5-Methylquinoline

Base Information

• Chemical Name: 5-Methylquinoline
• CAS No.: 7661-55-4
• Molecular Formula: C10H9 N
• Molecular Weight: 143.188
• Hs Code.: 2933499090
• European Community (EC) Number: 231-630-6
• UNII: 64960II964
• DSSTox Substance ID: DTXSID40227431
• Nikkaji Number: J113.947I
• Wikidata: Q27263724
• Mol file: 7661-55-4.mol

Synonyms:5-Methylquinoline;7661-55-4;QUINOLINE, 5-METHYL-;5-methyl-Quinoline;BRN 0111321;EINECS 231-630-6;UNII-64960II964;MFCD01685457;64960II964;5-20-07-00399 (Beilstein Handbook Reference);METHYLQUINOLINE, 5-;SCHEMBL129944;DTXSID40227431;BCP32567;AKOS006278440;CS-W019214;SB67558;AM807083;DS-14159;SY111861;LS-142039;FT-0655168;EN300-124556;O11479;A838767;Q27263724;F0001-2463

Chemical Property of 5-Methylquinoline

Chemical Property:

• Vapor Pressure: 0.0175mmHg at 25°C
• Melting Point: 19°C
• Refractive Index: 1.6219
• Boiling Point: 262.7°Cat760mmHg
• PKA: 5.2(at 20℃)
• Flash Point: 104.4°C
• PSA: 12.89000
• Density: 1.076g/cm³
• LogP: 2.54320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

5-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CC=NC2=CC=C1

Technology Process of 5-Methylquinoline

There total 26 articles about 5-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: 87.0%

2-acetylpyridine (1122-62-9) + 5-bromoquinoline (4964-71-0) → 5-methylquinoline (7661-55-4)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; palladium(II) trifluoroacetate; potassium tert-butylate; In toluene; at 120 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02498

Reference yield: 84.0%

5-nitroquinoline (607-34-1) + Trimethylboroxine (823-96-1) → 5-methylquinoline (7661-55-4)

Guidance literature:

With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; palladium diacetate; caesium carbonate; In toluene; at 150 ℃; for 24h; Inert atmosphere;

DOI:10.1039/d0sc01641a

Reference yield: 73.0%

5-bromoquinoline (4964-71-0) + methyl iodide (74-88-4) → 5-methylquinoline (7661-55-4)

Guidance literature:

5-bromoquinoline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

methyl iodide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b03221

upstream raw materials:

N'-(2,5-Dimethyl-phenyl)-N,N-dimethyl-acetamidine

N'-(2,3-Dimethyl-phenyl)-N,N-dimethyl-acetamidine

5-methyl-2,3,4,6,7,8-hexahydroquinoline

C₁₇H₁₈N₂

Downstream raw materials:

quinoline-5-carbaldehyde

quinoline-5-carboxylic acid

2-Hydroxy-4-methylquinoline

C₂₀H₂₁NO₂

Refernces

• 1、 Doyle, Abigail G.,Gandhi, Shivaani S.,Jiang, Shutian,Kariofillis, Stavros K.,Martinez Alvarado, Jesus I.,?urański, Andrzej M.. "Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources". supporting information. p. 1045 - 1055. Retrieved 2022/01/19.
• 2、 Chen, Weidong,Tang, Hao,Wang, Weilin,Fu, Qiang,Luo, Junfei. "Catalytic Aerobic Dehydrogenatin of N-Heterocycles by N-Hydoxyphthalimide". supporting information. p. 3905 - 3911. Retrieved 2020/08/10.