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Usage

Uses

Used in Organic Synthesis:
1,2-DIMETHOXY-4-FLUOROBENZENE is used as a raw material for the synthesis of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable intermediate in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,2-DIMETHOXY-4-FLUOROBENZENE is used as a key intermediate in the synthesis of various drug molecules. Its presence in the molecular structure can influence the biological activity and pharmacokinetic properties of the final drug product, making it an essential component in drug discovery and development.
Used in Agrochemical Industry:
1,2-DIMETHOXY-4-FLUOROBENZENE is also utilized in the agrochemical industry for the synthesis of active ingredients in pesticides and other crop protection products. Its incorporation into these molecules can enhance their efficacy, selectivity, and environmental compatibility.
Used in Chemical Research:
In the field of chemical research, 1,2-DIMETHOXY-4-FLUOROBENZENE serves as a model compound for studying various reaction mechanisms and exploring new synthetic methodologies. Its unique reactivity and stability make it an ideal candidate for testing new catalysts, reagents, and reaction conditions.

Upstream product

• 67-56-1 methanol 
• 452-64-2 3,4-dimethyl-fluorobenzene 
• 6315-89-5 3,4-dimethoxyaniline 
• 2859-78-1 4-Bromoveratrole 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 
• 1582787-69-6 4,5-dimethoxy-2-(trimethylsilyl)phenyl nonaflate 
• 1582787-70-9 2-(t-butyldimethylsilyl)-4,5-dimethoxyphenyl nonaflate 
• 1276113-16-6 4,5-dimethoxy-2-trimethylsilylphenol 
• 1582787-64-1 C₁₄H₂₄O₃Si 
• 866252-52-0 4,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 2033-89-8 3,4-dimethoxyphenol 
• 1583285-88-4 3-(3,4-dimethoxyphenyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane 

Downstream Products

• 367-32-8 4-fluoropyrocatechol 
• 91407-48-6 2-(chloromethyl)-4,5-dimethoxy-1-fluorobenzene 
• 71924-62-4 2-fluoro-4,5-dimethoxybenzaldehyde 
• 265670-72-2 6-fluoro-2,3-dimethoxybenzoic acid 
• 23023-16-7 2‐(3,4‐dimethoxyphenyl)‐2‐methylpropionitrile 
• 656804-73-8 4-bromo-5-fluorobenzene-1 ,2-diol 
• 656806-43-8 2-fluoro-4,5-dimethoxybenzenesulfonyl chloride 
• 123015-23-6 4-Chloro-1-[3,4-dimethoxy-6-fluorophenyl]-1-hexanone 
• 1638159-61-1 3-(6-fluoro-2,3-dimethoxyphenyl)quinoline 
• 1638159-62-2 3-(2-fluoro-4,5-dimethoxyphenyl)quinoline 
• 265670-73-3 N-(2,2-dimethoxy-ethyl)-N-(diphenyl-phosphinoylmethyl)-6-fluoro-2,3-dimethoxy-benzamide 
• 1026401-56-8 6-fluoro-2,3-dimethoxy-benzoyl chloride 
• 492444-09-4 tert-butyl (5-fluoro-1,3-benzodioxol-4-yl)carbamate 
• 492444-08-3 5-fluoro-1,3-benzodioxole-4-carboxylic acid 

Relevant academic research and scientific papers

Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride

A method for the nucleophilic fluorination of heptamethyl aryl trisiloxanes to form fluoroarenes is reported. The reaction proceeds in the presence of Cu(OTf)2 and KHF2 as the fluoride source under mild conditions for a broad range of heptamethyltrisiloxyarenes with high functional group tolerance. The combination of this method with the silylation of aryl C?H bonds enables the regioselective fluorination of non-activated arenes controlled by steric effects following a two-step protocol.

Photoredox catalysis with aryl sulfonium salts enables site-selective late-stage fluorination

Photoredox catalysis, especially in combination with transition metal catalysis, can produce redox states of transition metal catalysts to facilitate challenging bond formations that are not readily accessible in conventional redox catalysis. For arene functionalization, metallophotoredox catalysis has successfully made use of the same leaving groups as those valuable in conventional cross-coupling catalysis, such as bromide. Yet the redox potentials of common photoredox catalysts are not sufficient to reduce most aryl bromides, so synthetically useful aryl radicals are often not directly available. Therefore, the development of a distinct leaving group more appropriately matched in redox potential could enable new reactivity manifolds for metallophotoredox catalysis, especially if arylcopper(iii) complexes are accessible, from which the most challenging bond-forming reactions can occur. Here we show the conceptual advantages of aryl thianthrenium salts for metallophotoredox catalysis, and their utility in site-selective late-stage aromatic fluorination.

Application of trivalent iodine compounds as catalysts in Bal-Schiemann reaction

The invention discloses an application of trivalent iodine compounds shown in formula I and/or II in the description and used as catalysts in Bal-Schiemann reaction. The trivalent iodine compounds areused as the catalysts in the Bal-Schiemann reaction, so that the Bal-Schiemann reaction can be conducted at room temperature or near room temperature when a thermochemical method is used, and the reaction has mild reaction conditions, wide substrate use range and short reaction time, and is safe and easy to operate, products are easy to separate, and raw materials are simple and low in toxicity.

Hypervalent Iodine(III)-Catalyzed Balz–Schiemann Fluorination under Mild Conditions

An unprecedented hypervalent iodine(III) catalyzed Balz–Schiemann reaction is described. In the presence of a hypervalent iodine compound, the fluorination reaction proceeds under mild conditions (25–60 °C), and features a wide substrate scope and good functional-group compatibility.

Microflow fluorinations of benzynes: Efficient synthesis of fluoroaromatic compounds

Fluorinated aromatic compounds are found in a variety of biologically active compounds, including clinical drugs and agrochemicals. Therefore, the synthesis of aryl fluorides is particularly important in the medicinal and process chemistry fields. In this

Synthetic method of 3,4-dimethoxy fluorobenzene as6-fluoro-L-dopa intermediate

A synthetic method of 3,4-dimethoxy fluorobenzene as a 6-fluoro-L-dopa intermediate comprises the following steps: (i) 50-70 mL of an ethyl difluoroiodoacetate solution and 50 mL of acetone are added to a reaction vessel equipped with a stirrer, a thermom

PhenoFluorMix: Practical chemoselective deoxyfluorination of phenols

A practical deoxyfluorination with novel deoxyfluorinating reagent PhenoFluorMix, a mixture of N,N'-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, is presented. PhenoFluorMix overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. In this paper, we demonstrate the practicality of the reagent and exhibit the deoxyfluorination of a variety of phenols and heterocycles.

Synthesis of fluorinated aromatic compounds by one-pot benzyne generation and nucleophilic fluorination

The fluorination of substituted benzenes using fluoride ions under mild reaction conditions has been one of the most important challenges for the synthesis of biologically active fluorinated aromatic compounds; however, only a few synthetically useful methods are known. In this paper, it is reported that the nucleophilic fluorination of benzynes, generated from either 2-(trialkylsilyl)phenyl nonafluorobutanesulfonates or 2-(trialkylsilyl)phenols, meets this challenge. In particular, the fluorination starting from 2-(trialkylsilyl)phenols for fabricating aryl fluorides involves three sequential reactions in one-pot: the nonaflylation of phenols, benzyne generation, and nucleophilic fluorination of the benzynes. The regioselectivities of these reactions are controlled by the substituents at the C3-position of the benzynes. CSIRO 2014.

Cu-catalyzed fluorination of diaryliodonium salts with KF

A mild Cu-catalyzed nucleophilic fluorination of unsymmetrical diaryliodonium salts with KF is described. This protocol preferentially fluorinates the smaller aromatic ligand on iodine(III). The reaction exhibits a broad substrate scope and proceeds with high chemoselectivity and functional group tolerance. DFT calculations implicate a CuI/CuIII catalytic cycle.

Continuous flow reactor for Balz-Schiemann reaction: A new procedure for the preparation of aromatic fluorides

A facile and highly efficient procedure for the preparation of aromatic fluorides by Balz-Schiemann reaction via two continuous flow reactors has been set up. The continuous diazotization reactor was run at about 25 °C with residence times of 10-20 s, and the continuous fluorodediazoniation reactor was performed with a residence time of 1 min in high yields. The reaction times can be greatly reduced by increasing temperature and thereby taking advantage of superior mass and heat transfer of a continuous flow system.