2-Phenylquinoline

Base Information

• Chemical Name: 2-Phenylquinoline
• CAS No.: 612-96-4
• Molecular Formula: C15H11 N
• Molecular Weight: 205.259
• Hs Code.: 2933499090
• European Community (EC) Number: 210-326-7
• NSC Number: 118137
• DSSTox Substance ID: DTXSID30210115
• Nikkaji Number: J101.652K
• Wikidata: Q21099120
• Metabolomics Workbench ID: 143538
• ChEMBL ID: CHEMBL89786
• Mol file: 612-96-4.mol

Synonyms:2-phenylquinoline

Chemical Property of 2-Phenylquinoline

Chemical Property:

• Appearance/Colour: White to pale yellow powder.
• Vapor Pressure: 3.89E-05mmHg at 25°C
• Melting Point: 82-84 ºC
• Refractive Index: 1.6550 (estimate)
• Boiling Point: 363 ºC
• PKA: 4.52±0.10(Predicted)
• Flash Point: 159.1°C
• PSA: 12.89000
• Density: 1.127g/cm³
• LogP: 3.90180
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: SLIGHTLY SOLUBLE
• 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

2-Phenylquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C=C2
• Description: 2-Phenylquinoline is the major quinoline alkaloid of Galipea iongiflora, a Bolivian plant used as treatment for cutaneous leishmaniasis. Antinociceptive properties of 2-phenylquinoline isolated from the bark of Galipea iongiflora against different models of pain in mice were evaluated.
• Uses: 2-Phenylquinoline was used in quantitative structure-activity relationship (QSAR) analyses of estrogen receptor β-selective ligands.

Technology Process of 2-Phenylquinoline

There total 450 articles about 2-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%

2-Aminobenzyl alcohol (5344-90-1) + acetophenone (98-86-2) → 2-Phenylquinoline (612-96-4)

Guidance literature:

With benzophenone; potassium tert-butylate; In 1,4-dioxane; at 90 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo801678n

Reference yield: 99.0%

2-Chloroquinoline (612-62-4) + phenylmagnesium bromide (100-58-3) → 2-Phenylquinoline (612-96-4)

Guidance literature:

With (IPr)Ni(π-allyl)Cl; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol302112q

Reference yield: 98.0%

quinolin-2-yl 4-nitrobenzenesulfonate + phenylboronic acid (98-80-6) → 2-Phenylquinoline (612-96-4)

Guidance literature:

With potassium phosphate; palladium diacetate; XPhos; In tetrahydrofuran; at 80 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2016.02.061

upstream raw materials:

1,4-dioxane

quinoline

diethyl ether

pyridine

Downstream raw materials:

2-phenylquinoline 1-oxide

2-phenyl-4-quinolinecarbonitrile

2-phenyl-1,2,3,4-tetrahydroquinoline

2,2-Diphenyl-1,2-dihydrochinolin

Refernces

• 1、 Murmann. "-". . p. 621. Retrieved 1904.
• 2、 Cui, Bing-Hui,Huang, Wen-Yu,Jia, Yi-Xia,Liang, Ren-Xiao,Liu, Hang,Liu, Jia-Liang,Wang, Qiang,Yang, Peng,Zhang, Xiao-Dong,Zhang, Yue-Yuan. "Enantioselective Dearomative [3 + 2] Umpolung Annulation of N-Heteroarenes with Alkynes". . p. 1087 - 1093. Retrieved 2022/02/09.
• 3、 Niu, Xiaokang,Yang, Lei. "Manganese(III) Acetate Catalyzed Aerobic Dehydrogenation of Tertiary Indolines, Tetrahydroquinolines and an N-Unsubstituted Indoline". supporting information. p. 4209 - 4215. Retrieved 2021/08/06.