Cas no 1260793-79-0 (Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate)

Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate is a fluorinated aromatic ester with significant utility in synthetic organic chemistry. Its structure features a bromine substituent and two trifluoromethyl groups, enhancing reactivity for cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. The electron-withdrawing trifluoromethyl groups improve electrophilic character, making it valuable for constructing complex fluorinated scaffolds. The methyl ester moiety offers further derivatization potential via hydrolysis or transesterification. This compound is particularly useful in pharmaceutical and agrochemical research, where fluorinated intermediates are sought for their metabolic stability and lipophilicity. High purity grades ensure consistent performance in demanding synthetic applications. Proper handling under inert conditions is recommended due to potential sensitivity to moisture.
Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate structure
1260793-79-0 structure
Product Name:Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate
CAS No:1260793-79-0
MF:C10H5BrF6O2
MW:351.039923429489
CID:4769761
Update Time:2026-02-26

Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate Chemical and Physical Properties

Names and Identifiers

    • METHYL 4-BROMO-2,5-BIS(TRIFLUOROMETHYL)BENZOATE
    • Methyl 2,5-bis(trifluoromethyl)-4-bromobenzoate
    • Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate
    • Inchi: 1S/C10H5BrF6O2/c1-19-8(18)4-2-6(10(15,16)17)7(11)3-5(4)9(12,13)14/h2-3H,1H3
    • InChI Key: IWJAPWUYXMJMDE-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C(F)(F)F)=C(C(=O)OC)C=C1C(F)(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 340
  • XLogP3: 4.2
  • Topological Polar Surface Area: 26.3

Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate Pricemore >>

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Additional information on Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate

Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate (CAS No. 1260793-79-0): A Versatile Fluorinated Building Block for Advanced Applications

Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate (CAS No. 1260793-79-0) is a highly specialized fluorinated aromatic compound that has gained significant attention in pharmaceutical, agrochemical, and materials science research. This trifluoromethyl-substituted benzoate derivative serves as a crucial intermediate in the synthesis of various advanced materials and bioactive molecules, particularly in the development of fluorine-containing pharmaceuticals where the presence of trifluoromethyl groups can dramatically alter biological activity and metabolic stability.

The unique electronic properties of Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate stem from its molecular structure featuring both bromo and trifluoromethyl substituents on the aromatic ring. The electron-withdrawing nature of trifluoromethyl groups makes this compound particularly valuable in nucleophilic aromatic substitution reactions, while the methyl ester functionality provides additional versatility for further transformations. Researchers frequently utilize this compound as a key building block in medicinal chemistry, especially in the design of kinase inhibitors and other targeted therapies that benefit from fluorine incorporation.

Recent trends in drug discovery and materials science have driven increased interest in fluorinated organic compounds like Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate. The pharmaceutical industry's growing focus on precision medicine and targeted drug delivery systems has created demand for sophisticated fluorinated intermediates that can impart improved pharmacokinetic properties to drug candidates. This compound's unique combination of reactivity and stability makes it particularly valuable for developing next-generation therapeutics, including those addressing challenging disease targets.

In materials science applications, Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate serves as a precursor for high-performance polymers and liquid crystal materials. The presence of multiple trifluoromethyl groups can significantly influence the thermal stability, optical properties, and chemical resistance of resulting materials. Researchers are exploring its use in developing advanced electronic materials for organic light-emitting diodes (OLEDs) and other optoelectronic devices, where fluorine incorporation can enhance device performance and longevity.

The synthesis and handling of Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate require specialized expertise due to the compound's unique reactivity profile. Modern green chemistry approaches are being developed to optimize its production, focusing on atom economy and reduced environmental impact. These advancements align with the chemical industry's broader sustainability goals while meeting the growing demand for high-purity fluorinated intermediates in research and development.

Analytical characterization of Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate typically involves advanced techniques such as NMR spectroscopy (particularly 19F NMR), mass spectrometry, and HPLC analysis to ensure purity and confirm structural integrity. The compound's distinctive spectroscopic signatures make it relatively straightforward to track in complex reaction mixtures, an advantage that contributes to its popularity in multistep synthetic routes.

As research into fluorine chemistry continues to expand, Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate is expected to maintain its importance as a versatile synthetic intermediate. Its applications are likely to grow in emerging fields such as PET radiopharmaceuticals (where fluorine-18 labeling is crucial) and bioorthogonal chemistry for biological imaging. The compound's unique properties position it as a valuable tool for scientists working at the intersection of chemistry, biology, and materials science.

Quality control standards for Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate have become increasingly stringent to meet the demands of pharmaceutical applications. Reputable suppliers now provide comprehensive analytical data sheets and certificates of analysis, ensuring researchers can access material with precisely characterized purity and composition. This level of quality assurance is particularly important for GMP-compliant synthesis and other regulated applications.

The commercial availability of Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate has improved significantly in recent years, reflecting its growing importance in chemical research. However, researchers should carefully evaluate suppliers for consistent quality and reliable supply chains, especially when planning long-term projects requiring this specialized building block. Proper storage conditions (typically under inert atmosphere at low temperatures) are essential to maintain the compound's stability over time.

Looking forward, Methyl 4-bromo-2,5-bis(trifluoromethyl)benzoate is poised to play an important role in addressing current challenges in drug discovery and advanced materials development. Its unique structural features continue to inspire innovative applications across multiple scientific disciplines, making it a compound of enduring interest to researchers worldwide. As synthetic methodologies advance and new applications emerge, this versatile fluorinated intermediate will likely remain a valuable tool in the chemist's repertoire for years to come.

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