4-(2-Methylphenyl)benzonitrile

Base Information

• Chemical Name: 4-(2-Methylphenyl)benzonitrile
• CAS No.: 189828-30-6
• Molecular Formula: C14H11N
• Molecular Weight: 193.24
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID10362646
• Nikkaji Number: J1.791.368I
• Wikidata: Q82145922
• Mol file: 189828-30-6.mol

Synonyms:189828-30-6;4-(2-methylphenyl)benzonitrile;2'-Methyl-[1,1'-biphenyl]-4-carbonitrile;2'-Methyl[1,1'-biphenyl]-4-carbonitrile;2/'-Methyl-[1,1/'-Biphenyl]-4-Carbonitrile;CBiol_000816;2-Methyl-[1,1-biphenyl]-4-carbonitrile;SCHEMBL4877065;DTXSID10362646;4-cyano-2'-methyl-1,1'-biphenyl;ICCB4_000112;MFCD05981801;4-(2-methylphenyl)benzenecarbonitrile;AKOS002683540;2'-methyl-1,1'-biphenyl-4-carbonitrile;BS-21958;BB 0222999;CS-0196078;FT-0707518;E89819;A813368

Chemical Property of 4-(2-Methylphenyl)benzonitrile

Chemical Property:

• Melting Point: 54-56℃ (hexane ethyl acetate )
• Boiling Point: 327 °C at 760 mmHg
• Flash Point: 152.2 °C
• PSA: 23.79000
• Density: 1.09 g/cm³
• LogP: 3.53368
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

4-(2-Methylphenyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CC=C(C=C2)C#N
• Uses: 4-(2-Methylphenyl)benzonitrile is a useful chemical in organic synthesis.

Technology Process of 4-(2-Methylphenyl)benzonitrile

There total 32 articles about 4-(2-Methylphenyl)benzonitrile 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: 99.0%

4-bromobenzenecarbonitrile (623-00-7) + 2-Methylphenylboronic acid (16419-60-6) → 4-cyano-2'-methyl-1,1'-biphenyl (189828-30-6)

Guidance literature:

With 3,5-di-tert-butyl-2-hydroxybenzaldehyde; potassium carbonate; palladium dichloride; In ethanol; water; at 20 ℃; for 2h;

DOI:10.1246/cl.190051

Reference yield: 99.0%

4-Cyanochlorobenzene (623-03-0) + 2-Methylphenylboronic acid (16419-60-6) → 4-cyano-2'-methyl-1,1'-biphenyl (189828-30-6)

Guidance literature:

With caesium carbonate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 2.8h;

DOI:10.1055/s-2008-1032066

Reference yield: 93.0%

2-methylphenyl N-methyliminodiacetic acid borate + 4-cyanobenzene-1-sulfonyl fluoride (33719-37-8) → 4-cyano-2'-methyl-1,1'-biphenyl (189828-30-6)

Guidance literature:

With potassium carbonate; diisopropylamine; palladium dichloride; In ethanol; water; at 45 ℃; for 4h;

upstream raw materials:

4-cyanophenyl mesylate

2-Methylphenylboronic acid

4-bromobenzenecarbonitrile

4-Cyanochlorobenzene

Downstream raw materials:

2'-bromomethyl-biphenyl-4-carbonitrile

4-{4-[(4'-carbamimidoyl-biphenyl-2-ylmethyl)-methanesulfonyl-amino]-phenoxy}-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Okamoto, Kuniaki,Akiyama, Ryo,Kobayashi, Shu. "Suzuki-Miyaura coupling catalyzed by polymer-incarcerated palladium, a highly active, recoverable, and reusable Pd catalyst". . p. 1987 - 1990. Retrieved 2004.
• 2、 ?zdemir, ?smail,Akko?, Mitat,Alt?n, Serdar,Bu?day, Nesrin,Ya?ar, Sedat. "Highly Active Fe3O4@SBA-15@NHC-Pd Catalyst for Suzuki–Miyaura Cross-Coupling Reaction". . . Retrieved 2021/08/03.
• 3、 Madera, Justin,Slattery, Megan,Arman, Hadi D.,Tonzetich, Zachary J.. "Suzuki-Miyaura coupling catalyzed by a Ni(II) PNP pincer complex: Scope and mechanistic insights". . . Retrieved 2020/02/04.