367-32-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
4-Fluorocatechol is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new and effective compounds for medical and agricultural applications.
Used in Dye and Fluorochrome Production:
4-Fluorocatechol is used as a precursor in the production of synthetic dyes and fluorochromes, enabling the creation of a wide range of colorants and fluorescent markers for various industries, including textiles, plastics, and scientific research.
Used in Organic Synthesis:
4-Fluorocatechol is utilized as a reagent in the preparation of certain organic compounds, showcasing its versatility and importance in the field of organic synthesis. Its unique properties make it a valuable asset in the synthesis of complex organic molecules and the development of novel chemical reactions.

InChI:InChI=1/C6H5FO2/c7-4-1-2-5(8)6(9)3-4/h1-3,8-9H

Upstream product

• 398-62-9 4-fluoroveratrole 
• 72955-97-6 5-fluoro-2-methoxy phenol 
• 446-36-6 5-fluoro-2-nitrophenol 
• 371-41-5 4-Fluorophenol 
• 347-54-6 5-fluoro-2-hydroxybenzaldehyde 
• 1315577-30-0 C₁₄H₂₃FO₂Si 
• 371-35-7 sodium 4-fluorophenoxide 
• 540-36-3 para-difluorobenzene 
• 450-93-1 2-methoxy-4-fluorophenol 
• 98-29-3 4-tert-Butylcatechol 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 62834-26-8 5-fluoro-3'-methyl-2-phenoxy-2λ⁵-spiro[benzo[1,3,2]dioxaphosphole-2,2'-[1,3,2]oxazaphospholidine] 
• 931424-24-7 dimethyl 2,2’-((4-fluoro-1,2-phenylene)bis(oxy))diacetate 
• 656804-73-8 4-bromo-5-fluorobenzene-1 ,2-diol 
• 118070-98-7 4-fluorocyclohexa-3,5-diene-1,2-dione 
• 1260398-02-4 2,2'-(4-fluoro-1,2-phenylene)bisoxydiethanol 
• 1344113-54-7 4-fluorocatechol diacetate 
• 147900-49-0 5-fluorobenzo[d][1,3]dioxolene 
• 1366234-03-8 (6-fluoro-1,3-benzodioxol-5-yl)amine 
• 1448465-06-2 C₁₂H₁₁FO₆ 
• 1450648-53-9 N-((6-fluorobenzo[d][1,3]dioxol-5-yl)carbamothioyl)benzamide 
• 492444-09-4 tert-butyl (5-fluoro-1,3-benzodioxol-4-yl)carbamate 
• 492444-08-3 5-fluoro-1,3-benzodioxole-4-carboxylic acid 
• 492444-04-9 5-fluoro-1,3-benzodioxol-4-amine 
• 1260398-03-5 2,2'-(4-fluoro-1,2-phenylene)bisoxybis(ethane-2,1-diyl)bis(4-methylbenzenesulfonate) 

Relevant academic research and scientific papers

Anchimerically Assisted Selective Cleavage of Acid-Labile Aryl Alkyl Ethers by Aluminum Triiodide and N, N-Dimethylformamide Dimethyl Acetal

Aluminum triiodide is harnessed by N,N-dimethylformamide dimethyl acetal (DMF-DMA) for the selective cleavage of ethers via neighboring group participation. Various acid-labile functional groups, including carboxylate, allyl, tert-butyldimethylsilyl (TBS), and tert-butoxycarbonyl (Boc), suffer the conditions intact. The method offers an efficient approach to cleaving catechol monoalkyl ethers and to uncovering phenols from acetal-type protecting groups such as methoxymethyl (MOM), methoxyethoxymethyl (MEM), and tetrahydropyranyl (THP) chemoselectively.

Selective ether bond breaking method of aryl alkyl ether

The invention discloses a selective aryl alkyl ether cracking method, which comprises that aryl alkyl ether, aluminum iodide and an additive are subjected to a selective ether bond cleavage reaction in an organic solvent at a temperature of -20 DEG C to a reflux temperature to generate phenol and derivatives thereof. The method is mild in condition and simple and convenient to operate, is suitablefor cracking aryl alkyl ether containing o-hydroxyl and o-carbonyl and acetal ether, and can also be used for removing tertiary carbon hydroxyl protecting groups with higher steric hindrance, such astriphenylmethyl, tertiary butyl and the like.

Pyrimidine or pyrazino five-membered heterocyclic compound and applications thereof

The invention discloses a pyrimidine or pyrazino five-membered heterocyclic compound, a pharmaceutically acceptable salt, a hydrate, a prodrug, a stereoisomer or a solvate thereof, and provides a preparation method of the compound, a composition containing the compound, and applications of the compound in preparation of drugs for treating diseases or disorders related to the action mechanism of EED protein and/or PRC2 protein complex.

Reductive Electrochemical Activation of Molecular Oxygen Catalyzed by an Iron-Tungstate Oxide Capsule: Reactivity Studies Consistent with Compound i Type Oxidants

The reductive activation of molecular oxygen catalyzed by iron-based enzymes toward its use as an oxygen donor is paradigmatic for oxygen transfer reactions in nature. Mechanistic studies on these enzymes and related biomimetic coordination compounds designed to form reactive intermediates, almost invariably using various "shunt" pathways, have shown that high-valent Fe(V)=O and the formally isoelectronic Fe(IV) =O porphyrin cation radical intermediates are often thought to be the active species in alkane and arene hydroxylation and alkene epoxidation reactions. Although this four decade long research effort has yielded a massive amount of spectroscopic data, reactivity studies, and a detailed, but still incomplete, mechanistic understanding, the actual reductive activation of molecular oxygen coupled with efficient catalytic transformations has rarely been experimentally studied. Recently, we found that a completely inorganic iron-tungsten oxide capsule with a keplerate structure, noted as {Fe30W72}, is an effective electrocatalyst for the cathodic activation of molecular oxygen in water leading to the oxidation of light alkanes and alkenes. The present report deals with extensive reactivity studies of these {Fe30W72} electrocatalytic reactions showing (1) arene hydroxylation including kinetic isotope effects and migration of the ipso substituent to the adjacent carbon atom ("NIH shift"); (2) a high kinetic isotope effect for alkyl C - H bond activation; (3) dealkylation of alkylamines and alkylsulfides; (4) desaturation reactions; (5) retention of stereochemistry in cis-alkene epoxidation; and (6) unusual regioselectivity in the oxidation of cyclic and acyclic ketones, alcohols, and carboxylic acids where reactivity is not correlated to the bond disassociation energy; the regioselectivity obtained is attributable to polar effects and/or entropic contributions. Collectively these results also support the conclusion that the active intermediate species formed in the catalytic cycle is consistent with a compound I type oxidant. The activity of {Fe30W72} in cathodic aerobic oxidation reactions shows it to be an inorganic functional analogue of iron-based monooxygenases.

Pyrimidone compound and application thereof

The invention discloses a pyrimidone compound, pharmaceutically acceptable salt and solvate thereof, and provides a method for preparing the compounds, a composition containing the compounds and medicinal application of the compounds in preparation of medicines for treating diseases or disorders related to EED protein and/or PRC2 protein complex action mechanisms.

Pyrido/pyridazocyclic compound and application thereof

The invention discloses a pyrido/pyridazocyclic compound, a pharmaceutically acceptable salt and a solvent compound thereof. The invention further provides a preparation method of the compound, a composition with the compound and application of the compound for preparing medicines for treating diseases or disorders related to EED (embryonic ectoderm development) protein and/or PRC2 (polycomb repressive complex 2) protein composition action mechanisms.

Practical Cleavage of Acetals by Using an Odorless Thiol Immobilized on Silica

A practical, efficient and general method was developed for the deprotection of a variety of aromatic and aliphatic acetals to their corresponding catechol or diol derivatives using thiol immobilized on silica gel. This is an application for the well-known commercial solid-supported thiol (SiliaMetS Thiol). The procedure is mild and amenable to scale-up. It does not require inert atmosphere and clean conversions were observed. This method is applicable to substituted 1,3-benzodioxole and aliphatic acetals with different functionalities. It offers the advantage of a general route with high yield, which can be undertaken at ambient temperature.

Synthesis of α-oxygenated ketones and substituted catechols via the rearrangement of N-enoxy- and N-aryloxyphthalimides

A common approach to the synthesis of α-oxygenated carbonyl compounds and catechols is the treatment of a carbonyl compound or a phenol with an electrophilic oxygen source. As an alternative approach to these important structures, formal [3,3]-rearrangements of N-enoxyphthalimides, N-enoxyisoindolinones, and N-aryloxyphthalimides have been explored. When used in combination with an initial Chan-Lam coupling, these transformations facilitate the dioxygenation of alkenylboronic acids for the synthesis of α-oxygenated ketones and the dioxygenation of arylboronic acids for the synthesis of catechols. The rearrangements of N-enoxyisoindolinones have also been shown to be diastereoselective.

GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).

Efficient Biomimetic Hydroxylation Catalysis with a Bis(pyrazolyl)imidazolylmethane Copper Peroxide Complex

Bis(pyrazolyl)methane ligands are excellent components of model complexes used to investigate the activity of the enzyme tyrosinase. Combining the N donors 3-tert-butylpyrazole and 1-methylimidazole results in a ligand that is capable of stabilising a (μ-η2:η2)-dicopper(II) core that resembles the active centre of tyrosinase. UV/Vis spectroscopy shows blueshifted UV bands in comparison to other known peroxo complexes, due to donor competition from different ligand substituents. This effect was investigated with the help of theoretical calculations, including DFT and natural transition orbital analysis. The peroxo complex acts as a catalyst capable of hydroxylating a variety of phenols by using oxygen. Catalytic conversion with the non-biological phenolic substrate 8-hydroxyquinoline resulted in remarkable turnover numbers. In stoichiometric reactions, substrate-binding kinetics was observed and the intrinsic hydroxylation constant, kox, was determined for five phenolates. It was found to be the fastest hydroxylation model system determined so far, reaching almost biological activity. Furthermore, Hammett analysis proved the electrophilic character of the reaction. This sheds light on the subtle role of donor strength and its influence on hydroxylation activity.