588702-63-0

Basic information

• Product Name: 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID
• Synonyms: 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID;8-Carboxy-2-(trifluoromethyl)quinoline
• CAS NO: 588702-63-0
• Molecular Formula: C11H6F3NO2
• Molecular Weight: 241.1660496
• Mol File: 588702-63-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID(588702-63-0)
• EPA Substance Registry System: 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID(588702-63-0)

Safety Data

• Hazardous Substances Data: 588702-63-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various organic compounds due to its reactive functional groups and structural versatility.
Used in Medicinal Chemistry:
2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID is used as a potential pharmaceutical agent for the development of new drugs, leveraging its unique structure to target specific biological pathways and diseases.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID is used as a building block for the creation of novel therapeutic agents, potentially offering new treatment options for various medical conditions.
Further exploration and study are essential to fully understand the potential applications and properties of 2-(TRIFLUOROMETHYL)QUINOLINE-8-CARBOXYLIC ACID, as its unique structural features may lead to the discovery of new and effective compounds in both the organic synthesis and medicinal chemistry fields.

Upstream product

• 347-42-2 2-trifluoromethyl-quinoline 
• 124-38-9 carbon dioxide 
• 587885-93-6 4,8-dibromo-2-(trifluoromethyl)quinoline 
• 176722-63-7 8-bromo-2-(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).