362-56-1

Usage

Uses

Used in Chemical Research:
1,4-Dimethoxytetrafluorobenzene is used as a reagent for various chemical syntheses and reactions, contributing to the development of new compounds and materials. Its unique structure with fluorine atoms and methoxy groups makes it a valuable intermediate in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
1,4-Dimethoxytetrafluorobenzene is used as a building block in the synthesis of pharmaceutical compounds, particularly those that require fluorine-containing moieties for enhanced biological activity or improved pharmacokinetic properties. Its presence in drug molecules can lead to increased potency, selectivity, or stability.
Used in Material Science:
1,4-Dimethoxytetrafluorobenzene is used as a precursor in the development of new materials with specific properties, such as improved thermal stability, chemical resistance, or electronic properties. Its incorporation into polymers or other materials can result in novel applications in various industries, including electronics, automotive, and aerospace.

InChI:InChI=1/C8H6F4O2/c1-13-7-3(9)5(11)8(14-2)6(12)4(7)10/h1-2H3

Upstream product

• 392-56-3 Hexafluorobenzene 
• 124-41-4 sodium methylate 
• 865-33-8 potassium methanolate 
• 98-95-3 nitrobenzene 
• 771-63-1 2,3,5,6-tetrafluoro-1,4-benzenediol 
• 74-88-4 methyl iodide 
• 1801-14-5 1-(N,N-dimethylamine)pentafluorobenzene 
• 67-56-1 methanol 
• 356-34-3 (+/-)-1rH,2cH,4cH-nonafluoro-cyclohexane 
• 186581-53-3 diazomethane 

Relevant academic research and scientific papers

Synthesis method of 1, 4-dimethoxy tetrafluorobenzene

The invention discloses a synthesis method of 1, 4-dimethoxy tetrafluorobenzene, the synthesis method comprises the following steps: (1) reacting N, N-dimethyl pentafluoroaniline with sodium methoxide to obtain an intermediate I; (2) mixing the intermediate I with a first organic solvent, and then reacting with methyl trifluoromethanesulfonate to obtain an intermediate II; and (3) mixing the intermediate II with a second organic solvent, and reacting with methanol in alkali and protective gas atmosphere to obtain the 1, 4-dimethoxy tetrafluorobenzene. The synthesis method of the 1, 4-dimethoxy tetrafluorobenzene has the advantages of mild reaction conditions, no need of harsh conditions, high controllability, simple post-treatment, easiness in operation, capability of effectively improving the overcharge resistance of the lithium ion battery and the like.

Controlling catenations, properties and relative ring-component movements in catenanes with aromatic fluorine substituents

Four new fluorine-containing macrocyclic polyethers based on bis-p- phenylene-34-crown-10 have been synthesized and subsequently catenated, separately, with cyclobis(paraquat-p-phenylene). The efficiencies of the catenations are strongly influenced by the aromatic ring templates in the macrocyclic polyethers. Incorporation of fluorine atom substituents into one of the hydroquinone rings in bis-p-phenylene-34-crown-10 had only a small effect on the percentage yields, whereas employing bis-p-phenylene-34-crown- 10 derivatives, in which both hydroquinone rings have been at least partially fluorinated, resulted in a dramatic decrease in catenation yields. In [2]catenanes incorporating macrocyclic polyethers containing one hydroquinone and one fluorinated hydroquinone ring, in both the solution (1H and 19F NMR, and UV-vis spectroscopies, electrochemical studies and molecular modeling) and solid (X-ray crystallography and molecular modeling) states, by far the major translational isomers observed were the ones with the hydroquinone ring located 'inside' the cavity of the tetracationic cyclophane. The diminished strength of the noncovalent interactions arising as a result of aromatic fluorine substituents is also reflected in the rates of the movements of the two ring components (dynamic NMR spectroscopy). As well as their electron-withdrawing effect, the fluorine substituents have a pronounced effect (UV-vis spectroscopy, electrochemical studies and molecular modeling) on the geometry of the ArO-CH2 bonds within the (fluorinated) hydroquinone rings.

REACTION OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA. V. THE MECHANISM AND DIRECTION OF HYDROXYLATION OF p-SUBSTITUTED NITROBENZENES WITH POTASSIUM HYDROXIDE

In the reaction of p-substituted nitrobenzenes 4-XC6H4NO2 (X = Cl, Br, I) with potassium hydroxide and oxygen in liquid ammonia (-33 deg C) the corresponding 5-substituted 2-nitrophenols are formed with high yields.Under analogous conditions 4-fluoronitrobenzene and 1,4-dinitrobenzene are converted into 4-nitrophenol.When K18OH was used, the hydroxyl group of the reaction products contained the 18O isotope preferentially in both cases.The action of KO2 and K2O2 in the presence of oxygen on 4-chloronitrobenzene or of oxygen on the product from the reduction of 4-chloronitrobenzene with potassium leads to the formation of 4-nitrophenol.This set of experimental data agrees with the scheme for the hydroxylation of p-substituted nitrobenzenes with alkali and oxygen in liquid ammonia involving the formation of anionic ? complexes for both directions of the process and their oxidation by molecular oxygen in the case of substitution of a hydrogen atom.