8-(Chloromethyl)quinoline

Base Information

• Chemical Name: 8-(Chloromethyl)quinoline
• CAS No.: 94127-04-5
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.6302
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80529406
• Nikkaji Number: J345.909H
• Wikidata: Q82399809
• Mol file: 94127-04-5.mol

Synonyms:8-(CHLOROMETHYL)QUINOLINE;94127-04-5;Quinoline, 8-(chloromethyl)-;SCHEMBL4990218;DTXSID80529406;AKOS012169890;CS-0527151

Chemical Property of 8-(Chloromethyl)quinoline

Chemical Property:

• Boiling Point: 310.579 °C at 760 mmHg
• Flash Point: 170.617 °C
• PSA: 12.89000
• Density: 1.23 g/cm³
• LogP: 2.97360
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 177.0345270
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)CCl)N=CC=C2

Technology Process of 8-(Chloromethyl)quinoline

There total 5 articles about 8-(Chloromethyl)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: 86.0%

8-methylquinoline (611-32-5) → 8-chloromethyl-quinoline (94127-04-5)

Guidance literature:

With copper dichloride; palladium diacetate; In dichloromethane; at 100 ℃; for 12h;

DOI:10.1016/j.tet.2006.06.075

Reference yield: 75.0%

8-bromomethyl-quinoline (7496-46-0) → 8-chloromethyl-quinoline (94127-04-5)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; for 2h;

DOI:10.1021/jo00249a002

Reference yield:

→ 8-chloromethyl-quinoline (94127-04-5)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja01609a087

upstream raw materials:

8-methylquinoline

8-bromomethyl-quinoline

Downstream raw materials:

8-<(trimethylsilyl)methyl>quinoline

C₂₄H₂₂N₂O₂PS^(1-)*Na⁽¹⁺⁾

C₂₄H₂₂N₂O₃PS₂^(1-)*Na⁽¹⁺⁾

C₂₃H₂₀N₂O₂PS^(1-)*Na⁽¹⁺⁾

Refernces

• 1、 -. "Quinolinoxy phenylsulphonamides". . . Retrieved 2008/06/13.
• 2、 Newkome, George R.,Kiefer, Garry E.,Yuan-Jiao Xia,Gupta, Vinod K.. "-Methyl Functionalization of Electron-Poor Heterocycles: Free Radical Chlorination". . p. 676 - 679. Retrieved 2007/10/02.