4-Ethynylquinoline

Base Information

• Chemical Name: 4-Ethynylquinoline
• CAS No.: 62484-52-0
• Molecular Formula: C11H7N
• Molecular Weight: 153.18000
• Hs Code.: 2933499090
• European Community (EC) Number: 893-930-9
• DSSTox Substance ID: DTXSID90487321
• Nikkaji Number: J2.116.821A
• Wikidata: Q82329310
• Mol file: 62484-52-0.mol

Synonyms:4-Ethynylquinoline;62484-52-0;4-ETHYNYL-QUINOLINE;MFCD08703535;SCHEMBL736202;DTXSID90487321;AMY19108;AKOS006237148;AB48498;FS-3138;SY104985;CS-0019257;cis-1-N-Boc-3-hydroxy-cyclohexylamine(racemic);EN300-1858470;A868458;A1-15194

Chemical Property of 4-Ethynylquinoline

Chemical Property:

• Melting Point: 96-97 °C
• Boiling Point: 282.4±13.0 °C(Predicted)
• PKA: 3.85±0.13(Predicted)
• PSA: 12.89000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 2.21610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 153.057849228
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

98%Min ^*data from raw suppliers

4-Ethynylquinoline 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=NC2=CC=CC=C12

Technology Process of 4-Ethynylquinoline

There total 8 articles about 4-Ethynylquinoline 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: 76.0%

4-Trimethylsilanylethynyl-quinoline (86521-09-7) → 4-ethynylquinoline (62484-52-0)

Guidance literature:

With potassium hydroxide; In methanol; for 4h; Ambient temperature;

DOI:10.1055/s-1983-30319

Reference yield: 75.0%

2-methyl-4-(4'-quinolyl)-but-3-yn-2-ol (831235-65-5) → 4-ethynylquinoline (62484-52-0)

Guidance literature:

With sodium hydroxide; In toluene; for 0.5h; Heating;

DOI:10.1016/j.tet.2005.07.043

Reference yield: 45.0%

quinoline-4-carboxaldehyde (4363-93-3) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → 4-ethynylquinoline (62484-52-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm401232v

upstream raw materials:

4-Trimethylsilanylethynyl-quinoline

2-methyl-4-(4'-quinolyl)-but-3-yn-2-ol

Quinoline N-oxide

4-chloroquinoline

Downstream raw materials:

4-acetylquinoline

Refernces

• 1、 Sirivolu, Venkata Ramana,Vernekar, Sanjeev Kumar V.,Ilina, Tatiana,Myshakina, Nataliya S.,Parniak, Michael A.,Wang, Zhengqiang. "Clicking 3′-azidothymidine into novel potent inhibitors of human immunodeficiency virus". supporting information. p. 8765 - 8780. Retrieved 2013/12/04.
• 2、 Rodríguez, J. Gonzalo,De Los Rios, Cristobal,Lafuente, Antonio. "Synthesis of n-chloroquinolines and n-ethynylquinolines (n=2, 4, 8): Homo and heterocoupling reactions". . p. 9042 - 9051. Retrieved 2007/10/03.