2-(4-Phenylphenyl)quinoline

Base Information

• Chemical Name: 2-(4-Phenylphenyl)quinoline
• CAS No.: 14251-81-1
• Molecular Formula: C21H15N
• Molecular Weight: 281.357
• European Community (EC) Number: 660-446-2
• DSSTox Substance ID: DTXSID00362458
• Nikkaji Number: J2.342.807E
• Wikidata: Q82145557
• Mol file: 14251-81-1.mol

Synonyms:14251-81-1;2-(4-phenylphenyl)quinoline;2-([1,1'-Biphenyl]-4-yl)quinoline;2-(4-biphenylyl)quinoline;2-(1,1'-Biphenyl)-4-ylquinoline;2-(biphenyl-4-yl)quinoline;2-{[1,1'-biphenyl]-4-yl}quinoline;2-biphenyl-4-yl-quinoline;BIDD:GT0356;SCHEMBL706884;DTXSID00362458;AKOS005079394;SB70702;11T-0831

Chemical Property of 2-(4-Phenylphenyl)quinoline

Chemical Property:

• PSA: 12.89000
• LogP: 5.56880
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 281.120449483
• Heavy Atom Count: 22
• Complexity: 338

Purity/Quality:

2-(1,1'-BIPHENYL)-4-YLQUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C3=NC4=CC=CC=C4C=C3

Technology Process of 2-(4-Phenylphenyl)quinoline

There total 21 articles about 2-(4-Phenylphenyl)quinoline 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: 94.6%

2-Chloroquinoline (612-62-4) + 4-biphenylboronic acid (5122-94-1) → 2-(biphenyl-4-yl)quinoline (14251-81-1)

Guidance literature:

With potassium carbonate; palladium diacetate; triphenylphosphine; In 1,2-dimethoxyethane; water; Inert atmosphere; Reflux;

Reference yield: 93.0%

2-Aminobenzyl alcohol (5344-90-1) + 1-(4-phenyl-phenyl)-1-ethanol (3562-73-0) → 2-(biphenyl-4-yl)quinoline (14251-81-1)

Guidance literature:

With 9,10-phenanthrenequinone; dimethyl sulfoxide; sodium hydroxide; at 20 ℃; for 6h; Irradiation;

DOI:10.1021/acs.joc.1c01386

Reference yield: 90.0%

2-Aminobenzyl alcohol (5344-90-1) + para-bromoacetophenone (99-90-1) + phenylboronic acid (98-80-6) → 2-(biphenyl-4-yl)quinoline (14251-81-1)

Guidance literature:

With C₄₁H₄₇ClFeN₄Pd; copper diacetate; caesium carbonate; In 1,4-dioxane; at 110 ℃; for 20h; Reagent/catalyst; Solvent;

DOI:10.1039/c4ob00231h

upstream raw materials:

quinoline

4-biphenyllithium

2-([1,1'-biphenyl]-4-yl)quinoline-4-carboxylic acid

2-(4-cyclohexylphenyl)quinoline-4-carboxylic acid

Downstream raw materials:

(R)-2-([1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Lou, Shao-Jie,Zhang, Liang,Luo, Yong,Nishiura, Masayoshi,Luo, Gen,Luo, Yi,Hou, Zhaomin. "Regiodivergent C-H Alkylation of Quinolines with Alkenes by Half-Sandwich Rare-Earth Catalysts". . p. 18128 - 18137. Retrieved 2020.
• 2、 Chen, Yunrong,He, Yu-Peng,Liu, Wei,Tao, Houchao,Yang, Xiaoyu,Zhao, Fei,Zhu, Chaofan. "Kinetic Resolution of 2,2-Disubstituted Dihydroquinolines through Chiral Phosphoric Acid-Catalyzed C6-Selective Asymmetric Halogenations". supporting information. p. 4104 - 4108. Retrieved 2021/06/27.
• 3、 Xu, Jing-Xiu,Pan, Nan-Lian,Chen, Jia-Xi,Zhao, Jin-Wu. "Visible-Light-Mediated Oxidative Cyclization of 2-Aminobenzyl Alcohols and Secondary Alcohols Enabled by an Organic Photocatalyst". . p. 10747 - 10754. Retrieved 2021/08/16.