2-Methoxy-1,1-biphenyl-4-carbonitrile

Base Information

• Chemical Name: 2-Methoxy-1,1-biphenyl-4-carbonitrile
• CAS No.: 113547-30-1
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2926909090
• Mol file: 113547-30-1.mol

Synonyms:2'-Methoxy-1,1'-biphenyl-4-carbonitrile;4-(2-Methoxyphenyl)benzonitrile

Chemical Property of 2-Methoxy-1,1-biphenyl-4-carbonitrile

Chemical Property:

• Melting Point: 72-74 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 333.6±25.0 °C(Predicted)
• PSA: 33.02000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 3.23388

Purity/Quality:

98% ^*data from raw suppliers

2'-Methoxy-[1,1'-biphenyl]-4-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methoxy-1,1-biphenyl-4-carbonitrile

There total 32 articles about 2-Methoxy-1,1-biphenyl-4-carbonitrile 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-Cyanochlorobenzene (623-03-0) + 2-Methoxyphenylboronic acid (5720-06-9) → 2’-methoxy-[1,1’-biphenyl]-4-carbonitrile (113547-30-1)

Guidance literature:

With potassium fluoride; palladium diacetate; In toluene; at 80 ℃; for 2h;

DOI:10.1055/s-2007-992371

Reference yield: 97.0%

4-bromobenzenecarbonitrile (623-00-7) + 2-Methoxyphenylboronic acid (5720-06-9) → 2’-methoxy-[1,1’-biphenyl]-4-carbonitrile (113547-30-1)

Guidance literature:

With caesium carbonate; palladium diacetate; P(i-BuNCH₂)3CMe; In toluene; at 80 ℃; for 24h; Product distribution / selectivity;

Reference yield: 97.0%

4-bromobenzenecarbonitrile (623-00-7) + tris(2-methoxyphenyl)bismuthine (83724-41-8) → 2’-methoxy-[1,1’-biphenyl]-4-carbonitrile (113547-30-1)

Guidance literature:

With potassium phosphate; copper(l) iodide; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 3h; Reagent/catalyst;

DOI:10.1039/c5ra23311a

upstream raw materials:

4-Cyanochlorobenzene

sodium phenoxide

dimethyl sulfate

2-bromoanisole

Refernces

• 1、 Suzuki, Ken,Fontaine, Arnaud,Hori, Yoji,Kobayashi, Tohru. "Versatile Suzuki-Miyaura coupling reaction using diphenylvinylphosphine ligands". . p. 3206 - 3208. Retrieved 2007.
• 2、 Inamoto, Kiyofumi,Hasegawa, Chisa,Hiroya, Kou,Kondo, Yoshinori,Osako, Takao,Uozumi, Yasuhiro,Doi, Takayuki. "Use of dimethyl carbonate as a solvent greatly enhances the biaryl coupling of aryl iodides and organoboron reagents without adding any transition metal catalysts". . p. 2912 - 2914. Retrieved 2012.
• 3、 Groll, Klaus,Bluemke, Tobias D.,Unsinn, Andreas,Haas, Diana,Knochel, Paul. "Direct Pd-catalyzed cross-coupling of functionalized organoaluminum reagents". . p. 11157 - 11161,5. Retrieved 2012.
• 4、 Li, Chun-Jing. "Organozinc-mediated direct cross-coupling under microwave irradiation". . p. 869 - 875. Retrieved 2021.
• 5、 Akko?, Mitat,Bu?day, Nesrin,Alt?n, Serdar,Ya?ar, Sedat. "Magnetite@MCM-41 nanoparticles as support material for Pd-N-heterocyclic carbene complex: A magnetically separable catalyst for Suzuki–Miyaura reaction". . . Retrieved 2021.
• 6、 Medina-Mercado, Ignacio,Porcel, Susana. "Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold". . . Retrieved 2022/03/15.
• 7、 Dinh, Long P.,Harris, Nekoda W.,Jacoby, Seth A.,Semsey, Rebecca Y.,Swann, William A.,Tran, Ryan Q.,Williamson, Savannah N.,Yet, Larry. "Synthesis of 3-aryl-1-phosphinoimidazo[1,5-a]pyridine ligands for use in Suzuki-Miyaura cross-coupling reactions". . p. 28347 - 28351. Retrieved 2021/09/15.