5-Chloro-8-methylquinoline

Base Information

• Chemical Name: 5-Chloro-8-methylquinoline
• CAS No.: 78941-95-4
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• Hs Code.: 2933499090
• European Community (EC) Number: 869-965-0
• DSSTox Substance ID: DTXSID70398168
• Nikkaji Number: J2.629.379K
• Wikidata: Q82200004
• Mol file: 78941-95-4.mol

Synonyms:5-chloro-8-methylquinoline;78941-95-4;5-chloro-8-methyl-quinoline;SCHEMBL2056205;DTXSID70398168;MFCD00463515;IFLAB-BB F0349-0482;AKOS001483093;SB67613;AS-58726;CS-0131202;EU-0066723;EN300-50515;D95571;A864946;SR-01000388933;SR-01000388933-1;Z600615482

Chemical Property of 5-Chloro-8-methylquinoline

Chemical Property:

• Melting Point: 31-32 °C
• Boiling Point: 293.4±20.0 °C(Predicted)
• PKA: 3.95±0.29(Predicted)
• PSA: 12.89000
• Density: 1.225±0.06 g/cm3(Predicted)
• LogP: 3.19660
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 177.0345270
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Chloro-8-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=C(C=C1)Cl)C=CC=N2
• Uses: 5-Chloro-8-methylquinoline can be used as an anticancer agent.

Technology Process of 5-Chloro-8-methylquinoline

There total 6 articles about 5-Chloro-8-methylquinoline 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: 90.0%

8-methylquinoline (611-32-5) → 5-chloro-8-methylquinoline (78941-95-4)

Guidance literature:

With chlorine; silver sulfate; In sulfuric acid; 1.)8 h 2.)r.t., 20 h;

DOI:10.1007/BF00505763

Reference yield: 80.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + 5-chloro-2-methyl-benzenamine (95-79-4) → 5-chloro-8-methylquinoline (78941-95-4)

Guidance literature:

With sulfuric acid; sodium iodide; In water; at 140 - 145 ℃; for 4h; Inert atmosphere;

DOI:10.1039/b803156h

Reference yield: 72.0%

8-methylquinoline (611-32-5) → 5-chloro-8-chloromethylquinoline + 5-chloro-8-methylquinoline (78941-95-4)

Guidance literature:

With trichloroisocyanuric acid; In acetonitrile; at 20 ℃;

DOI:10.1039/c7sc04107a

upstream raw materials:

8-methylquinoline

glycerol

5-chloro-2-methyl-benzenamine

tripropanolamine

Downstream raw materials:

8-methylquinoline

7-Chloro-8-methylquinoline

5-chloro-8-(bromomethyl)quinoline

N-((5-chloroquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide

Refernces

• 1、 Lyu, Xue-Li,Huang, Shi-Sheng,Huang, Yuan-Qiong,Li, Yong-Qiang,Song, Hong-Jian,Liu, Yu-Xiu,Wang, Qing-Min. "Rhodium(III)-Catalyzed Direct Coupling of Quinoline-8-Carbaldehydes with (Het)Arylboronic Acids for the Synthesis of 8-Aryloylquinolines". . p. 10271 - 10282. Retrieved 2020/09/03.
• 2、 Ghosh, Bidhan,Samanta, Rajarshi. "Rh(iii)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds". supporting information. p. 6886 - 6889. Retrieved 2019/06/18.