2-Benzylquinoline

Base Information

• Chemical Name: 2-Benzylquinoline
• CAS No.: 1745-77-3
• Molecular Formula: C16H13 N
• Molecular Weight: 219.286
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90169837
• Nikkaji Number: J80.303K
• Wikidata: Q83039614
• Mol file: 1745-77-3.mol

Synonyms:2-Benzylquinoline;1745-77-3;Phenylchinaldin;Quinoline, 2-(phenylmethyl)-;SCHEMBL3253637;DTXSID90169837;BAA74577;AKOS016007468;SB69516;CS-0256774;EN300-651691

Chemical Property of 2-Benzylquinoline

Chemical Property:

• Vapor Pressure: 7.79E-05mmHg at 25°C
• Boiling Point: 352.5°Cat760mmHg
• Flash Point: 151.3°C
• PSA: 12.89000
• Density: 1.117g/cm³
• LogP: 3.82560
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 219.104799419
• Heavy Atom Count: 17
• Complexity: 232

Purity/Quality:

98.5% ^*data from raw suppliers

2-Benzylquinoline 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)CC2=NC3=CC=CC=C3C=C2

Technology Process of 2-Benzylquinoline

There total 58 articles about 2-Benzylquinoline 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: 94.0%

2-methylquinoline (91-63-4) + methyl-phenyl-thioether (100-68-5) → 2-benzylquinoline (1745-77-3)

Guidance literature:

With SingaCycle-A₃; potassium hexamethylsilazane; In toluene; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0036-1589098

Reference yield: 84.0%

2-Chloroquinoline (612-62-4) + phenylmagnesium bromide (1589-82-8) → 2-benzylquinoline (1745-77-3)

Guidance literature:

With cobalt acetylacetonate; In 1,4-dioxane; at 25 ℃; for 0.5h;

DOI:10.1246/cl.2004.1240

Reference yield: 79.0%

Quinoline N-oxide (1613-37-2) + benzyltrimethylsilane (770-09-2) → 2-benzylquinoline (1745-77-3)

Guidance literature:

With triethylsilane; tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01141

upstream raw materials:

1,4-dioxane

quinoline

diethyl ether

phenylmagnesium bromide

Downstream raw materials:

N-(2-quinolyl)-2-benzylidene-1,2-dihydroquinoline

(R)-2-benzyl-1,2,3,4-tetrahydroquinoline

1,2,3,4-tetrahydro-2-(phenylmethyl)quinoline

2-(Diphenylmethyl)quinoline

Refernces

• 1、 Shang, Zhi-Hao,Zhang, Zhen-Xiao,Weng, Wei-Zhao,Wang, Yu-Fei,Cheng, Tian-Wei,Zhang, Qiu-Yi,Song, Li-Qun,Shao, Tian-Qi,Liu, Kai-Xuan,Zhu, Yan-Ping. "A Metal- and Azide-free Oxidative Coupling Reaction for the Synthesis of [1,2,3]Triazolo[1,5-a]quinolines and their Application to Construct C?C and C-P Bonds, 2-Cyclopropylquinolines and Imidazo[1,5-a]quinolines". . p. 490 - 496. Retrieved 2020/12/07.
• 2、 Antilla, Jon C.,Jing, Hua-qing,Li, Hong-liang. "Acylation of 2-benzylpyridine N-oxides and subsequent in situ [3,3]-sigamatropic rearrangement reaction". supporting information. . Retrieved 2020/09/22.