Cas no 372519-10-3 (6-bromo-2,3,4-trifluorobenzaldehyde)

6-Bromo-2,3,4-trifluorobenzaldehyde is a fluorinated aromatic aldehyde with a bromine substituent at the 6-position, offering versatile reactivity for synthetic applications. Its trifluorinated structure enhances electrophilic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The bromine moiety facilitates further functionalization via cross-coupling reactions, while the aldehyde group allows for condensation or reduction to yield diverse derivatives. This compound's high purity and stability under standard conditions ensure reliable performance in multi-step organic transformations. Its unique substitution pattern is particularly useful in the development of fluorinated bioactive molecules, where selective reactivity and electronic effects are critical. Suitable for use under inert conditions to preserve functional group integrity.
6-bromo-2,3,4-trifluorobenzaldehyde structure
372519-10-3 structure
Product Name:6-bromo-2,3,4-trifluorobenzaldehyde
CAS No:372519-10-3
MF:C7H2BrF3O
MW:238.989391803741
MDL:MFCD15527216
CID:1011583
PubChem ID:9834632
Update Time:2025-11-02

6-bromo-2,3,4-trifluorobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 6-bromo-2,3,4-trifluorobenzaldehyde
    • FS-5534
    • XPA51910
    • MFCD15527216
    • CS-0191863
    • DTXSID50431481
    • EN300-249127
    • Z1269110720
    • AT25781
    • SCHEMBL5420882
    • 372519-10-3
    • AKOS023125766
    • MDL: MFCD15527216
    • Inchi: 1S/C7H2BrF3O/c8-4-1-5(9)7(11)6(10)3(4)2-12/h1-2H
    • InChI Key: BXXUAIPEOHAIKN-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(C(=C1C=O)F)F)F

Computed Properties

  • Exact Mass: 237.92406
  • Monoisotopic Mass: 237.92411g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 178
  • 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: 2.4
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • PSA: 17.07

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Additional information on 6-bromo-2,3,4-trifluorobenzaldehyde

6-Bromo-2,3,4-trifluorobenzaldehyde (CAS No. 372519-10-3): A Versatile Fluorinated Building Block for Modern Organic Synthesis

In the realm of fluorinated aromatic compounds, 6-bromo-2,3,4-trifluorobenzaldehyde (CAS 372519-10-3) stands out as a high-value intermediate for pharmaceutical, agrochemical, and materials science applications. Its unique molecular structure, featuring a benzaldehyde core with three fluorine atoms and a bromine substituent, enables precise regioselective reactions—a property highly sought after in drug discovery and catalyst design. Recent trends in green chemistry and sustainable synthesis have further amplified demand for such multifunctional scaffolds, as researchers explore C–F bond activation strategies and late-stage fluorination techniques.

The compound’s electron-deficient aromatic ring makes it ideal for nucleophilic aromatic substitution (SNAr) reactions, a topic frequently searched in organic chemistry forums and AI-driven synthesis planning tools. Users often inquire about optimizing reaction yields with similar polyfluorinated aldehydes or leveraging bromo-fluorine synergy for cross-coupling reactions (e.g., Suzuki-Miyaura). Notably, 6-bromo-2,3,4-trifluorobenzaldehyde serves as a precursor for liquid crystal materials and OLED dopants, aligning with industry interest in flexible electronics and energy-efficient displays.

From a synthetic methodology perspective, this compound’s crystallinity and purification protocols are frequently discussed in patent literature. Laboratories prioritize its storage stability under inert atmospheres, as the aldehyde group may oxidize over time. Analytical techniques like 19F-NMR and HPLC-MS are critical for quality control, addressing common user queries about characterizing fluorinated impurities. Furthermore, its role in metal-organic frameworks (MOFs) design has gained traction, particularly for gas separation membranes—a hot topic in carbon capture research.

In medicinal chemistry, the trifluoromethyl-benzaldehyde motif (often confused with trifluorobenzaldehydes) is a recurring theme in kinase inhibitor development. While 372519-10-3 itself isn’t bioactive, its derivatives show promise in targeted therapies, sparking discussions on structure-activity relationships (SAR) in drug design communities. Recent machine learning studies highlight how such halogenated fluorocompounds improve ligand-binding affinity, a key focus area for AI-assisted molecular docking platforms.

For industrial-scale applications, 6-bromo-2,3,4-trifluorobenzaldehyde is synthesized via controlled bromination of 2,3,4-trifluorobenzaldehyde, a process optimized for minimizing di-brominated byproducts—a frequent pain point in process chemistry forums. Its cost-effectiveness compared to custom fluorinated building blocks makes it attractive for high-throughput screening libraries. Environmental concerns around fluorochemical persistence have also driven innovation in biodegradable alternatives, though this compound’s low ecotoxicity profile keeps it relevant in REACH-compliant workflows.

Emerging applications include its use in photoacid generators for advanced lithography (semiconductor manufacturing) and as a ligand precursor for transition metal catalysts in asymmetric synthesis. These niches align with Google Scholar search trends on fluorine’s role in catalysis. As the fine chemicals market grows, CAS 372519-10-3 exemplifies how tailored fluorination can unlock novel molecular functionalities—a principle central to both academic research and industrial R&D today.

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