2-[2-(4-Chlorophenyl)ethenyl]quinoline

Base Information

• Chemical Name: 2-[2-(4-Chlorophenyl)ethenyl]quinoline
• CAS No.: 5392-19-8
• Molecular Formula: C₁₇H₁₂ClN
• Molecular Weight: 265.742
• NSC Number: 25024,20241,3265
• Nikkaji Number: J757.149F,J3.215.125F
• Mol file: 5392-19-8.mol

Synonyms:38101-91-6;(E)-2-(4-CHLOROSTYRYL)QUINOLINE;2-[2-(4-chlorophenyl)ethenyl]quinoline;2-(4-Chlorostyryl)quinoline;2-[(E)-2-(4-Chlorophenyl)ethenyl]quinoline;5392-19-8;Quinoline, 2-(p-chlorostyryl)-;Quinoline, 2-[2-(4-chlorophenyl)ethenyl]-;NSC3265;2-P-chlorostyryl quinoline;PWZHLFSCFYMSMR-YRNVUSSQSA-N;NSC-3265;NSC20241;NSC25024;2-(4-Chloro-trans-styryl)quinoline;NSC-20241;NSC-25024;STL304834;AKOS001100901;alpha-(p-Chlorobenzylidene)-quinaldine;2-[2-(4-chlorophenyl)vinyl]quinoline;2-[(E)-2-(4-chlorophenyl)vinyl]quinoline;A824017;Z46024303

Chemical Property of 2-[2-(4-Chlorophenyl)ethenyl]quinoline

Chemical Property:

• Vapor Pressure: 7.12E-07mmHg at 25°C
• Boiling Point: 420°C at 760 mmHg
• Flash Point: 240.3°C
• Density: 1.253g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 265.0658271
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)C=CC3=CC=C(C=C3)Cl
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=N2)/C=C/C3=CC=C(C=C3)Cl

Technology Process of 2-[2-(4-Chlorophenyl)ethenyl]quinoline

There total 15 articles about 2-[2-(4-Chlorophenyl)ethenyl]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: 99.0%

2-methylquinoline (91-63-4) + N-(p-chlorobenzyl)aniline (4750-61-2) → 2-[(1E)-2-(4-chlorophenyl)ethenyl]quinoline (38101-91-6,5392-19-8)

Guidance literature:

N-(p-chlorobenzyl)aniline; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

2-methylquinoline; In N,N-dimethyl-formamide; at 70 ℃; for 24h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201300368

Reference yield: 97.0%

2-methylquinoline (91-63-4) + 4-chlorobenzaldehyde (104-88-1) → 2-[(1E)-2-(4-chlorophenyl)ethenyl]quinoline (38101-91-6,5392-19-8)

Guidance literature:

With tert-butylammonium hexafluorophosphate(V); calcium(II) trifluoromethanesulfonate; In neat (no solvent); at 130 ℃; Green chemistry;

DOI:10.1016/j.tetlet.2015.09.035

Reference yield: 95.0%

2-methylquinoline (91-63-4) + 4-chlorobenzylamine (104-86-9) → 2-[(1E)-2-(4-chlorophenyl)ethenyl]quinoline (38101-91-6,5392-19-8)

Guidance literature:

With tert.-butylhydroperoxide; N-Bromosuccinimide; In water; acetonitrile; at 100 ℃; for 48h; Schlenk technique; Darkness; Green chemistry;

DOI:10.1039/c4ob01025f

upstream raw materials:

2-methylquinoline

4-chlorobenzaldehyde

N-(p-chlorobenzylidene)-p-toluenesulfonamide

N-(p-chlorobenzyl)aniline

Downstream raw materials:

(4-chlorophenyl)(quinolin-2-yl)methanone

Refernces

• 1、 Balamurugan, Gunasekaran,Malecki, Jan Grzegorz,Ramesh, Rengan,Tamilthendral, Veerappan. "Ru(II)–NNO pincer-type complexes catalysed E-olefination of alkyl-substituted quinolines/pyrazines utilizing primary alcohols". . . Retrieved 2022/01/08.
• 2、 Huang, Bin,Li, Xue,Liao, WeiBo,Wang, JiangWei,Zhang, YuanYuan. "NH4I-mediated sp3 C-H cross-dehydrogenative coupling of benzylamines with 2-methylquinoline for the synthesis of E-2-styrylquinolines". . p. 903 - 910. Retrieved 2021/07/17.