8-Phenylquinoline

Base Information

• Chemical Name: 8-Phenylquinoline
• CAS No.: 605-04-9
• Molecular Formula: C15H11N
• Molecular Weight: 205.259
• DSSTox Substance ID: DTXSID50334786
• Nikkaji Number: J396.941J
• Wikidata: Q82100779
• Mol file: 605-04-9.mol

Synonyms:8-phenylquinoline;8-Phenyl-chinolin;Quinoline, 8-phenyl-;605-04-9;SCHEMBL4148271;DTXSID50334786

Chemical Property of 8-Phenylquinoline

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 205.089149355
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC3=C2N=CC=C3

Technology Process of 8-Phenylquinoline

There total 38 articles about 8-Phenylquinoline 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: 98.0%

toluene-4-sulfonic acid quinolin-8-yl ester (10522-42-6) + phenylboronic acid (98-80-6) → 8-phenylquinoline (605-04-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; (9-phenanthrenyl)Ni(II)(PPh₃)2Cl; potassium carbonate; In toluene; at 110 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2014.04.059

Reference yield: 93.0%

bromobenzene (108-86-1,52753-63-6) + 8-chloroquinoline (611-33-6) → 8-phenylquinoline (605-04-9)

Guidance literature:

8-chloroquinoline; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; bis(pinacol)diborane; catacxium A; In N,N-dimethyl acetamide; at 90 ℃; for 1h; Inert atmosphere;

bromobenzene; With potassium carbonate; In water; N,N-dimethyl-aniline; Inert atmosphere;

DOI:10.1021/jo200904g

Reference yield: 92.0%

8-<(Fluorosulfonyl)oxy>naphthalene (133042-65-6) + phenylboronic acid (98-80-6) → 8-phenylquinoline (605-04-9)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate; In ethanol; water; at 35 ℃; for 3h; chemoselective reaction;

DOI:10.1002/chem.201600167

upstream raw materials:

quinoline

benzenediazonium

benzene diazonium chloride

dibenzoyl peroxide

Downstream raw materials:

3-benzyl-8-phenyl-quinoline

3-benzyl-8-phenyl-1,2,3,4-tetrahydro-quinoline

1-methyl-8-phenyl-quinolinium; iodide

8-phenyl-[2]quinolylamine

Refernces

• 1、 Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul. "Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates". supporting information. p. 5022 - 5037. Retrieved 2021/05/04.
• 2、 Hu, Rui,Li, Xinmin,Ren, Changyue,Yuan, Zeli,Zhang, Hang,Zhang, Tingting. "A one-pot protocol for the fluorosulfonation and Suzuki coupling of phenols and bromophenols, streamlined access to biaryls and terphenyls". . p. 4748 - 4753. Retrieved 2020/08/17.