2-(4-Methoxyphenyl)benzonitrile

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)benzonitrile
• CAS No.: 125610-78-8
• Molecular Formula: C14H11NO
• Molecular Weight: 209.247
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30362683
• Nikkaji Number: J305.970G
• Wikidata: Q82145994
• Mol file: 125610-78-8.mol

Synonyms:2-(4-methoxyphenyl)benzonitrile;125610-78-8;4'-Methoxy-[1,1'-biphenyl]-2-carbonitrile;4-(2-cyanophenyl)anisole;SCHEMBL6951995;DTXSID30362683;4'-methoxybiphenyl-2-carbonitrile;MFCD00798182;AKOS002683030;BS-19708;4'-methoxy[1,1'-biphenyl]-2-carbonitrile;CS-0210455;E89516

Chemical Property of 2-(4-Methoxyphenyl)benzonitrile

Chemical Property:

• Melting Point: 156-157℃
• PSA: 33.02000
• LogP: 3.23388
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

98.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=CC=C2C#N

Technology Process of 2-(4-Methoxyphenyl)benzonitrile

There total 51 articles about 2-(4-Methoxyphenyl)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%

o-cyanobromobenzene (2042-37-7) + 4-methoxyphenylboronic acid (5720-07-0) → 4'-methoxybiphenyl-2-carbonitrile (125610-78-8)

Guidance literature:

With potassium phosphate; [5-(3-butylbenzimidazol-2-yliden-1-yl)-25,26,27,28-tetrapropyloxy calix[4]arene] (pyridine) palladium(II) dibromide; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2014.02.051

Reference yield: 98.0%

o-cyanobromobenzene (2042-37-7) + 4-methoxyphenylmagnesium chloride (699-19-4) → 4'-methoxybiphenyl-2-carbonitrile (125610-78-8)

Guidance literature:

4-methoxyphenylmagnesium chloride; With 2-iodo-propane; In tetrahydrofuran; at 25 ℃; for 0.0833333h; Inert atmosphere;

o-cyanobromobenzene; With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; In tetrahydrofuran; at 25 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/anie.200803730

Reference yield: 96.0%

2-Chlorobenzonitrile (873-32-5) + 4-methoxyphenylboronic acid (5720-07-0) → 4'-methoxybiphenyl-2-carbonitrile (125610-78-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium fluoride dihydrate; tri-tert-butylphosphonium tetrafluoroborate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201000267

upstream raw materials:

4-(1,3-butadienyl)morpholine

2-(4-methoxyphenylmethylene)malononitrile

1-bromo-4-methoxy-benzene

o-cyanobromobenzene

Downstream raw materials:

(4'-methoxy-biphenyl-2-yl)-(4-methoxy-phenyl)-methanone

(4′-methoxylbiphenyl-2-yl)(phenyl)methanone

Refernces

• 1、 Liao, Yang,Yang, Weisen,Wei, Ting,Cai, Mingzhong. "A highly efficient and recyclable NiCl2(dppp)/PEG-400 system for Suzuki-Miyaura reaction of aryl chlorides with arylboronic acids". . p. 1134 - 1142. Retrieved 2019.
• 2、 Desaintjean, Alexandre,Danton, Fanny,Knochel, Paul. "Preparation of Functionalized Diorganomagnesium Reagents in Toluene via Bromine or Iodine/Magnesium-Exchange Reactions". supporting information. p. 4461 - 4476. Retrieved 2021/08/13.
• 3、 Nozawa-Kumada, Kanako,Iwakawa, Yuki,Onuma, So,Shigeno, Masanori,Kondo, Yoshinori. "NaH-mediated direct C-H arylation in the presence of 1,10-phenanthroline". supporting information. p. 7773 - 7776. Retrieved 2020/07/27.