3-Cyano-4-fluorophenylboronic acid

Base Information

• Chemical Name: 3-Cyano-4-fluorophenylboronic acid
• CAS No.: 214210-21-6
• Molecular Formula: C7H5BFNO2
• Molecular Weight: 164.932
• Hs Code.: 2931900090
• European Community (EC) Number: 675-057-3
• DSSTox Substance ID: DTXSID40374095
• Nikkaji Number: J2.720.025G
• Wikidata: Q72458206
• Mol file: 214210-21-6.mol

Synonyms:214210-21-6;3-Cyano-4-fluorophenylboronic acid;3-cyano-4-fluorobenzeneboronic acid;(3-Cyano-4-fluorophenyl)boronic acid;(3-cyano-4-fluoro-phenyl)boronic Acid;3-Cyano-4-fluorobenzeneboronicacid;MFCD03095130;Boronic acid, (3-cyano-4-fluorophenyl)-;3-Cyano-4-fluorophneylboronic acid;SCHEMBL247641;DTXSID40374095;OLKIYJDSLMKNLC-UHFFFAOYSA-N;CS-D1035;3-cyano-4-fluoro phenylboronic acid;3-cyano-4-fluoro-phenylboronic acid;3-Cyano-4-fluorophenyl boronic acid;2-FLUORO-5-BORONOBENZONITRILE;AKOS005146512;AB13505;AC-6167;AS-15063;Boronicacid,B-(3-cyano-4-fluorophenyl)-;SY026624;A4615;AM20030348;Boronic acid, B-(3-cyano-4-fluorophenyl)-;C2676;FT-0652787;3-Cyano-4-fluorophenylboronic acid, AldrichCPR;EN300-211081;J-512355;Z1201622088

Chemical Property of 3-Cyano-4-fluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 5.52E-05mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.535
• Boiling Point: 333.2 °C at 760 mmHg
• PKA: 7.26±0.10(Predicted)
• Flash Point: 155.3 °C
• PSA: 64.25000
• Density: 1.35 g/cm³
• LogP: -0.62282
• Storage Temp.: Keep Cold
• Solubility.: slightly sol. in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 165.0397367
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

3-Cyano-4-fluorophenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38-41-37/38
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)F)C#N)(O)O
• Uses: 3-Cyano-4-fluorophenylboronic acid is a useful reagent for the chemoselective Suzuki-Miyaura cross-coupling via kinetic transmetalation. suzuki reaction

Technology Process of 3-Cyano-4-fluorophenylboronic acid

There total 4 articles about 3-Cyano-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:

Triisopropyl borate (5419-55-6) + 5-Bromo-2-fluoro-benzonitrile (179897-89-3) → 3-cyano-4-fluorophenylboronic acid (214210-21-6)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane;

Reference yield:

5-Bromo-2-fluoro-benzonitrile (179897-89-3) → 3-cyano-4-fluorophenylboronic acid (214210-21-6)

Guidance literature:

5-Bromo-2-fluoro-benzonitrile; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -70 ℃; for 1h;

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

Reference yield:

5-Bromo-2-fluoro-benzonitrile (179897-89-3) + bis(pinacol)diborane (73183-34-3) → 3-cyano-4-fluorophenylboronic acid (214210-21-6)

Guidance literature:

5-Bromo-2-fluoro-benzonitrile; bis(pinacol)diborane; With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide;

With hydrogenchloride; In tetrahydrofuran; water;

upstream raw materials:

5-Bromo-2-fluoro-benzonitrile

bis(pinacol)diborane

Triisopropyl borate

4-bromo-6-fluorobenzonitrile

Downstream raw materials:

5-(3-cyano-4-fluorophenyl)-furane-2-carboxylic acid

methyl (R)-(5-(5-(3-cyano-4-fluorophenyl)thiazol-2-yl)-4-methyl-indan-1-yl)acetate

ethyl (R)-(5-(5-(3-cyano-4-fluorophenyl)thiazol-2-yl)-4-methyl-indan-1-yl)acetate

Refernces

• 1、 -. "3-AMINOINDAZOLES". Page/Page column 66-67. . Retrieved 2008/06/13.
• 2、 -. "Pyridine derivatives and pharmaceutical compositions containing them". . . Retrieved 2008/06/13.