58743-83-2

Usage

Uses

Used in Polymer Industry:
4-Bromo-4'-methoxybiphenyl is used as a monomer for the synthesis of various polymers due to its reactive bromine and methoxy groups. These polymers find applications in the production of fibers, films, sheets, coatings, adhesives, and thermoplastic elastomers.
Used in Chemical Synthesis:
4-Bromo-4'-methoxybiphenyl serves as an intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structural features make it a valuable building block for the development of new molecules with specific properties and functions.
Used in Research and Development:
Due to its unique chemical structure, 4-Bromo-4'-methoxybiphenyl is often utilized in research and development for studying various chemical reactions and exploring new synthetic pathways. It can also be employed as a reference compound for analytical and characterization techniques in the field of organic chemistry.

Upstream product

• 108-86-1 bromobenzene 
• 4625-55-2 N-(4-methoxy-phenyl)-N'-phenyl-triazene 
• 613-37-6 4-methoxylbiphenyl 
• 17333-82-3 4-bromo-benzenediazonium ion 
• 100-66-3 methoxybenzene 
• 29558-77-8 4-bromo-4'-hydroxybiphenyl 
• 77-78-1 dimethyl sulfate 
• 106-37-6 1.4-dibromobenzene 
• 75-16-1 methylmagnesium bromide 
• 74-88-4 methyl iodide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 177490-72-1 (4-Bromo-phenyl)-chloromethoxymethyl-dimethyl-silane 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 67-66-3 chloroform 

Downstream Products

• 96871-79-3 Hydroxy-tris-(4'-methoxy-biphenylyl-⁽⁴⁾)-methan 
• 58743-77-4 4'-methoxybiphenyl-4-carbonitrile 
• 77896-36-7 2-methoxyphenyl 4'-methoxybiphenyl-4-yl ether 
• 134249-43-7 1,1,1-trifluoro-4-(4-methoxyphenyl)acetophenone 
• 613-37-6 4-methoxylbiphenyl 
• 342889-43-4 4-hydroxy-4-(4'-methoxybiphenyl-4-yl)-1-methylpiperidine 
• 189277-76-7 C₃₂H₃₂Br₂N₂O₆S₂ 
• 10355-13-2 4-hydroxy-4'-trifluoromethylbiphenyl 

Relevant academic research and scientific papers

Synthesis and characterization of methoxy- or cyano-substituted thiophene/phenylene co-oligomers for lasing application

As new candidates of thiophene/phenylene co-oligomer (TPCO) species, 5,5′′-bis(4′-methoxy-[1,1′-biphenyl]-4-yl)-2,2′:5′,2′′-terthiophene (BP3T-OMe) and 4′,4′′′-([2,2′:5′,2′′-terthiophene]-5,5′′-diyl)bis(([1,1′-biphenyl]-4-carbonitrile)) (BP3T-CN) were synthesized for lasing applications. Although most unsubstituted TPCO species crystallize in monoclinic form, BP3T-OMe and BP3T-CN crystallized in orthorhombic and triclinic forms, respectively. Since the unsubstituted species, 5,5′′-bis(4-biphenylyl)-2,2′:5′,2′′-terthiophene (BP3T), shows unique and superior lasing performance in single crystals, the newly synthesized BP3T-OMe and BP3T-CN have possibilities to show different or improved optoelectronic characteristics. Amplified spontaneous emission (ASE) and optically pumped lasing were observed from both of the single crystals based on their well-shaped crystalline cavity and high group refractive index values of 3.7-5.3 for excellent light confinement. The lasing threshold for the BP3T-OMe crystal was lower than that for the BP3T-CN crystal, which was attributed to their different molecular orientation, standing in the former and inclining in the latter. This journal is

Visible Light Induced Aerobic Coupling of Arylboronic Acids Promoted by Hydrazone

A visible-light-induced oxidative coupling of arylboronic acids has been developed for the synthesis of biaryls. The reaction that employs polydentate hydrazones as the bifunctional catalyst works smoothly under room temperature. It is compatible with a w

N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums

Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.

Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions

Herein we introduce a transition-metal-free protocol that involves a commercially available, inexpensive pyrazole molecule to conduct C-C cross-coupling reactions at room temperature via a radical pathway. Using this method, an aryldiazonium salt has been coupled to a wide range of arenes and heteroarenes including benzene, mesitylene, thiophene, furan, benzoxazole to result the corresponding biaryl products. The full reaction mechanism is elucidated along with the crystallographic probation of an active initiator species. A potassium-stabilized deprotonated pyrazole steers single-electron transfer to the substrate and behaves as an initiator for the reaction.

Organozinc-mediated direct cross-coupling under microwave irradiation

We report a direct cross-coupling reaction between (het)aryl pivalates/tosylates and di(het)arylzinc species in 2-methyltetrahydrofuran/N-methyl pyrrolidone (1:1), which occurs via C–O bond cleavage under microwave irradiation. The reaction takes place smoothly in short reaction times without the addition of any catalyst or ligand. The reaction is suitable for a broad scope of substrates and exhibits good functional group compatibility, utilizes a simple work-up procedure, and gives the desired products in high purity.

Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides

Nucleophilic aromatic substitution (SNAr) is a powerful strategy for incorporating a heteroatom into an aromatic ring by displacement of a leaving group with a nucleophile, but this method is limited to electron-deficient arenes. We have now established a reliable method for accessing phenols and phenyl alkyl ethers via catalytic SNAr reactions. The method is applicable to a broad array of electron-rich and neutral aryl fluorides, which are inert under classical SNAr conditions. Although the mechanism of SNAr reactions involving metal arene complexes is hypothesized to involve a stepwise pathway (addition followed by elimination), experimental data that support this hypothesis is still under exploration. Mechanistic studies and DFT calculations suggest either a stepwise or stepwise-like energy profile. Notably, we isolated a rhodium η5-cyclohexadienyl complex intermediate with an sp3-hybridized carbon bearing both a nucleophile and a leaving group.

Exploring the coordination confinement effect of divalent palladium/zero palladium doped polyaniline-networking: As an excellent-performance nanocomposite catalyst for C-C coupling reactions

A pre-formed catalyst Pd2+/PANI composite for C-C coupling reaction was synthesized by combining the self-stabilized dispersion polymerization method with the in-situ composite material. Experiments have confirmed that the relatively high reduced structure (75%) in the polyaniline carrier is more favorable for the coupling reaction. Raman spectroscopy, solid nuclear magnetic, and X-ray photoelectron spectroscopy were performed to characterize the structures. The pre-formed catalyst has uniform coordination of divalent palladium and nitrogen in different valence states of the carrier polyaniline, which shows a good synergistic effect in the catalytic Ullmann reaction, and greatly reduces the use of reducing agents such as hydrazine hydrate. Compared with other studies, we analyzed the catalytic reaction mechanism in detail through real-time online infrared and XPS characterization. The results show that the divalent palladium in the catalyst and the zero-valent palladium generated by the in-situ reaction synergistically promote the reaction, while the polyaniline support acts as a stabilizer and dispersant, which prevents the agglomeration of the metal particles and prolongs increased catalyst life. The prepared Pd2+/PANI composites will become the most attractive alternative to traditional organic materials due to their wide applicability, high catalytic activity, stable recycling and relatively low price. This work provides a new theoretical basis for the understanding of the essential driving force of PANI catalytic activity and the cognition of the micro mechanism of action.

Arylation of aryllithiums with: S-arylphenothiazinium ions for biaryl synthesis

Aryllithiums are one of the most common and important aryl nucleophiles; nevertheless, methods for arylation of aryllithums to produce biaryls have been limited. Herein, we report arylation of aryllithiums with S-arylphenothiazinium ions through selective

POLYCYCLIC COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF RAPIDLY ACCELERATED FIBROSARCOMA POLYPEPTIDES

The present disclosure relates to bifunctional compounds, ULM— L—PTM, which find utility as modulators of Rapidly Accelerated Fibrosarcoma (RAF, such as c-RAF, A- RAF and/or B-RAF; the target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein RAF, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein, or the constitutive activation of the target protein, are treated or prevented with compounds and compositions of the present disclosure.

Cu-tethered macrocycle catalysts: Synthesis and size-selective CO2-fixation to propargylamines under ambient conditions

A novel air-stable, Cu-tethered macrocycle catalyst possessing a large inner cavity was successfully synthesized, creating a unique supramolecular catalytic system. The catalyst was utilized in the CO2-fixation reaction to propargylamines. The reaction proceeded more efficiently compared to the conventional CuI catalyst under atmospheric CO2 condition. Notably, owing to its topological effect, the Cu-tethered macrocycle catalyst exhibited unique substrate size selectivity.