5-Fluoro-8-methylquinoline

Base Information

• Chemical Name: 5-Fluoro-8-methylquinoline
• CAS No.: 88474-18-4
• Molecular Formula: C10H8FN
• Molecular Weight: 161.179
• DSSTox Substance ID: DTXSID20479451
• Nikkaji Number: J2.224.745J
• Wikidata: Q82313499
• Mol file: 88474-18-4.mol

Synonyms:5-fluoro-8-methylquinoline;88474-18-4;5-Fluoro-8-methyl-quinoline;Quinoline, 5-fluoro-8-methyl-;SCHEMBL2557719;DTXSID20479451;MFCD09863332;AKOS024262046;SB39354;CS-0245375;EN300-30403;F13837;Z295461060

Chemical Property of 5-Fluoro-8-methylquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 2.68230
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.064077422
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

5-Fluoro-8-methylquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=C(C=C1)F)C=CC=N2

Technology Process of 5-Fluoro-8-methylquinoline

There total 5 articles about 5-Fluoro-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: 85.0%

3-fluoro-6-methylaniline (367-29-3) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 5-fluoro-8-methylquinoline (88474-18-4)

Guidance literature:

3-fluoro-6-methylaniline; glycerol; With sulfuric acid; sodium 3-nitrobenzenesulfonate; for 5h; Heating / reflux;

With sodium hydroxide; In diethyl ether;

Reference yield: 48.0%

8-methylquinolin-5-ylamine (50358-40-2) → 5-fluoro-8-methylquinoline (88474-18-4)

Guidance literature:

8-methylquinolin-5-ylamine; With tetrafluoroboric acid; sodium nitrite; In water; at 0 ℃; for 0.5h;

In toluene; for 32h; Heating;

DOI:10.1016/j.tet.2005.06.118

Reference yield:

8-methylquinoline (611-32-5) → 5-fluoro-8-methylquinoline (88474-18-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / nitric acid; sulfuric acid / 48 h / 0 °C

2.1: 79 percent / hydrochloric acid; tin(II) chloride / 48 h / 20 °C

3.1: sodium nitrite; fluoroboric acid / H₂O / 0.5 h / 0 °C

3.2: 48 percent / toluene / 32 h / Heating

With hydrogenchloride; tetrafluoroboric acid; sulfuric acid; nitric acid; tin(ll) chloride; sodium nitrite; In water;

DOI:10.1016/j.tet.2005.06.118

upstream raw materials:

8-methylquinolin-5-ylamine

8-methylquinoline

8-methyl-5-nitroquinoline

3-fluoro-6-methylaniline

Downstream raw materials:

5-fluoro-8-(bromomethyl)quinoline

5-fluoro-8-quinoline carboxylic acid

N-((5-fluoroquinolin-8-yl)methyl)-N-(phenylsulfonyl)benzenesulfonamide

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