2-(Phenylethynyl)Quinoline

Base Information

• Chemical Name: 2-(Phenylethynyl)Quinoline
• CAS No.: 70437-00-2
• Molecular Formula: C17H11N
• Molecular Weight: 229.281
• ChEMBL ID: CHEMBL2335278
• DSSTox Substance ID: DTXSID30506308
• Nikkaji Number: J774.050F
• Wikidata: Q82362004
• Mol file: 70437-00-2.mol

Synonyms:2-(Phenylethynyl)Quinoline;70437-00-2;quinolylphenylacetylene;SCHEMBL5778843;CHEMBL2335278;DTXSID30506308;OLIGWEDUXXPBHS-UHFFFAOYSA-N;2-(2-PHENYLETHYNYL)QUINOLINE;AKOS040815867;F2167-5322

Chemical Property of 2-(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:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=NC3=CC=CC=C3C=C2

Technology Process of 2-(Phenylethynyl)Quinoline

There total 12 articles about 2-(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: 97.0%

2-Chloroquinoline (612-62-4) + phenylacetylene (536-74-3) → 2-phenylethynylquinoline (70437-00-2)

Guidance literature:

With copper(l) iodide; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; In N,N-dimethyl-formamide; at 100 ℃; for 20h;

DOI:10.1016/j.tetlet.2005.01.044

Reference yield: 88.0%

2-bromoquinoline (2005-43-8) + phenylacetylene (536-74-3) → 2-phenylethynylquinoline (70437-00-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetonitrile; for 16h; Reflux;

DOI:10.1021/jo200664m

Reference yield: 87.0%

Quinoline N-oxide (1613-37-2) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → 2-phenylethynylquinoline (70437-00-2)

Guidance literature:

With phosphazene base-P₄-tert-butyl; In hexane; N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c0ob00740d

upstream raw materials:

2-((αRS,βSR)-α,β-dibromo-phenethyl)-quinoline

tributylstannylethynylbenzene

trifluoromethanesulfonic acid quinolin-2-yl ester

2-Chloroquinoline

Downstream raw materials:

1-methyl-2-phenylethynyl-quinolinium; toluene-4-sulfonate

1-methyl-2-phenylethynyl-quinolinium; methyl sulfate

1-(3-butynyl)-2-(phenylethynyl)quinolinium trifluoromethanesulfonate

2-phenylpyrazolo<1,5-a>quinoline