8-(Phenylethynyl)quinoline

Base Information

• Chemical Name: 8-(Phenylethynyl)quinoline
• CAS No.: 123172-87-2
• Molecular Formula: C17H11N
• Molecular Weight: 229.281
• DSSTox Substance ID: DTXSID50559351
• Wikidata: Q82442042
• Mol file: 123172-87-2.mol

Synonyms:8-(Phenylethynyl)quinoline;123172-87-2;DTXSID50559351

Chemical Property of 8-(Phenylethynyl)quinoline

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 229.089149355
• Heavy Atom Count: 18
• Complexity: 328

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=CC=CC3=C2N=CC=C3

Technology Process of 8-(Phenylethynyl)quinoline

There total 3 articles about 8-(Phenylethynyl)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: 43.0%

tributylstannylethynylbenzene (3757-88-8) + quinolin-8-yl trifluoromethanesulfonate (108530-08-1) → 8-(phenylethynyl)quinoline (123172-87-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In 1,4-dioxane; at 90 ℃; for 16h;

Reference yield: 42.0%

8-(4-bromophenyl)quinoline (1393817-78-1) + phenylacetylene (536-74-3) → 8-(phenylethynyl)quinoline (123172-87-2)

Guidance literature:

8-(4-bromophenyl)quinoline; With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; In toluene; at 25 ℃; for 0.333333h;

phenylacetylene; In toluene; at 120 ℃; for 24h;

DOI:10.1002/ejic.202100768

Reference yield: 23.3%

8-ethynylquinoline (103987-81-1) + iodobenzene (591-50-4) → 8-(phenylethynyl)quinoline (123172-87-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04050

upstream raw materials:

tributylstannylethynylbenzene

quinolin-8-yl trifluoromethanesulfonate

8-ethynylquinoline

iodobenzene