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists. Intermediates of Liquid Crystals

Technology Process of 3-Fluorophenylboronic acid

There total 13 articles about 3-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: 95.0%

3-chlorofluorobenzene (625-98-9) → 3-fluorophenylboronic acid (768-35-4)

Guidance literature:

Reference yield: 83.0%

3-fluorobromobenzene (1073-06-9) → 3-fluorophenylboronic acid (768-35-4)

Guidance literature:

3-fluorobromobenzene; With diisobutylaluminium hydride; magnesium; lithium chloride; In tetrahydrofuran; toluene; at 20 ℃; for 15h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;

DOI:10.1021/ol2016252

Reference yield: 83.0%

tetrahydroxydiboron (13675-18-8) + 3-fluorobromobenzene (1073-06-9) → 3-fluorophenylboronic acid (768-35-4)

Guidance literature:

In methanol; at 15 ℃; for 3h; Microwave irradiation;

DOI:10.1021/jacs.6b01376

upstream raw materials:

boric acid tributyl ester

3-fluorobromobenzene

3-chlorofluorobenzene

Trimethyl borate

Downstream raw materials:

3′-fluoro-(1,1′-biphenyl)-4-carboxylic acid

3-fluoro-1-nitrobenzene

4-Fluoronitrobenzene

6-(3-fluoro-phenyl)-8-isopropyl-4-methyl-chromen-2-one

Refernces

• 1、 Fu, Ying,Gou, Bei-Lei,Shi, Chun-Zhao,Du, Zhengyin,Shen, Tong. "Copper-Catalyzed Monoorganylation of Trialkyl Borates with Functionalized Organozinc Pivalates". . p. 4253 - 4257. Retrieved 2018/09/18.
• 2、 Smith, Michael J.,Lawler, Michael J.,Kopp, Nathaniel,McLeod, Douglas D.,Davulcu, Akin H.,Lin, Dong,Katipally, Kishta,Sfouggatakis, Chris. "Development of a Concise Multikilogram Synthesis of LPA-1 Antagonist BMS-986020 via a Tandem Borylation-Suzuki Procedure". . p. 1859 - 1863. Retrieved 2017/11/24.