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Usage

Uses

Used in Organic Synthesis:
4-fluoro-1-(4-fluoro-2-methoxy-phenyl)-2-methoxy-benzene serves as a valuable intermediate in organic synthesis, where it can be utilized to produce a range of chemical compounds with diverse applications. Its fluorinated and methoxylated structure allows for the development of new molecules with tailored properties, such as enhanced reactivity, selectivity, or stability.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 4-fluoro-1-(4-fluoro-2-methoxy-phenyl)-2-methoxy-benzene is used as a key building block for the design and synthesis of novel drug candidates. Its unique structure can be leveraged to create molecules with specific biological activities, potentially leading to the development of new therapeutic agents for the treatment of various diseases and conditions.
Used in Material Science:
4-fluoro-1-(4-fluoro-2-methoxy-phenyl)-2-methoxy-benzene's distinctive properties also make it a promising candidate for the development of new materials with specialized characteristics. Its potential applications in material science include the creation of advanced polymers, coatings, or other materials with improved performance attributes, such as enhanced thermal stability, chemical resistance, or specific optical properties.
It is crucial to handle 4-fluoro-1-(4-fluoro-2-methoxy-phenyl)-2-methoxy-benzene with care and adhere to proper safety protocols during its use in research and development, given its potential hazards.

Upstream product

• 3824-22-4 4-fluoro-2-iodo-1-methoxybenzene 
• 149418-41-7 3,4-dibromo-2(5H)-furanone 
• 179899-07-1 4-fluoro-2-methoxyphenylboronic acid 
• 450-88-4 1-bromo-4-fluoro-2-methoxybenzene 

Downstream Products

• 1379680-43-9 C₃₆H₂₆F₂O₂P₂ 
• 1379680-44-0 C₃₆H₂₆F₂P₂ 

Relevant academic research and scientific papers

Synthesis of rubrolide analogues as new inhibitors of the photosynthetic electron transport chain

Many natural products have been used as a model for the development of new drugs and agrochemicals. Following this strategy 11 rubrolide analogues, bearing electron-withdrawing and -donating groups at both benzene rings, were prepared starting from commercially available mucobromic acid. The ability of all compounds to inhibit the photosynthetic electron transport chain in the chloroplast was investigated. The rubrolide analogues were effective in interfering with the light-driven ferricyanide reduction by isolated chloroplasts. The IC50 values of the most active derivatives are in fact only 1 order of magnitude higher than those of commercial herbicides sharing the same mode of action, such as Diuron (0.27 μM). QSAR studies indicate that the most efficient compounds are those having higher ability to accept electrons, either by a reduction process or by an electrophilic reaction mechanism. The results obtained suggest that the rubrolide analogues represent promising candidates for the development of new active principles targeting photosynthesis to be used as herbicides.

Stable axial chirality in metal complexes bearing 4,4′-substituted BIPHEPs: Application to catalytic asymmetric carbon-carbon bond-forming reactions

Not only electronic but also steric effects of 4,4′-substituents in BIPHEP derivatives and metal (Pd, Pt, and Au) complexes are shown to influence the stability of the biphenyl single bond rotation. While electron-donating or sterically demanding substituents on the 4,4′-positions destabilize the axial chirality of BIPHEP derivatives, electron-withdrawing or sterically less demanding ones on the 4,4′-positions stabilize the axis chirality. Particularly, the axial chirality of palladium dichloride complexes bearing BIPHEP with t-Bu and CF3 substituents on the 4,4′-positions is most labile and stable, respectively (ΔG≠ = 29.22 and 30.49 kcal mol-1 at 300 K; t1/2 = 7 and 56 years at 300 K). These enantiopure dicationic BIPHEPPd complexes can be employed for catalytic enantioselective arylation, alkenylation, and ene reactions to give the corresponding products in good-to-excellent yields and enantioselectivities. Significantly, in the carbonyl-ene reaction of trifluoropyruvate with isobutene, the turnover frequency (TOF) reached 58200 h-1. The remarkable effects of 4,4′-substituents in BIPHEP derivatives can be employed as a guiding principle in the design of versatile and efficient ligands.

Electrophilic Aromatic Substitution. Part 28. The Mechanism of Nitration of Some 4-Substituted Anisoles and Phenols, and of Rearrangement of the Intermediate 4-Nitro-4-substituted-cyclohexa-2,5-dienones

The kinetics of nitration in sulphuric acid of 2-chloro-4-methyl-, 4-chloro-, 2,4-dichloro-, and 4-fluoroanisole and of the corresponding phenols have been determined.The reaction products from the anisoles and from 2-chloro-4-methyl- and 4-fluoro-phenol have been determined.Results for 4-methylanisole supplementary to earlier ones are also reported.Generally the anisoles give the 2-nitro-derivatives and the 2-nitrophenols, and from 2-chloro-4-methylanisole, 2-chloro-4-methyl-4-nitrocyclohexa-2,5-dienone was formed as an intermediate.The decomposition of this dienone in sulphuric acid, like those of others, changes from a non-acid-catalysed to an acid-catalysed form with increasing acidity.The first form is regarded as a decomposition into an aryloxyl radical and nitrogen dioxide which can recombine to give the 2-nitrophenol.The formation of a small amount of 2-(4-fluorophenoxy)-4-fluorophenol in the nitration of 4-fluorophenol is seen as support for this view.The acid-catalysed form is regarded as the decomposition of the protonated dienone into a phenol-nitronium ion encounter-pair which can give the nitrophenol.A consequence of the mechanism is that if the phenol were nitrated at less than the encounter rate, the phenol itself would in appropriate conditions be a product of the ipso-nitration of the original anisole. 4-Methyl-, 2-chloro-4-methyl-, and 4-chloro-phenol have been so identified.Quantitative analysis of the results allows evaluation of the partitioning of dienone decomposition between the two modes.The mechanism accounts for the formation from 2,4-dichloro-anisole of both 2,4-dichloro-6- and 2,4-dichloro-5-nitroanisole, but only 2,4-dichloro-6-nitrophenol.