483-69-2

Basic information

• Product Name: 5-trifluoroMethyl-8-quinolinaMine
• Synonyms: 5-trifluoroMethyl-8-quinolinaMine;8-amino-5-(trifluoromethyl)quinoline;5-(Trifluoromethyl)quinolin-8-amine
• CAS NO: 483-69-2
• Molecular Formula: C10H7F3N2
• Molecular Weight: 212.1711896
• EINECS: -0
• Product Categories: organic building block
• Mol File: 483-69-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 89 °C(Solv: ethanol (64-17-5))
• Boiling Point: 317.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.390±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.74±0.12(Predicted)
• CAS DataBase Reference: 5-trifluoroMethyl-8-quinolinaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-trifluoroMethyl-8-quinolinaMine(483-69-2)
• EPA Substance Registry System: 5-trifluoroMethyl-8-quinolinaMine(483-69-2)

Safety Data

• Hazardous Substances Data: 483-69-2(Hazardous Substances Data)

Usage

General Description

5-trifluoroMethyl-8-quinolinaMine is a chemical compound with the molecular formula C10H6F3N. It is a member of the quinoline family and contains a trifluoromethyl group attached to the 5-position of the quinoline ring. 5-trifluoroMethyl-8-quinolinaMine is commonly used as a building block in organic synthesis, particularly in the pharmaceutical industry. Its unique structure and fluorine substitution make it a valuable tool for the development of new drugs and agrochemicals. Additionally, the trifluoromethyl group can enhance the biological activity and metabolic stability of the molecules it is incorporated into. Due to its versatile applications and potential biological properties, 5-trifluoroMethyl-8-quinolinaMine is a valuable compound in the field of medicinal chemistry and drug discovery.

Upstream product

• 578-66-5 8-amino quinoline 
• 2314-97-8 iodotrifluoromethane 
• 33757-48-1 N-quinolin-8-yl-benzamide 
• 1961266-44-3 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate 
• 454-79-5 2-Bromo-5-trifluoromethylaniline 
• 917251-92-4 8-bromo-5-(trifluoromethyl)quinoline 
• 170891-76-6 α,α,α-trimethyl-N-(quinolin-8-yl)acetamide 
• 887144-94-7 Togni's reagent II 
• 402-14-2 2-nitro-5-(trifluoromethyl)aniline 
• 316-76-7 8-nitro-5-trifluoromethyl-quinoline 

Downstream Products

• 316-99-4 N-(5-(trifluoromethyl)quinolin-8-yl)acetamide 
• 342-30-3 5-(trifluoromethyl)quinolone 

Relevant articles and documents

Systematic ligand variation to modulate the electrochemical properties of iron and manganese complexes

A series of iron(+iii) and manganese(+ii) complexes based on the dpaqR-ligand system (dpaq = 2-[bis(pyridine-2-ylmethyl)]amino-N-quinolin-8-yl-acetamide) were investigated using cyclic voltammetry (CV) to elucidate how the electronic properties of the ligands influence the overpotential and catalytic current in the context of water oxidation catalysis. For the Fe-complexes an electron withdrawing NO2 or CF3 group attached to the 5-position of the quinoline unit increased the catalytic current, but only with a simultaneous increase of the overpotential. However, when a pyrene moiety was attached to the dipicolylamine unit of the ligand, the overpotential decreased with concomitant increase of the catalytic current. Although the manganese complexes showed no reversible formation of a molecular catalytically active species for water oxidation, the variations of the ligand scaffold affected largely the same trends in their electrochemical behavior.

Auxiliary-Directed C(sp3)?H Arylation by Synergistic Photoredox and Palladium Catalysis

Herein we describe the auxiliary-directed arylation of unactivated C(sp3)?H bonds with aryldiazonium salts, which proceeds under synergistic photoredox and palladium catalysis. The site-selective arylation of aliphatic amides with α-quaternary centres is achieved with high selectivity for β-methyl C(sp3)?H bonds. This operationally simple method is compatible with carbocyclic amides, a range of aryldiazonium salts and proceeds at ambient conditions.

5-Position-selective C-H trifluoromethylation of 8-aminoquinoline derivatives

We developed a copper-catalyzed 5-position-selective C-H trifluoromethylation of 8-aminoquinoline derivatives. The reaction proceeded with high functional group tolerance under mild conditions. In the case of quinolines with an amide, carbamate, urea, or sulfonamide group at the 8-position of quinoline moieties, a radical scavenger experiment indicated that the reaction proceeded via a radical pathway. The protecting group of an 8-amidoquinoline derivative could be removed by hydrolysis. On the other hand, the trifluoromethylation of 8-aminoquinolines was also promoted by other Lewis acids as well as a copper catalyst and proceeded even in the presence of a radical scavenger. These results indicated that the trifluoromethylation of 8-aminoquinolines proceeded via a Friedel-Crafts-type reaction. Interestingly, the copper salt works as either a catalyst for the formation of a CF3 radical or a Lewis acid to promote a Friedel-Crafts-type reaction, depending on the substrate.