• 1. Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS
  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita
• 2. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 3. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
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• 5. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Trifluoromethylbenzenes
• Solvents and Organic Chemicals Organic Compounds Organic Halides

1-Bromo-4-Fluoro-2-(Trifluoromethyl)Benzene: A Comprehensive Overview

1-Bromo-4-fluoro-2-(trifluoromethyl)benzene, also known by its CAS number 40161-55-5, is a highly specialized aromatic compound with significant applications in various fields of organic chemistry. This compound is characterized by its unique substitution pattern, featuring a bromine atom at position 1, a fluorine atom at position 4, and a trifluoromethyl group at position 2 on the benzene ring. The combination of these substituents imparts distinctive electronic and steric properties to the molecule, making it an invaluable building block in modern synthetic chemistry.

The synthesis of 1-bromo-4-fluoro-2-(trifluoromethyl)benzene typically involves multi-step processes that require precise control over reaction conditions. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing the reliance on hazardous reagents. For instance, the use of palladium-catalyzed cross-coupling reactions has become a cornerstone in constructing such complex aromatic systems. These methods not only enhance the yield but also contribute to the sustainability of chemical manufacturing processes.

In terms of physical properties, 1-bromo-4-fluoro-2-(trifluoromethyl)benzene exhibits a high melting point due to the strong electron-withdrawing effects of the trifluoromethyl and bromine substituents. Its boiling point is moderately high, making it suitable for various high-temperature applications. The compound is also highly soluble in organic solvents, which facilitates its use in solution-phase reactions.

The chemical reactivity of this compound is primarily governed by the electron-withdrawing groups present on the benzene ring. The trifluoromethyl group at position 2 significantly deactivates the ring towards electrophilic substitution, while the bromine and fluorine atoms further enhance this effect. This makes 1-bromo-4-fluoro-2-(trifluoromethyl)benzene an excellent substrate for nucleophilic aromatic substitution reactions under specific conditions. Recent studies have explored its utility in forming biaryl structures through Ullmann-type couplings, demonstrating its versatility in advanced synthetic strategies.

In terms of applications, this compound finds extensive use in pharmaceutical research as a key intermediate in drug discovery programs. Its unique substitution pattern allows for precise modulation of pharmacokinetic properties, making it an attractive candidate for developing bioactive molecules. Additionally, it serves as a valuable precursor in the synthesis of agrochemicals and advanced materials with tailored electronic properties.

Recent research has highlighted the potential of 1-bromo-4-fluoro-2-(trifluoromethyl)benzene in the development of next-generation electronic materials. Its ability to undergo controlled polymerization under mild conditions has opened new avenues for creating high-performance organic semiconductors. Furthermore, its role as a building block in supramolecular chemistry has led to innovative self-assembling systems with applications in nanotechnology.

In conclusion, 1-bromo-4-fluoro-2-(trifluoromethyl)benzene, CAS number 40161-55-5, stands as a testament to the ingenuity of modern synthetic chemistry. Its unique properties and wide-ranging applications continue to drive innovation across diverse scientific disciplines. As research progresses, this compound is poised to play an even more pivotal role in shaping the future of chemical science.

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