6-Phenylquinoline

Base Information

• Chemical Name: 6-Phenylquinoline
• CAS No.: 612-95-3
• Molecular Formula: C15H11 N
• Molecular Weight: 205.259
• Hs Code.: 2933499090
• European Community (EC) Number: 210-325-1
• NSC Number: 110287
• DSSTox Substance ID: DTXSID70210114
• Nikkaji Number: J134.376I
• Wikidata: Q72498707
• Mol file: 612-95-3.mol

Synonyms:6-Phenylquinoline;612-95-3;Quinoline, 6-phenyl-;EINECS 210-325-1;NSC 110287;6-Phenyl-chinolin;Quinoline,6-phenyl-;SCHEMBL443618;DTXSID70210114;AMY10517;NSC110287;AKOS015897049;NSC-110287;SB68869;AS-56828;CS-0331629;FT-0725357;L10127;A868751;Z2044811871

Chemical Property of 6-Phenylquinoline

Chemical Property:

• Vapor Pressure: 4.87E-05mmHg at 25°C
• Melting Point: 115-116℃
• Refractive Index: 1.6550 (estimate)
• Boiling Point: 360℃
• Flash Point: 157℃
• PSA: 12.89000
• Density: 1.127
• LogP: 3.90180
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• 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:

98%min ^*data from raw suppliers

6-Phenylquinoline 95+% ^*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=CC3=C(C=C2)N=CC=C3

Technology Process of 6-Phenylquinoline

There total 34 articles about 6-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: 99.0%

6-chloroquinoline (612-57-7) + phenylboronic acid (98-80-6) → 6-phenylquinoline (612-95-3)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 3-(dicyclohexylphosphino)-2-(2,6-dimethoxyphenyl)-1-methyl-1H-indole; In 1,4-dioxane; at 120 ℃; for 12h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/ejoc.202000068

Reference yield: 99.0%

6-chloroquinoline (612-57-7) + triallyl(phenyl)silane (2633-57-0) → 6-phenylquinoline (612-95-3)

Guidance literature:

triallyl(phenyl)silane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; at 20 ℃; for 1h;

6-chloroquinoline; With XPhos; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; water; at 80 ℃; for 14h;

DOI:10.1002/adsc.200404188

Reference yield: 97.0%

quinolin-6-yl methanesulfonate (1092513-18-2) + phenylboronic acid (98-80-6) → 6-phenylquinoline (612-95-3)

Guidance literature:

With potassium phosphate; C₅₈H₇₂N₂O₄P₂Pd₂; In tert-butyl alcohol; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.200803193

upstream raw materials:

4-phenylalanine

glycerol

4-phenylacetanilide

6-chloroquinoline

Downstream raw materials:

3-benzyl-6-phenyl-1,2,3,4-tetrahydro-quinoline

2-chloro-6-phenyl-quinoline

C₂₂H₁₇N

2,6-diphenylquinoline

Refernces

• 1、 Kaur, Mandeep,U Din Reshi, Noor,Patra, Kamaless,Bhattacherya, Arindom,Kunnikuruvan, Sooraj,Bera, Jitendra K.. "A Proton-Responsive Pyridyl(benzamide)-Functionalized NHC Ligand on Ir Complex for Alkylation of Ketones and Secondary Alcohols". supporting information. p. 10737 - 10748. Retrieved 2021/06/15.
• 2、 Kim, Eunae,Jeon, Hyun Ji,Park, Sehoon,Chang, Sukbok. "Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3-Hydroxytetrahydroquinolines". supporting information. p. 308 - 313. Retrieved 2019/11/13.