14742-36-0

Basic information

• Product Name: 3,4,5,6-TETRAFLUORO-2-HYDROXYBENZOIC ACID
• Synonyms: 3,4,5,6-TETRAFLUORO-2-HYDROXYBENZOIC ACID;3,4,5,6-TETRAFLUOROSALICYLIC ACID;2,3,4,5-Tetrafluoro-6-hydroxybenzoic acid
• CAS NO: 14742-36-0
• Molecular Formula: C₇H₂F₄O₃
• Molecular Weight: 210.08
• Mol File: 14742-36-0.mol

Chemical Properties

• Melting Point: 173 °C
• Boiling Point: 282.1 °C at 760 mmHg
• Flash Point: 124.4 °C
• Appearance: /
• Density: 1.792 g/cm³
• Vapor Pressure: 0.00162mmHg at 25°C
• Refractive Index: 1.509
• PKA: 1.53±0.28(Predicted)
• CAS DataBase Reference: 3,4,5,6-TETRAFLUORO-2-HYDROXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5,6-TETRAFLUORO-2-HYDROXYBENZOIC ACID(14742-36-0)
• EPA Substance Registry System: 3,4,5,6-TETRAFLUORO-2-HYDROXYBENZOIC ACID(14742-36-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 36/37/39
• Hazardous Substances Data: 14742-36-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
3,4,5,6-Tetrafluoro-2-hydroxybenzoic acid is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its unique chemical properties make it a valuable component in the creation of these products.
Used in Electronic Materials Production:
TFHBA is utilized in the production of electronic materials, where its properties can enhance the performance of certain devices or components. Its involvement in this sector highlights its versatility and application in high-tech industries.
Used as a Building Block for Fluorescent Sensors and Dyes:
3,4,5,6-Tetrafluoro-2-hydroxybenzoic acid is employed as a building block for the development of fluorescent sensors and dyes. Its chemical structure allows for specific interactions that are useful in the design of sensitive and selective detection tools in various analytical and diagnostic applications.

InChI:InChI=1/C7H2F4O3/c8-2-1(7(13)14)6(12)5(11)4(10)3(2)9/h12H,(H,13,14)

Upstream product

• 38512-77-5 2,3,4,5-tetrafluoro-6-methoxybenzoic acid 
• 4487-61-0 5,6,7,8-tetrafluoro-2-methyl-4-oxo-4H-benzopyran-3-carboxylic acid ethyl ester 
• 551-62-2 1,2,3,4-tetrafluorobenzene 
• 602-94-8 Pentafluorobenzoic acid 
• 109-88-6 magnesium methanolate 
• 124-38-9 carbon dioxide 
• 3467-85-4 2,3,4,5-tetrafluorophenol 

Downstream Products

• 22105-26-6 2-acetyloxy-3,4,5,6-tetrafluorobenzoic acid 
• 15068-09-4 ethyl 2-hydroxy-3,4,5,6-tetrafluorobenzoate 

Relevant articles and documents

Synthesis and biological activity of polyfluorinated p-aminosalicylic acids and their amides

Polyfluorinated analogues of salicylamide and p-aminosalicylic acid have been synthesized based on methyl polyfluorosalicylates. Polyfluorosalicylamides were obtained by the reaction with aqueous ammonia, while 4-aminopolyfluorosalicylic acids were prepar

Polyfluorinated salicylic acid derivatives as analogs of known drugs: Synthesis, molecular docking and biological evaluation

We have developed the convenient methods for synthesis of polyfluorosalicylic acids and their derivatives. For the first time the biological properties of polyfluorosalicylates were investigated in vitro (permeability through the biological membranes, COX-1 inhibitory action) and in vivo (anti-inflammatory, analgesic activities, acute toxicity). Molecular docking of polyfluorinated salicylates confirmed in vitro and in vivo experiments.

Preparation method of 3,4,5,6-tetrafluorosalicylic acid

The invention discloses a preparation method of 3,4,5,6-tetrafluorosalicylic acid. The preparation method comprises the following steps of adopting 2,3,4,5,6-pentafluorobenzoyl chloride as a raw material, obtaining intermediate products by condensation of the raw material with ethyl acetoacetate and complexation of the condensation products with cupric ions, and acidifying the intermediate products; obtaining 5,6,7,8-tetrafluoro-2-methyl-4-oxo-4H-benzopyran-3-carboxylic ethyl ester by cyclizaiton of the acidified products through heating, stirring the cyclization products in a sodium hydroxide solution, dropwise and slowly adding excessive amount of hydrogen peroxide solution, stirring and preserving the temperature of the mixture, and completing the reaction after the cyclization products are not detected by TLC; removing excessive amount of hydrogen peroxide by adding sodium thiosulfate, increasing the temperature for 1 hour, adjusting pH by adding hydrochloric acid after cooling the mixture to room temperature, and extracting target products with methyl tertiary butyl ether; drying the target products with anhydrous sodium sulfate, distilling the filter liquid, and obtaining 3,4,5,6-tetrafluorosalicylic acid by recrystallization of crude products by using dichloromethane. The preparation method has the advantages of low requirement for equipment, no pollution due to by-products of water, product recovery of 78-83% and crude product purity of 97%.

INHIBITORS OF STEAROYL-COA DESATURASE

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, obesity.

Selective ortho methoxylation of pentafluorobenzoic acid

Kinetics of reaction of pentafluorobenzoic acid with magnesium methoxide are studied. A new synthesis of tetrafluorosalicylic acid is developed. 3,4,5-Trifluoro-2,6-dimethoxybenzoic acid and 4,5,6-tri-ftororesorcinol and its dimethyl ether were first prepared.

The selective ortho-methoxylation of pentafluorobenzoic acid - A new way to tetrafluorosalicylic acid and its derivatives

A simple and efficient preparation of tetrafluorosalicylic acid has been developed which involves a selective substitution of fluorine in pentafluorobenzoic acid with methoxyl group by magnesium methoxide. The synthesis of 2,6-dimethoxy-3,4,5-trifluorobenzoic acid, 4,5,6-trifluororesorcinol and its dimethoxy ether is described.

Synthesis of long chain alkyl and chloroalkyl esters of perfluorosalicylic acid, new potential high temperature antifriction additives for advanced motor oils

Long chain alkyl and chloroalkyl esters of perfluorosalicyclic acid, which are potential antifriction additives for lubricating oil or fuel, are prepared by treating equimolar amounts of perfluorinated salicylic acid and a long chain alkyl alcohol in benzene in the presence of a strongly acidic ionic exchange resin.