2,5-Dimethylquinoline

Base Information

• Chemical Name: 2,5-Dimethylquinoline
• CAS No.: 26190-82-9
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90275088
• Nikkaji Number: J1.406.123A
• Wikidata: Q82004652
• Mol file: 26190-82-9.mol

Synonyms:2,5-dimethylquinoline;26190-82-9;Quinoline, 2,5-dimethyl-;SCHEMBL826491;DTXSID90275088;BBA19082;AKOS006306898;AT13138;SB68159;BS-49622;CS-0336135;FT-0738671

Chemical Property of 2,5-Dimethylquinoline

Chemical Property:

• Melting Point: 61°C
• Refractive Index: 1.6106 (estimate)
• Boiling Point: 266.88°C (estimate)
• PKA: 6.05±0.50(Predicted)
• PSA: 12.89000
• Density: 1.0491 (estimate)
• LogP: 2.85160
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98.5% ^*data from raw suppliers

2,5-Dimethylquinoline 95+% ^*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)C

Technology Process of 2,5-Dimethylquinoline

There total 9 articles about 2,5-Dimethylquinoline 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: 51.0%

ethanol (64-17-5) + 1-amino-3-methylbenzene (108-44-1) → 2,7-dimethylquinoline (93-37-8) + 2,5-dimethylquinoline (26190-82-9)

Guidance literature:

ethanol; With iron chromite; dihydrogen peroxide; In water; at 20 ℃; for 2h; UV-irradiation;

1-amino-3-methylbenzene; In water; for 0.0833333h;

DOI:10.1134/S1070428018080080

Reference yield:

1-amino-3-methylbenzene (108-44-1) + crotonaldehyde (123-73-9,4170-30-3) → 2,7-dimethylquinoline (93-37-8) + 2,5-dimethylquinoline (26190-82-9)

Guidance literature:

With sulfuric acid; 3-Nitrobenzenesulfonic acid;

DOI:10.1039/jr9490002656 DOI:10.1021/jo01194a009 DOI:10.1021/ja01113a049

Reference yield:

acetaldehyde (75-07-0,9002-91-9) + 1-amino-3-methylbenzene (108-44-1) → 2,7-dimethylquinoline (93-37-8) + 2,5-dimethylquinoline (26190-82-9)

Guidance literature:

With di-μ-chlorobis(norbornadiene)dirhodium(I); 1-methyl-3-nitrobenzene; In ethanol; at 180 ℃; for 4h; Yield given. Yields of byproduct given;

DOI:10.1246/bcsj.54.3460

upstream raw materials:

1-amino-3-methylbenzene

crotonaldehyde

paracetaldehyde

acetaldehyde

Downstream raw materials:

5-methyl-quinoline-2-carboxylic acid

2-methyl-quinoline-5-carboxylic acid

Refernces

• 1、 Makhmutov. "One-Pot Oxidative Synthesis of Substituted Quinolines from Alcohols and Arylamines Catalyzed by Fe(CrO2)2 in Water Medium". . p. 1166 - 1172. Retrieved 2018/10/24.
• 2、 Khusnutdinov, Ravil,Bayguzina, Alfiya,Aminov, Rishat,Dzhemilev, Usein. "Quinoline Synthesis by the Reaction of Anilines with 1,2-diols Catalyzed by Iron Compounds". supporting information. p. 1022 - 1029. Retrieved 2016/07/28.