4-Cyano-3-fluorophenylboronic acid

Base Information

• Chemical Name: 4-Cyano-3-fluorophenylboronic acid
• CAS No.: 843663-18-3
• Molecular Formula: C7H5BFNO2
• Molecular Weight: 164.932
• Hs Code.: 29319090
• European Community (EC) Number: 675-386-2
• DSSTox Substance ID: DTXSID90382448
• Nikkaji Number: J2.277.283J
• Wikidata: Q72458243
• Mol file: 843663-18-3.mol

Synonyms:4-Cyano-3-fluorophenylboronic acid;843663-18-3;(4-cyano-3-fluorophenyl)boronic acid;4-cyano-3-fluorobenzeneboronic acid;4-Borono-2-fluorobenzonitrile;4-Cyano-3-FluorophenylboronicAcid;MFCD03411549;Boronic acid, (4-cyano-3-fluorophenyl)-;(4-cyano-3-fluoro-phenyl)boronic Acid;4-cyano-3-fluoro phenyl boronic acid;SCHEMBL211234;DTXSID90382448;DECWLXUOZUMPBF-UHFFFAOYSA-N;BCP23097;CS-M1589;3-fluoro-4-cyano-phenylboronic acid;3-fluoro-4-cyanophenyl boronic acid;4-cyano-3-fluoro phenylboronic acid;4-cyano-3-fluoro-phenylboronic acid;4-cyano-3-fluorophenyl boronic acid;4-cyano-3-fluoro benzeneboronic acid;4-cyano-3-fluoro-phenyl-boronic acid;AKOS005259879;AB14118;GS-6622;2-Fluoro-4-(dihydroxyboryl)benzonitrile;AC-33459;SY022110;3-FLUORO-4-CYANOPHENYLBORONIC ACID;AM20041233;C2456;FT-0647398;4-Cyano-3-fluorophenylboronic acid, AldrichCPR;EN300-7365752;Q-103460

Chemical Property of 4-Cyano-3-fluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Melting Point: 362-366 °C
• Refractive Index: 1.535
• Boiling Point: 354.4 °C at 760 mmHg
• PKA: 6.30±0.10(Predicted)
• Flash Point: 168.2 °C
• PSA: 64.25000
• Density: 1.35 g/cm³
• LogP: -0.62282
• Storage Temp.: Keep Cold
• Solubility.: soluble 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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)C#N)F)(O)O

Technology Process of 4-Cyano-3-fluorophenylboronic acid

There total 3 articles about 4-Cyano-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: 78.0%

4-bromo-6-fluorobenzonitrile (105942-08-3) → (4-cyano-3-fluorophenyl)boronic acid (843663-18-3)

Guidance literature:

4-bromo-6-fluorobenzonitrile; With Bis<2-(N,N-dimethylamino)aethyl>aether; isopropylmagnesium chloride; In tetrahydrofuran;

With Trimethyl borate; In tetrahydrofuran;

DOI:10.1021/ol052704p

Reference yield: 69.0%

Triisopropyl borate (5419-55-6) + 4-bromo-6-fluorobenzonitrile (105942-08-3) → (4-cyano-3-fluorophenyl)boronic acid (843663-18-3)

Guidance literature:

Triisopropyl borate; 4-bromo-6-fluorobenzonitrile; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -75 - -74 ℃; for 2.25h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; toluene; at -20 - 20 ℃; Product distribution / selectivity;

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 4-bromo-6-fluorobenzonitrile (105942-08-3) → (4-cyano-3-fluorophenyl)boronic acid (843663-18-3)

Guidance literature:

Trimethyl borate; 4-bromo-6-fluorobenzonitrile; With isopropylmagnesium chloride; In tetrahydrofuran; at 7 - 16 ℃;

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

upstream raw materials:

4-bromo-6-fluorobenzonitrile

Triisopropyl borate

Trimethyl borate

Downstream raw materials:

(R)-3',5'-dichloro-3-fluoro-4'-[2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carbonitrile

4-[2,4-bis-((S)-3-methyl-morpholin-4-yl)-pyrido[2,3-d]pyrimidin-7-yl]-2-fluoro-benzonitrile

2-fluoro-4-(1-methyl-8-oxo-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-3-yl)benzonitrile

2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile