Cas no 1114808-87-5 (2-Bromo-4-(trifluoromethoxy)benzaldehyde)

2-Bromo-4-(trifluoromethoxy)benzaldehyde is a halogenated aromatic aldehyde featuring both bromo and trifluoromethoxy substituents, which enhance its reactivity and utility in synthetic chemistry. The bromine atom provides a versatile handle for further functionalization via cross-coupling reactions, while the electron-withdrawing trifluoromethoxy group influences the aldehyde's electrophilicity, making it valuable in nucleophilic addition and condensation reactions. This compound is particularly useful in pharmaceutical and agrochemical synthesis, where its structural motifs are often incorporated into bioactive molecules. Its high purity and stability under standard conditions ensure reliable performance in complex organic transformations.
2-Bromo-4-(trifluoromethoxy)benzaldehyde structure
1114808-87-5 structure
Product Name:2-Bromo-4-(trifluoromethoxy)benzaldehyde
CAS No:1114808-87-5
MF:C8H4BrF3O2
MW:269.015372276306
MDL:MFCD09835093
CID:857921
PubChem ID:53216608
Update Time:2025-05-19

2-Bromo-4-(trifluoromethoxy)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-4-(trifluoromethoxy)benzaldehyde
    • AKOS015835125
    • DTXSID90681766
    • SY104593
    • 2-Bromo-4-(trifluoromethoxy)benzaldehyde, AldrichCPR
    • MFCD09835093
    • EN300-6508663
    • 1114808-87-5
    • AS-54449
    • DB-392710
    • CS-0084353
    • NTFBYDIXDWHKBX-UHFFFAOYSA-N
    • s10138
    • SCHEMBL15147553
    • MDL: MFCD09835093
    • Inchi: 1S/C8H4BrF3O2/c9-7-3-6(14-8(10,11)12)2-1-5(7)4-13/h1-4H
    • InChI Key: NTFBYDIXDWHKBX-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1C=O)OC(F)(F)F

Computed Properties

  • Exact Mass: 267.93468g/mol
  • Monoisotopic Mass: 267.93468g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 207
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.3
  • Topological Polar Surface Area: 26.3?2

2-Bromo-4-(trifluoromethoxy)benzaldehyde Pricemore >>

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Additional information on 2-Bromo-4-(trifluoromethoxy)benzaldehyde

2-Bromo-4-(trifluoromethoxy)benzaldehyde (CAS No. 1114808-87-5)

2-Bromo-4-(trifluoromethoxy)benzaldehyde is a highly functionalized aromatic compound with the CAS registry number 1114808-87-5. This compound is characterized by its bromine atom at the 2-position and a trifluoromethoxy group at the 4-position of the benzene ring, along with an aldehyde functional group. The combination of these substituents makes it a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials.

The synthesis of 2-bromo-4-(trifluoromethoxy)benzaldehyde involves multi-step processes that often start with substituted benzene derivatives. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing the environmental footprint and improving yield. For instance, researchers have explored the use of palladium-catalyzed cross-coupling reactions to introduce the trifluoromethoxy group onto aromatic rings, which has significantly enhanced the scalability of this compound's production.

One of the most promising applications of 2-bromo-4-(trifluoromethoxy)benzaldehyde lies in its role as a building block for drug discovery. The trifluoromethoxy group is known for its ability to modulate pharmacokinetic properties such as solubility and metabolic stability, making it a desirable feature in drug candidates. Recent studies have demonstrated its utility in designing inhibitors for kinase enzymes, which are critical targets in oncology and inflammatory diseases.

In addition to its pharmaceutical applications, 2-bromo-4-(trifluoromethoxy)benzaldehyde has found relevance in materials science. Its aldehyde group can undergo various condensation reactions, enabling the construction of complex polymeric structures with tailored electronic and mechanical properties. For example, researchers have utilized this compound to synthesize novel polyimides with improved thermal stability and dielectric performance, which are essential for advanced electronics and aerospace applications.

The environmental impact of 2-bromo-4-(trifluoromethoxy)benzaldehyde has also been a subject of recent research. Studies have focused on understanding its biodegradation pathways and assessing its potential toxicity to aquatic organisms. Preliminary findings suggest that while it exhibits moderate toxicity under certain conditions, its persistence in the environment is relatively low due to efficient microbial degradation mechanisms.

From a synthetic chemistry perspective, 2-bromo-4-(trifluoromethoxy)benzaldehyde serves as an excellent substrate for exploring new reaction mechanisms. Its bromine atom can act as an electrophilic site for nucleophilic substitutions or undergo elimination reactions under specific conditions. Moreover, the trifluoromethoxy group introduces steric hindrance and electronic effects that can be exploited to control reaction selectivity—a critical aspect in modern organic synthesis.

In conclusion, 2-bromo-4-(trifluoromethoxy)benzaldehyde (CAS No. 1114808-87-5) is a versatile compound with significant potential across multiple disciplines. Its unique combination of functional groups positions it as a key intermediate in drug development, materials science, and chemical synthesis. As research continues to uncover new applications and optimize its synthesis pathways, this compound is poised to play an increasingly important role in advancing both academic and industrial chemical research.

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