(4-Cyano-3-methylphenyl)boronic acid

Base Information

• Chemical Name: (4-Cyano-3-methylphenyl)boronic acid
• CAS No.: 856255-58-8
• Molecular Formula: C8H8BNO2
• Molecular Weight: 160.968
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10681546
• Wikidata: Q82605625
• Mol file: 856255-58-8.mol

Synonyms:856255-58-8;(4-Cyano-3-methylphenyl)boronic acid;4-CYANO-3-METHYLPHENYLBORONIC ACID;(4-Cyano-3-methylphenyl)boronicacid;SCHEMBL3267439;DTXSID10681546;4-Cyano-3-methylphenylboronicacid;CCEBEGIKXKLSDR-UHFFFAOYSA-N;AMY39688;MFCD18394419;AKOS015893133;CS-0135003;D71429;EN300-316619;A863505

Chemical Property of (4-Cyano-3-methylphenyl)boronic acid

Chemical Property:

• PSA: 64.25000
• LogP: -0.45352
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 161.0648087
• Heavy Atom Count: 12
• Complexity: 199

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (4-Cyano-3-methylphenyl)boronic acid

There total 2 articles about (4-Cyano-3-methylphenyl)boronic 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:

4-bromo-2-methylbenzonitrile (67832-11-5) → (4-cyano-3-methylphenyl)boronic acid (856255-58-8)

Guidance literature:

4-bromo-2-methylbenzonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

With hydrogenchloride; water; In tetrahydrofuran; hexane;

Reference yield:

C10H12BNO2 → (4-cyano-3-methylphenyl)boronic acid (856255-58-8)

Guidance literature:

With hydrogenchloride; water; for 0.5h;

DOI:10.1002/chem.201300587

Reference yield: 59.0%

(4-cyano-3-methylphenyl)boronic acid (856255-58-8) + 3,5-dichloro-[1,2,4]thiadiazole (2254-88-8) → 3,5-bis(4-cyano-3-methylphenyl)-1,2,4-thiadiazole (1410915-77-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; water; toluene; for 24h; Inert atmosphere; Reflux;

DOI:10.3987/COM-12-12533

upstream raw materials:

4-bromo-2-methylbenzonitrile

Downstream raw materials:

C₁₉H₁₇N₃O₂

4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-2-methylbenzonitrile

3,5-bis(4-cyano-3-methylphenyl)-1,2,4-thiadiazole

Refernces

• 1、 -. "2-PYRIDONE COMPOUNDS". Page/Page column 87. . Retrieved 2011/10/12.
• 2、 -. "Substituted piperidines as therapeutic compounds". Page/Page column 35-36. . Retrieved 2008/12/08.