176722-64-8

Basic information

• Product Name: 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE
• Synonyms: 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE
• CAS NO: 176722-64-8
• Molecular Formula: C10H5BrF3N
• Molecular Weight: 276.05
• Product Categories: pharmacetical
• Mol File: 176722-64-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 284.3°Cat760mmHg
• Flash Point: 125.7°C
• Appearance: /
• Density: 1.658g/cm³
• Vapor Pressure: 0.00515mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE(176722-64-8)
• EPA Substance Registry System: 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE(176722-64-8)

Safety Data

• Hazardous Substances Data: 176722-64-8(Hazardous Substances Data)

Usage

General Description

6-Bromo-2-trifluoromethylquinoline is a chemical compound with the molecular formula C10H5BrF3N. It is a quinoline derivative with a bromine and trifluoromethyl group attached to the second and fourth carbon atoms, respectively. 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential use in the development of new materials and as a reagent in organic chemistry reactions. 6-Bromo-2-trifluoromethylquinoline is a pale yellow solid with a strong, pungent odor and is considered to be potentially hazardous, requiring careful handling and storage.

InChI:InChI=1/C10H5BrF3N/c11-7-2-3-8-6(5-7)1-4-9(15-8)10(12,13)14/h1-5H

Upstream product

• 5332-25-2 6-bromoquinoline 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1001621-59-5 2-azido-5-bromobenzaldehyde 
• 421-50-1 1,1,1-trifluoro-2-propanone 

Relevant articles and documents

Nucleophilic trifluoromethylation of azinium salts with Zn(CF3)2·bpy

(Trifluoromethyl)zinc complexes have been widely used in metal-mediated trifluoromethylation reactions. However, direct nucleophilic addition with a (trifluoromethyl)zinc complex is rare. In this article, we describe an unprecedented trifluoromethylation of azinium salts using Zn(CF3)2·bpy as CF3 source, giving 1-(4-methoxybenzyl)-2-(trifluoromethyl)-1,2-dihydroquinolines as products. The latter species were further transformed to 2-trifluoromethylquinolines under oxidative conditions. This work also shows that ligands play an important role in tuning the reactivity of (trifluoromethyl)zinc complexes.

2-Position-Selective C-H Perfluoroalkylation of Quinoline Derivatives

We developed 2-position-selective, direct C-H trifluoromethylation, pentafluoroethylation, and heptafluoropropylation of quinoline derivatives. Regioselective transformation was achieved without derivatization of the quinolines. The reaction proceeded at room temperature with high functional group tolerance, even in gram scale. Notably, the reaction was applicable to substrates containing a functional group sensitive to oxidation and a drug molecule.