2-Methylbenzo[f]quinoline

Base Information

• Chemical Name: 2-Methylbenzo[f]quinoline
• CAS No.: 39258-30-5
• Molecular Formula: C14H11 N
• Molecular Weight: 193.248
• European Community (EC) Number: 254-385-7
• DSSTox Substance ID: DTXSID20960011
• Nikkaji Number: J261.356E
• Wikidata: Q82941005
• Mol file: 39258-30-5.mol

Synonyms:2-methylbenzo[f]quinoline;39258-30-5;EINECS 254-385-7;2-Methylbenzo(f)quinoline;Benzo(f)quinoline, 2-methyl-;Benzo[f]quinoline, 2-methyl-;SCHEMBL13169343;DTXSID20960011;AKOS015995545

Chemical Property of 2-Methylbenzo[f]quinoline

Chemical Property:

• Vapor Pressure: 3.16E-05mmHg at 25°C
• Boiling Point: 366.1°Cat760mmHg
• Flash Point: 162.3°C
• PSA: 12.89000
• Density: 1.155g/cm³
• LogP: 3.69640
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=CC3=CC=CC=C32)N=C1

Technology Process of 2-Methylbenzo[f]quinoline

There total 5 articles about 2-Methylbenzo[f]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: 52.0%

2-methyl-1.3-propanediol (2163-42-0) + naphthalen-2-ylamine (91-59-8) → 5,6-benzo-3-methylquinoline (39258-30-5)

Guidance literature:

With ruthenium trichloride; tributylphosphine; MgBr₂*Et₂O; In 1,3,5-trimethyl-benzene; for 16h; Inert atmosphere; Reflux;

DOI:10.1039/c0ob00676a

Reference yield:

1,3-dichloro-2-methyl-benzo[f]quinoline (853924-10-4) → 5,6-benzo-3-methylquinoline (39258-30-5)

Guidance literature:

With palladium on activated charcoal; ethanol; Hydrogenation;

DOI:10.1021/ja01644a038

Reference yield:

2-methyl-benzo[f]quinoline-1,3-diol (412335-67-2) → 5,6-benzo-3-methylquinoline (39258-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-aniline; phosphoryl chloride

2: palladium/charcoal; ethanol / Hydrogenation

With palladium on activated charcoal; ethanol; N,N-dimethyl-aniline; trichlorophosphate;

DOI:10.1021/ja01644a038

upstream raw materials:

1,3-dichloro-2-methyl-benzo[f]quinoline

2-methyl-benzo[f]quinoline-1,3-diol

naphthalen-2-ylamine

2-methyl-1.3-propanediol

Downstream raw materials:

Triphenylphosphine oxide

Refernces

• 1、 Monrad, Rune Nygaard,Madsen, Robert. "Ruthenium-catalysed synthesis of 2- and 3-substituted quinolines from anilines and 1,3-diols". experimental part. p. 610 - 615. Retrieved 2011/02/28.