3-(4-Methoxyphenyl)benzonitrile

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)benzonitrile
• CAS No.: 154197-00-9
• Molecular Formula: C14H11NO
• Molecular Weight: 209.247
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID20362697
• Nikkaji Number: J1.468.901J
• Wikidata: Q82146016
• Mol file: 154197-00-9.mol

Synonyms:3-(4-methoxyphenyl)benzonitrile;154197-00-9;4'-Methoxy[1,1'-biphenyl]-3-carbonitrile;4'-methoxy-[1,1'-biphenyl]-3-carbonitrile;3'-cyano-4-methoxybiphenyl;SCHEMBL8481744;ZTKOLNFZHPFQEJ-UHFFFAOYSA-;DTXSID20362697;4'-Methoxybiphenyl-3-carbonitrile;MFCD05980777;AKOS002683026;AT33781;BS-27528;BB 0223029;CS-0210499

Chemical Property of 3-(4-Methoxyphenyl)benzonitrile

Chemical Property:

• Melting Point: 63-65 °C
• Boiling Point: 363.2±35.0 °C(Predicted)
• PSA: 33.02000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 3.23388
• XLogP3: 3.2
• 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:

99% ^*data from raw suppliers

3-(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(=C2)C#N

Technology Process of 3-(4-Methoxyphenyl)benzonitrile

There total 30 articles about 3-(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%

3-cyanobromobenzene (6952-59-6) + 4-methoxyphenylboronic acid (5720-07-0) → 3-cyano-4'-methoxybiphenyl (154197-00-9)

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%

3-iodobenzonitrile (69113-59-3) + 4-methoxyphenylboronic acid (5720-07-0) → 3-cyano-4'-methoxybiphenyl (154197-00-9)

Guidance literature:

With potassium carbonate; In ethanol; water; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03480

Reference yield: 97.0%

1-bromo-4-methoxy-benzene (104-92-7) + 3-cyanobromobenzene (6952-59-6) → 3-cyano-4'-methoxybiphenyl (154197-00-9)

Guidance literature:

With sodium carbonate; In water; isopropyl alcohol; at 20 ℃; for 3h; Green chemistry;

DOI:10.1039/c5ra01574j

upstream raw materials:

4-methoxy-aniline

benzonitrile

m-bromobenzoic acid

4-methoxyphenylboronic acid

Downstream raw materials:

4'-hydroxy-3-biphenylcarbonitrile

p-Chlorobenzylphosphonsaeuredimethylester

Refernces

• 1、 Kazmierski, Igor,Gosmini, Corinne,Paris, Jean-Marc,Périchon, Jacques. "New progress in the cobalt-catalysed synthesis of aromatic organozinc compounds by reduction of aromatic halides by zinc dust". . p. 6417 - 6420. Retrieved 2003.
• 2、 Bang, Joon Seok,Kim, Young Jin,Song, Jiho,Yoo, Jong-Sun,Lee, Seul,Lee, Mi Ji,Min, Hyeyoung,Hwang, Kwang Woo,Min, Kyung Hoon. "Small molecules that regulate zymosan phagocytosis of macrophage through deactivation of Rho GTPases". . p. 5262 - 5268. Retrieved 2012.
• 3、 Choy, Pui Ying,Yuen, On Ying,Leung, Man Pan,Chow, Wing Kin,Kwong, Fuk Yee. "A Highly Efficient Monophosphine Ligand for Parts per Million Levels Pd-Catalyzed Suzuki–Miyaura Coupling of (Hetero)Aryl Chlorides". . p. 2846 - 2853. Retrieved 2020/04/09.