588702-65-2

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID
• Synonyms: 3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID;4-Quinolinecarboxylic acid, 3-(trifluoroMethyl)-
• CAS NO: 588702-65-2
• Molecular Formula: C11H6F3NO2
• Molecular Weight: 241.17
• Product Categories: Carboxylic Acids;Quinolines, Isoquinolines & Quinoxalines;Carboxylic Acids;Quinolines, Isoquinolines & Quinoxalines
• Mol File: 588702-65-2.mol

Chemical Properties

• Boiling Point: 339.1 °C at 760 mmHg
• Flash Point: 158.9 °C
• Appearance: /
• Density: 1.481 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID(588702-65-2)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID(588702-65-2)

Safety Data

• Hazardous Substances Data: 588702-65-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID is used as a building block for the synthesis of pharmaceuticals due to its unique structure and reactivity. Its presence in the molecular framework can enhance the biological activity and pharmacological properties of the resulting compounds, making it a valuable component in the development of new drugs.
Used in Agrochemical Industry:
3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID is used as a building block for the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can improve their efficacy, selectivity, and environmental compatibility, contributing to more sustainable agricultural practices.
Used in Coordination Chemistry:
3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID is used as a ligand in coordination chemistry, where it can form stable complexes with various metal ions. These complexes exhibit unique properties and reactivity, making them useful in areas such as catalysis, sensing, and materials science.
Used in Organic Synthesis:
3-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID is used as a precursor in organic synthesis, where it can be further modified or functionalized to generate a wide range of compounds with diverse applications. Its presence in the molecular framework can impart specific properties and reactivity, making it a valuable starting material for the synthesis of novel molecules and materials.

Upstream product

• 590371-93-0 4-chloro-3-(trifluoromethyl)quinoline 
• 590371-90-7 4-chloro-3-iodoquinoline 
• 124-38-9 carbon dioxide 
• 590371-97-4 4-bromo-3-(trifluoromethyl)quinoline 
• 25199-76-2 3-(trifluoromethyl)quinoline 

Relevant articles and documents

Recommendable routes to trifluoromethyl-substituted pyridine- and quinolinecarboxylic acids

As part of a case study, rational strategies for the preparation of all ten 2-, 3-, or 4-pyridinecarboxylic acids and all nine 2-, 3-, 4-, or 8-quinolinecarboxylic acids bearing trifluoromethyl substituents at the 2-, 3-, or 4-position were elaborated. The trifluoromethyl group, if not already present in the precursor, was introduced either by the deoxygenative fluorination of suitable carboxylic acids with sulfur tetrafluoride or by the displacement of ring-bound bromine or iodine by trifluoromethylcopper generated in situ. The carboxy function was produced by treatment of organolithium or organomagnesium intermediates, products of halogen/metal or hydrogen/ metal permutation, with carbon dioxide. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

The direct metalation and subsequent functionalization of trifluoromethyl-substituted pyridines and quinolines

Depending on the choice of the reagent, 2-(trifluoromethyl)-pyridine can be selectively metalated and subsequently carboxylated of otherwise functionalized either at the 3- or at the 6-position. "Optional site selectivity" can also be achieved with 4-(trifluoromethyl)pyridine, which may be deprotonated either at the 2- or at the 3-position. In contrast, 3-(trifluoromethyl)pyridine undergoes nucleophilic addition and ensuing decomposition whatever the base. Depending on the reaction conditions, 2-(trifluoromethyl)quinoline displays reactivity toward lithium reagents at its 3-, 4-, or 8-positions, 3-(trifluoromethyl)quinolines at the 2- or 4-positions, and 4-(trifluoromethyl)quinoline at the 2- or 3-positions. It was therefore possible to prepare four trifluoromethyl-substituted pyridinecarboxylic acids (1, 4, 9, and 10) and six trifluoromethyl-substituted quinolinecarboxylic acids (11, 13, 14, 15, 17, and 18) regioisomerically uncontaminated and in a most straightforward way. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).