18706-25-7

Basic information

• Product Name: 4-bromo-2-(trifluoromethyl)quinoline
• Synonyms: 4-bromo-2-(trifluoromethyl)quinoline;2-TrifluoroMethyl-4-broMoquinoline;4-Bromo-2-(trifluoromethyl)-1-azanaphthalene
• CAS NO: 18706-25-7
• Molecular Formula: C₁₀H₅BrF₃N
• Molecular Weight: 276.06
• Product Categories: CHIRAL CHEMICALS
• Mol File: 18706-25-7.mol

Chemical Properties

• Boiling Point: 268.929 °C at 760 mmHg
• Flash Point: 116.445 °C
• Appearance: liquid
• Density: 1.658
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.573
• PKA: -1.38±0.50(Predicted)
• CAS DataBase Reference: 4-bromo-2-(trifluoromethyl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-2-(trifluoromethyl)quinoline(18706-25-7)
• EPA Substance Registry System: 4-bromo-2-(trifluoromethyl)quinoline(18706-25-7)

Safety Data

• Hazardous Substances Data: 18706-25-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-bromo-2-(trifluoromethyl)quinoline is used as a building block in organic synthesis for the creation of various chemical compounds. Its unique structure allows for the formation of new molecules with potential applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-bromo-2-(trifluoromethyl)quinoline is used as a starting material for the development of new drugs. Its quinoline structure and functional groups can be modified to design molecules with specific biological activities, targeting various therapeutic areas.
Used in Medicinal Chemistry:
4-bromo-2-(trifluoromethyl)quinoline is utilized in medicinal chemistry for the exploration of its potential as a lead compound. Researchers investigate its interactions with biological targets and evaluate its pharmacological properties to assess its suitability for further drug development.
Used in Agrochemical Development:
In the agrochemical industry, 4-bromo-2-(trifluoromethyl)quinoline may have potential applications as a building block for the development of new pesticides or other agrochemicals. Its unique structure and functional groups can be exploited to create molecules with specific modes of action against pests or diseases.

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

Upstream product

• 83842-55-1 2‐(trifluoromethyl)quinolin‐4(1H)‐one 
• 62-53-3 aniline 
• 20151-40-0 2,4-dibromoquinoline 
• 1701-18-4 2-(trifluoromethyl)quinolin-4-ol 

Downstream Products

• 78946-17-5 2-trifluoromethyl-4-quinolinecarboxaldehyde 
• 18706-39-3 2-(trifluoromethyl)quinoline-4-carboxylic acid 
• 587886-11-1 4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid 
• 587886-26-8 2-trifluoromethyl-3-quinolinecarboxylic acid 
• 587886-19-9 4-bromo-2-trifluoromethyl-3-quinolinecarboxylic acid methyl ester 
• 260972-16-5 α-Phenyl-2-trifluoromethyl-4-quinolinemethanol 
• 1242063-02-0 tert-butyl 4-{(1R)-1-[(R)-[(2-trifluoromethylquinolin-4-yl)oxy](4-chlorophenyl)methyl]butyl}benzoate 
• 18706-26-8 2-(trifluoromethyl)-4-cyanoquinoline 

Relevant articles and documents

Preparation method of quinolone derivate

The invention discloses a preparation method of a quinolone derivate 1-(2-(trifluoromethyl) quinolone-4-gruop) ethylamine. The method is characterized in that 2-(trifluoromethyl) quinolone-4-alcohol is used as the initial raw material and is subjected to bromination, cyaniding, grignard reaction and amination reduction to obtain a target product. The compound is an important intermediate of a medicine.

Copper-mediated perfluoroalkylation of heteroaryl bromides with (phen)CuRF

The attachment of perfluoroalkyl groups onto organic compounds has been a major synthetic goal over the past several decades. Previously, our group reported phenanthroline-ligated perfluoroalkyl copper reagents, (phen)CuR F, which react with aryl iodides and aryl boronates to form the corresponding benzotrifluorides. Herein the perfluoroalkylation of a series of heteroaryl bromides with (phen)CuCF3 and (phen)CuCF 2CF3 is reported. The mild reaction conditions allow the process to tolerate many common functional groups. Perfluoroethylation with (phen)CuCF2CF3 occurs in somewhat higher yields than trifluoromethylation with (phen)CuCF3, creating a method to generate fluoroalkyl heteroarenes that are less accessible from trifluoroacetic acid derivatives.

Selective and efficient structural elaboration of 2-(trifluoromethyl)quinolinones

The acid-catalyzed cyclization-condensation between anilines and ethyl 4,4,4-trifluoroacetoacetate affords 1,4-dihydro-2-trifluoromethyl-4H-4-quinolinones (1), which can easily be converted into 4-bromo-2-(trifluoromethyl)quinolines. These undergo halogen/metal exchange, generating 2-trifluoromethyl-4-quinolyllithiums, when treated with butyllithium, and hydrogen/metal exchange, generating 4-bromo-2-trifluoromethyl-3-quinolyllithiums, when treated with lithium diisopropylamide. Trapping of the latter intermediates provides 3-functionalized products that may be further elaborated by electrophilic substitution of the bromine atom. A few unexpected findings resulted from these investigations, the most noteworthy being an unprecedented buttressing effect and a counterintuitive halogen reactivity. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).