56961-07-0

Usage

Uses

Used in Pharmaceutical Industry:
4'-Bromo-3-methylbiphenyl is used as a starting material for the synthesis of various pharmaceuticals, due to its unique chemical structure and reactivity.
Used in Agrochemical Industry:
4'-Bromo-3-methylbiphenyl is used as a precursor in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural chemicals.
Used in Dye and Pigment Industry:
4'-Bromo-3-methylbiphenyl is utilized in the manufacture of dyes and pigments, providing a range of colors and properties for various applications.
Used in Specialty Chemicals Industry:
4'-Bromo-3-methylbiphenyl is employed in the production of specialty chemicals, such as intermediates for the synthesis of other organic compounds.

Upstream product

• 53034-21-2 α-(4-bromophenylazo)triphenylmethane 
• 108-88-3 toluene 
• 1344667-00-0 1-(4-bromophenyl)-5-methylhex-4-en-1-one 
• 99-90-1 para-bromoacetophenone 
• 378186-96-0 1-(4-bromophenyl)-2,3-butadien-1-one 
• 4482-01-3 o-benzenedisulfonimide 
• 17933-03-8 m-tolylboronic acid 
• 106-40-1 4-bromo-aniline 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 5467-74-3 4-Bromophenylboronic acid 
• 106-37-6 1.4-dibromobenzene 

Relevant academic research and scientific papers

Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids

A strategy for the formation of antimony-carbon bond was developed by nickel-catalyzed cross-coupling of halostibines. This method has been applied to the synthesis of various triaryl- and diarylalkylstibines from the corresponding cyclic and acyclic halostibines. This protocol showed a wide substrate scope (72 examples) and was compatible to a wide range of functional groups such as aldehyde, ketone, alkene, alkyne, haloarenes (F, Cl, Br, I), and heteroarenes. A successful synthesis of arylated stibine 3 a in a scale of 34.77 g demonstrates high synthetic potential of this transformation. The formed stibines (R3Sb) were then used for the palladium-catalyzed carbon–carbon bond forming reaction with aryl boronic acids [R?B(OH)2], giving biaryls with high selectivity, even the structures of two organomoieties (R and R′) are very similar. Plausible catalytic pathways were proposed based on control experiments.

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.

Copper catalysed Gomberg-Bachmann-Hey reactions of arenediazonium tetrafluoroborates and heteroarenediazonium o-benzenedisulfonimides. Synthetic and mechanistic aspects

Gomberg-Bachmann-Hey reactions were carried out in the presence of copper as a catalyst and gave rise to biaryls or heterobiaryls in good yields and in mild reaction conditions. A computational study of some key points of the reaction was performed. The results are coherent with the experimental data and confirm some aspects of the mechanism. The reaction free energies for the reduction in benzene by CuI of a set of 40 (hetero)arenediazonium tetrafluoroborates were calculated. Both the experiments and the calculations showed that in the coupling with substituted solvents (toluene, bromobenzene, nitrobenzene and anisole) the binding to the ortho position was always favoured.

Gold catalysed Suzuki-Miyaura coupling of arenediazonium o-benzenedisulfonimides

Arenediazonium o-benzenedisulfonimides have been used as efficient electrophilic partners in Au(I) catalysed Suzuki coupling reactions. The synthetic protocol is general, easy and produced either biaryls or heteroaryl arenes in good yields (51 positive examples, average yield 80%). o-Benzenedisulfonimide was recovered at the end of the reactions and was reused to prepare the starting salts for further reactions. Mechanistic insights suggest that the o-benzenedisulfonimide anion act as an electron transfer agent and promotes a catalytic cycle which does not require the presence of photocatalysts or external oxidants.

Iodine-initiated domino reaction of hepta-1,2-dien-6-yn-4-ols and bronsted acid promoted cyclization of hepta-1,2,6-trien-4-ols leading to functionalized benzenes

Buy one get one free: Concurrent introduction of both iodo- and carbonyl groups, along with the construction of the benzenoid core, has been achieved through an iodine-initiated domino reaction of hepta-1,2-dien-6-yn-4-ols. Moreover, cyclization of hepta-1,2,6-trien-4-ols turns out to also be an efficient pathway toward diversely substituted benzenes. Copyright

Synthesis of biaryls via AlCl3 catalyzed domino reaction involving cyclization, dehydration, and oxidation

A new chemical access has been developed to synthesize biaryls from substituted acetophenones, phenylacetones, dihydrochalcone, and 2-acetylnaphthalene in reasonably good yields at room temperature via a domino reaction sequence of AlCl3 catalyzed cyclization, dehydration, and then oxidation.

Generation of Aryl Radicals by the Oxidation of α-(Arylazo)triphenylmethanes by Cerium(IV) Ammonium Nitrate

The one-electron oxidation of α-(arylazo)triphenylmethanes by cerium(IV) ammonium nitrate (CAN) generated aryl radicals along with the triphenylmethyl cation.When the reaction was carried out in the presence of appropriate radical-trapping agents, such as arenes and olefins, the corresponding addition products were obtained in moderate yield.The oxidation of the arylazo compounds with CAN was accelerated by the addition of acids.