3467-85-4

Usage

Uses

Used in Pharmaceutical Industry:
Phenol, 2,3,4,5-tetrafluoro-, is used as a building block for the synthesis of various pharmaceuticals. Its unique properties and increased hydrophobicity make it valuable in the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
Phenol, 2,3,4,5-tetrafluoro-, is used as a key intermediate in the production of agrochemicals. Its stability and reactivity contribute to the development of effective and environmentally friendly pesticides and other agricultural chemicals.
Used in Industrial Chemicals Production:
Phenol, 2,3,4,5-tetrafluoro-, is used as a precursor in the synthesis of various industrial chemicals. Its versatility and high reactivity make it a valuable component in the production of specialty materials and compounds.
Used in Organic Synthesis:
Phenol, 2,3,4,5-tetrafluoro-, is used as a reagent in organic synthesis due to its high reactivity and selectivity. It enables the formation of new chemical bonds and the synthesis of complex organic molecules for various applications.
Used in Specialty Materials Production:
Phenol, 2,3,4,5-tetrafluoro-, is used in the production of specialty materials and compounds, such as polymers and coatings, due to its unique properties and increased hydrophobicity. This contributes to the development of advanced materials with improved performance characteristics.

Upstream product

• 121-43-7 Trimethyl borate 
• 865-47-4 potassium tert-butylate 
• 7722-84-1 dihydrogen peroxide 
• 363-72-4 Pentafluorobenzene 
• 551-62-2 1,2,3,4-tetrafluorobenzene 
• 1765-42-0 2-amino-3,4,5,6-tetrafluorobenzoic acid 

Downstream Products

• 14742-36-0 2-hydroxy-3,4,5,6-tetrafluorobenzoic acid 

Relevant academic research and scientific papers

An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol

A new method for the preparation of 2,3,4,5-tetrafluorophenol from 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid has been proposed. It included the intramolecular cyclization of the salt of this acid in the presence of K2CO3 with the substitution of the ortho fluorine atom and the formation of a lactone, which under the reaction conditions underwent the ring-opening with the formation of the potassium salt of 2-[6-hydroxy(2,3,4,5-tetrafluorophenyl)-thio]acetic acid. The resulting salt was converted into methyl ester and desulfurized with Raney nickel to 2,3,4,5-tetrafluorophenol. The proposed method is a simple and efficient way to obtain poorly available 2,3,4,5-tetrafluorophenol in ～58% total yield based on 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid.

Synthesis of polyfluorinated benzofurans

A simple and efficient approach to the synthesis of fluorinated benzofurans including the Sonogashira cross-coupling of o-iodophenols with terminal Ph- and n-Bu-acetylenes, followed by intramolecular cyclization, in good to excellent yields is reported.

Catalytic defluorination of perfluorinated aromatics under oxidative conditions using N-bridged diiron phthalocyanine

Carbon-fluorine bonds are the strongest single bonds in organic chemistry, making activation and cleavage usually associated with organometallic and reductive approaches particularly difficult. We describe here an efficient defluorination of poly- and perfluorinated aromatics under oxidative conditions catalyzed by the μ-nitrido diiron phthalocyanine complex [(Pc)Fe III(μ-N)FeIV(Pc)] under mild conditions (hydrogen peroxide as the oxidant, near-ambient temperatures). The reaction proceeds via the formation of a high-valent diiron phthalocyanine radical cation complex with fluoride axial ligands, [(Pc)(F)FeIV(μ-N)FeIV(F) (Pc+?)], which was isolated and characterized by UV-vis, EPR, 19F NMR, Fe K-edge EXAFS, XANES, and Kβ X-ray emission spectroscopy, ESI-MS, and electrochemical techniques. A wide range of per- and polyfluorinated aromatics (21 examples), including C6F6, C6F5CF3, C6F5CN, and C6F5NO2, were defluorinated with high conversions and high turnover numbers. [(Pc)FeIII(μ-N)Fe IV(Pc)] immobilized on a carbon support showed increased catalytic activity in heterogeneous defluorination in water, providing up to 4825 C-F cleavages per catalyst molecule. The μ-nitrido diiron structure is essential for the oxidative defluorination. Intramolecular competitive reactions using C6F3Cl3 and C6F3H 3 probes indicated preferential transformation of C-F bonds with respect to C-Cl and C-H bonds. On the basis of the available data, mechanistic issues of this unusual reactivity are discussed and a tentative mechanism of defluorination under oxidative conditions is proposed.

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.

Benzene derivatives and a liquid-crystalline medium

The invention relates to novel benzene derivatives of the formula I STR1 in which n is 0, 1, 2, 3, 4, 5, 6 or 7, Q is --O--, --CH=CH-- or a single bond, r is 0, 1, 2, 3, 4 or 5, s is 0, 1 or 2, X is F, Cl, OCHF2 or CF3, L is H or F, and A is STR2 Z, Z-Ar, Ar-Z, Z-Cyc in which Z is a single bond, --(CH2)2 -- or --(CH2)4 --, Ar is 1,4-phenylene or biphenyl-4,4'-diyl and Cyc is trans-1,4-cyclohexylene.