2-Cyano-4'-methylbiphenyl

Base Information

• Chemical Name: 2-Cyano-4'-methylbiphenyl
• CAS No.: 114772-53-1
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 27075000
• European Community (EC) Number: 422-310-9,601-326-1
• UNII: O417TI15TA
• DSSTox Substance ID: DTXSID0057623
• Nikkaji Number: J305.971E
• Wikidata: Q27285301
• ChEMBL ID: CHEMBL3187557
• Mol file: 114772-53-1.mol

Synonyms:4'-methylbiphenyl-2-carbonitrile

Chemical Property of 2-Cyano-4'-methylbiphenyl

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.014Pa at 20℃
• Melting Point: 49 °C
• Boiling Point: 356.8 °C at 760 mmHg
• Flash Point: 170.4 °C
• PSA: 23.79000
• Density: 1.09 g/cm³
• LogP: 3.53368
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• 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''-Methylbiphenyl-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-48/25/62/51/53-22
• Safety Statements: 22-26-36/37/39-36/37/45/57-20-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=C2C#N
• Uses: 4'-Methylbiphenyl-2-carbonitrile is an intermediate in the synthesis of glycogen synthase kinase-3 inhibitors with a selective sting for glycogen synthase kinase 3α. 4''-Methylbiphenyl-2-carbonitrile is an intermediate in the synthesis of glycogen synthase kinase-3 inhibitors with a selective sting for glycogen synthase kinase 3α.

Technology Process of 2-Cyano-4'-methylbiphenyl

There total 154 articles about 2-Cyano-4'-methylbiphenyl 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: 100.0%

2-Chlorobenzonitrile (873-32-5) + 4-methylphenylboronic acid (5720-05-8) → 2-Cyano-4'-methylbiphenyl (114772-53-1)

Guidance literature:

With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In n-heptane; water; at 60 ℃; for 1.66667h; Inert atmosphere;

Reference yield: 100.0%

o-cyanobromobenzene (2042-37-7) + 4-methylphenylboronic acid (5720-05-8) → 2-Cyano-4'-methylbiphenyl (114772-53-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1055/s-0036-1589143

Reference yield: 97.0%

o-cyanobromobenzene (2042-37-7) + potassium (4-methylphenyl)trifluoroborate → 2-Cyano-4'-methylbiphenyl (114772-53-1)

Guidance literature:

With 5%-palladium/activated carbon; oxygen; potassium carbonate; In ethanol; water; at 80 ℃; for 0.416667h;

DOI:10.1016/j.cclet.2015.12.022

upstream raw materials:

4-(1,3-butadienyl)morpholine

2-(4-methylbenzylidene)malononitrile

para-bromotoluene

o-cyanobromobenzene

Downstream raw materials:

5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile

2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl

N-triphenylmethyl-5-(4'-methylbiphenyl-2-yl)tetrazole