49602-90-6

Usage

Uses

Used in Organic Synthesis:
1-bromo-2-(3-bromophenyl)benzene is used as a key intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of specialty chemicals.
Used in Pharmaceutical Industry:
1-bromo-2-(3-bromophenyl)benzene is used as a building block in the development of pharmaceuticals. Its presence in the molecular structure can contribute to the desired pharmacological properties of the final drug, such as potency, selectivity, and bioavailability.
Used in Agrochemical Industry:
In the agrochemical industry, 1-bromo-2-(3-bromophenyl)benzene is employed as an intermediate in the synthesis of agrochemicals, including pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, thereby improving crop yields.
Used in Dye Industry:
1-bromo-2-(3-bromophenyl)benzene is used as a precursor in the production of dyes. Its chemical properties enable the creation of dyes with specific color characteristics and stability, which are essential for various applications, such as textiles, plastics, and printing inks.

Upstream product

• 108-86-1 bromobenzene 
• 108-95-2 phenol 
• 50709-33-6 2-bromophenylhydrazine hydrochloride 

Downstream Products

• 585-76-2 m-bromobenzoic acid 

Relevant academic research and scientific papers

Manganese(III) acetate-mediated oxidative coupling of phenylhydrazines with benzene: A novel method for biaryl coupling

The reaction of phenylhydrazines with benzene in the presence of manganese(III) acetate affords biaryls in good yields. The same reaction was carried out with similar oxidants, such as CoIII, CeIV and PbIV; among these oxidants MnIII acetate shows higher efficiency and selectivity.

Vapour-phase Chemistry of Arenes. Part 13. Reactivity and Selectivity in the Gas-phase Reactions of Hydroxyl Radicals with Monosubstituted Benzenes at 563 K

The reactions of hydroxyl radicals with benzene derivates C6H5Z (Z = H, Me, F, Cl, Br, I, CF3, or CN) have been studied in a flow reactor at 563 K in nitrogen, using the thermolysis of ButOOH as a source of .OH.Under these conditions there are two product-forming pathways.The major one involves hydrogen abstraction to give aryl radicals ZC6H4. (II) as the first step; depending on Z, its displacement to form phenol may also occur.Relative rates for hydrogen abstraction were determined in competition experiments using side-chain hydrogen abstraction from added toluene as a reference.This resulted in the order (for Z =): 1,8(Me), 1.0(H), 0.47(F), 0.29(Cl), 0.34(CF3), 0.20(CN), consonant with the electrophilic nature of .OH.The site selectivity of hydrogen abstractions was determined by scavenging part of the aryl radicals (II) with iodine.A Hammett plot, using ? constants for meta and para positions, led to ρ -1.0.The features of hydrogen abstraction by .OH are discussed and compared with those for the analogous reaction of Cl.The formation of phenol was found to decrease in importance in the order F, Cl, Br, and I.This result is rationalized on a thermochemical kinetic basis.

PALLADIUM(II)-CATALYZED OXIDATIVE COUPLING OF ARENES BY THALLIUM(III)

Oxidation of benzenes with electron-donating and moderate electron-withdrawing substituents by thallium(III) trifluoroacetate in the presence of catalytic amounts of palladium(II) acetate affords biaryls in good yields.The GLC study of the isomer distribution has shown that 4,4'-biaryls are the major products.Thus, the 4,4'-biaryls can be easily isolated either by recrystallization or column chromatography.The competitive experiments and kinetic study using arenes and arylthallium derivatives as starting materials as well as quenching experiments have demonstrated the first step of the reaction to be fast thallation of arene to form arylthallium intermediate ArTl(OOCCF3)2.The latter undergoes the rate-determining transmetallation step reacting with monomeric complex Pd(OAc)2, which is formed upon depolymerization of trimer Pd3(OAc)6.Subsequent fast decomposition of arylpalladium species gives the final reaction products.The thallation of arene and substitution of TlIII for PdII in ArTl(OOCCF3)2 are characterized by the slopes of Hammet plots of -5.6 (?+) and -3.0 (?), respectively.