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

Base Information

• Chemical Name: 2-[2-(2-Chlorophenyl)ethenyl]quinoline
• CAS No.: 5460-36-6
• Molecular Formula: C16H19NO
• Molecular Weight: 265.7369
• NSC Number: 93833,25030
• DSSTox Substance ID: DTXSID30418896
• Nikkaji Number: J3.374.933C,J954.132B
• Wikidata: Q82229618
• ChEMBL ID: CHEMBL2207824
• Mol file: 5460-36-6.mol

Synonyms:2-[2-(2-chlorophenyl)ethenyl]quinoline;2-[(E)-2-(2-chlorophenyl)ethenyl]quinoline;14174-62-0;5460-36-6;NSC25030;2-(2-Chlorostyryl)quinoline;CHEMBL2207824;DTXSID30418896;NSC93833;2-(2-Chloro-trans-styryl)quinoline;NSC-25030;NSC-93833;T5397068;Z46024296

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

Chemical Property:

• Vapor Pressure: 8.7E-07mmHg at 25°C
• Boiling Point: 417.3°C at 760 mmHg
• Flash Point: 238.7°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: 314

Purity/Quality:

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=CC=C3Cl
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=N2)/C=C/C3=CC=CC=C3Cl

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

There total 1 articles about 2-[2-(2-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: 7.0%

2-methylquinoline (91-63-4) + 2-chloro-benzaldehyde (89-98-5) → 2-[2-(2-chlorophenyl)vinyl]quinoline (5460-36-6)

Guidance literature:

at 180 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1016/j.bmc.2012.10.027

Reference yield: 90.0%

2-[2-(2-chlorophenyl)vinyl]quinoline (5460-36-6) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → (S)-2-(2-(2-chlorophenyl)-2-(dimethyl(phenyl)silyl)ethyl)quinoline

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With tetrakis(actonitrile)copper(I) hexafluorophosphate; sodium t-butanolate; (S)-(+)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)morpholine; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

2-[2-(2-chlorophenyl)vinyl]quinoline; In tetrahydrofuran; methanol; at 20 ℃; for 12h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/c9cc08910a

upstream raw materials:

2-methylquinoline

2-chloro-benzaldehyde