5-Cyano-2-fluorophenylboronic acid

Base Information

• Chemical Name: 5-Cyano-2-fluorophenylboronic acid
• CAS No.: 468718-30-1
• Molecular Formula: C7H5BFNO2
• Molecular Weight: 164.932
• Hs Code.: 2931900090
• European Community (EC) Number: 640-591-8
• DSSTox Substance ID: DTXSID10382607
• Wikidata: Q72458245
• Mol file: 468718-30-1.mol

Synonyms:468718-30-1;5-CYANO-2-FLUOROPHENYLBORONIC ACID;5-Cyano-2-Fluorobenzeneboronic Acid;(5-cyano-2-fluorophenyl)boronic acid;BORONIC ACID, (5-CYANO-2-FLUOROPHENYL)-;5-Cyano-2-fluorobenzeneboronicacid;SCHEMBL473896;DTXSID10382607;ITCSMTHUTFTXLE-UHFFFAOYSA-N;2-fluoro-5-cyanophenyl boronic acid;5-cyano-2-fluoro-phenylboronic acid;MFCD03095147;AKOS004113986;AB13530;CS-W008697;PS-9478;A7251;C3227;FT-0644707;EN300-173758;J-517430;5-Cyano-2-fluorophenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 5-Cyano-2-fluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 1.55E-05mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.535
• Boiling Point: 351.3 °C at 760 mmHg
• PKA: 6.97±0.58(Predicted)
• Flash Point: 166.2 °C
• PSA: 64.25000
• Density: 1.35 g/cm³
• LogP: -0.62282
• Storage Temp.: Keep Cold
• 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

5-Cyano-2-fluorophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Cyano-2-fluorophenylboronic acid

There total 1 articles about 5-Cyano-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: 70.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → (5-cyano-2-fluorophenyl)boronic acid (468718-30-1) + 3-(2-dimethylaminomethyl-cyclopropyl)-1H-indazole-5-carbonitrile (468717-46-6)

Guidance literature:

With hydrogenchloride; n-butyllithium; diisopropylamine; In tetrahydrofuran;

Reference yield: 92.0%

(5-cyano-2-fluorophenyl)boronic acid (468718-30-1) + phenylmethyl (2S)-4-[(3-bromophenyl)methyl]-2-methyl-1-piperazinecarboxylate (887917-51-3) → phenylmethyl (2S)-4-[(5'-cyano-2'-fluoro-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylate (887917-53-5)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 150 ℃; for 0.333333h; Irradiation in microwave;

Reference yield: 87.0%

(5-cyano-2-fluorophenyl)boronic acid (468718-30-1) + 2-([1,1’-biphenyl]-2-yl)-4-chloro-6-phenyl-1,3,5-triazine → C28H17FN4

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 60 ℃; for 3h;

upstream raw materials:

Trimethyl borate

4-fluorobenzonitrile

Downstream raw materials:

phenylmethyl (2S)-4-[(5'-cyano-2'-fluoro-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylate

2-(((1s,4s)-4-((4-(5-cyano-2-fluorophenyl)-5-(methylthio)-3-phenyl-1H-pyrazol-1-yl)methyl)cyclohexyl)methoxy)acetic acid

C₁₉H₁₀FN₃OS

3-(6-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethylamino)pyrazin-2-yl)-4-fluorobenzonitrile

Refernces