3-Cyano-4-methylphenylboronic acid

Base Information

• Chemical Name: 3-Cyano-4-methylphenylboronic acid
• CAS No.: 911210-49-6
• Molecular Formula: C8H8BNO2
• Molecular Weight: 160.968
• Hs Code.: 2931900090
• European Community (EC) Number: 839-366-9
• DSSTox Substance ID: DTXSID40681872
• Wikidata: Q82606050
• Mol file: 911210-49-6.mol

Synonyms:3-CYANO-4-METHYLPHENYLBORONIC ACID;911210-49-6;(3-Cyano-4-methylphenyl)boronic acid;MFCD10697414;(3-Cyano-4-methylphenyl)boronicacid;SCHEMBL585744;DTXSID40681872;BFFJLRZTXUFIRI-UHFFFAOYSA-N;AKOS006302270;AB59552;B-(3-Cyano-4-methylphenyl)-boronicacid;B-(3-Cyano-4-methylphenyl)boronic acid;AS-55713;SY268998;CS-0135004;FT-0723173;3-Cyano-4-methylphenylboronic acid, AldrichCPR;EN300-317551;A860603

Chemical Property of 3-Cyano-4-methylphenylboronic acid

Chemical Property:

• PSA: 64.25000
• LogP: -0.45352
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)C)C#N)(O)O
• Uses: 3-Cyano-4-methylphenylboronic acid

Technology Process of 3-Cyano-4-methylphenylboronic acid

There total 1 articles about 3-Cyano-4-methylphenylboronic 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:

3-Bromo-6-methyl-benzonitrile (156001-51-3) → (3-cyano-4-methylphenyl)boronic acid (911210-49-6)

Guidance literature:

3-Bromo-6-methyl-benzonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.583333h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at -78 - 20 ℃;

Reference yield: 36.0%

(3-cyano-4-methylphenyl)boronic acid (911210-49-6) + methyl 5-bromohex-5-enoate → methyl 5-(3-cyano-4-methylphenyl)hex-5-enoate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; toluene; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.151756

Reference yield:

(3-cyano-4-methylphenyl)boronic acid (911210-49-6) + C25H18BrN3 → C33H24N4

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 120 ℃; for 72h;

upstream raw materials:

3-Bromo-6-methyl-benzonitrile