Cas no 357405-75-5 (4-Bromo-2,5-difluorobenzaldehyde)

4-Bromo-2,5-difluorobenzaldehyde is a halogenated aromatic aldehyde commonly used as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct structure, featuring bromine and fluorine substituents on the benzene ring, enhances reactivity in cross-coupling reactions, nucleophilic substitutions, and other transformations. The electron-withdrawing effects of the halogens improve selectivity in forming complex molecules, making it valuable for constructing fluorinated or brominated compounds. This compound is particularly useful in medicinal chemistry for developing bioactive molecules due to its ability to modulate electronic and steric properties. High purity grades ensure consistent performance in demanding applications. Proper handling is advised due to its sensitivity to moisture and light.
4-Bromo-2,5-difluorobenzaldehyde structure
357405-75-5 structure
Product Name:4-Bromo-2,5-difluorobenzaldehyde
CAS No:357405-75-5
MF:C7H3BrF2O
MW:220.998928308487
MDL:MFCD11847047
CID:1011573
PubChem ID:22489081
Update Time:2025-11-02

4-Bromo-2,5-difluorobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2,5-difluorobenzaldehyde
    • 4-bromo-2,5-difluoro-benzaldehyde
    • QC-5861
    • PDRHYPUKWIHZMP-UHFFFAOYSA-N
    • CM11834
    • AS05533
    • AK110658
    • SY022960
    • AB0042660
    • Z0543
    • ST24023328
    • MDL: MFCD11847047
    • Inchi: 1S/C7H3BrF2O/c8-5-2-6(9)4(3-11)1-7(5)10/h1-3H
    • InChI Key: PDRHYPUKWIHZMP-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(C=O)C=C1F)F

Computed Properties

  • Exact Mass: 219.93400
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 153
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • Density: 1.758
  • Boiling Point: 237 oC
  • Flash Point: 97 oC
  • PSA: 17.07000
  • LogP: 2.53980

4-Bromo-2,5-difluorobenzaldehyde Customs Data

  • HS CODE:2913000090
  • Customs Data:

    China Customs Code:

    2913000090

    Overview:

    2913000090 Item2912Other derivatives of the listed products [refer to halogenation,sulfonation,Nitrosative or nitrosative derivatives]. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%

4-Bromo-2,5-difluorobenzaldehyde Pricemore >>

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4-Bromo-2,5-difluorobenzaldehyde Production Method

Additional information on 4-Bromo-2,5-difluorobenzaldehyde

4-Bromo-2,5-difluorobenzaldehyde (CAS No. 357405-75-5): A Versatile Building Block in Organic Synthesis

4-Bromo-2,5-difluorobenzaldehyde (CAS No. 357405-75-5) is a highly valuable aromatic aldehyde compound that has gained significant attention in modern organic chemistry. This brominated difluorobenzaldehyde derivative serves as a crucial intermediate in pharmaceutical research, material science, and specialty chemical synthesis. With its unique electronic properties and reactivity pattern, this compound offers chemists a powerful tool for constructing complex molecular architectures.

The molecular structure of 4-Bromo-2,5-difluorobenzaldehyde features three strategically positioned substituents: a formyl group at position 1, a bromine atom at position 4, and fluorine atoms at positions 2 and 5. This particular arrangement creates an interesting electronic distribution that influences both its physical properties and chemical behavior. The presence of fluorine atoms enhances the compound's stability while the bromine substituent provides an excellent site for further functionalization through various cross-coupling reactions.

In pharmaceutical applications, 4-Bromo-2,5-difluorobenzaldehyde has emerged as a key building block for drug discovery programs. Researchers particularly value its potential in developing fluorinated drug candidates, as the introduction of fluorine atoms often improves metabolic stability and bioavailability. Recent studies have explored its use in creating kinase inhibitors and GPCR modulators, addressing current therapeutic challenges in oncology and neurological disorders.

The material science field has also benefited from this compound's unique properties. Its incorporation into organic electronic materials has shown promise in developing advanced OLED components and photovoltaic materials. The difluorobenzene core contributes to desirable electron transport characteristics, while the aldehyde functionality allows for further structural elaboration through condensation reactions.

From a synthetic chemistry perspective, 4-Bromo-2,5-difluorobenzaldehyde participates in numerous important transformations. It readily undergoes Pd-catalyzed cross-coupling reactions, making it valuable for constructing biaryl systems. The aldehyde group serves as an excellent handle for nucleophilic additions, reductive aminations, and condensation reactions. Recent publications highlight its use in click chemistry applications and metal-organic framework synthesis.

The global market for fluorinated aromatic compounds like 4-Bromo-2,5-difluorobenzaldehyde has seen steady growth, driven by increasing demand from pharmaceutical and advanced materials sectors. Manufacturers have developed improved synthetic routes to enhance purity and yield while reducing environmental impact. Current research focuses on green chemistry approaches for its production, aligning with the industry's sustainability goals.

Analytical characterization of 4-Bromo-2,5-difluorobenzaldehyde typically involves HPLC analysis, mass spectrometry, and NMR spectroscopy. The compound exhibits characteristic signals in 19F NMR that help verify its structure and purity. Proper storage conditions (typically under inert atmosphere at low temperatures) ensure long-term stability of this valuable chemical intermediate.

Recent innovations in flow chemistry have opened new possibilities for utilizing 4-Bromo-2,5-difluorobenzaldehyde in continuous manufacturing processes. Its compatibility with microreactor technology makes it attractive for industrial-scale applications where precise control over reaction parameters is crucial. These advancements address growing needs for process intensification in chemical production.

As research continues to uncover new applications for fluorinated building blocks, compounds like 4-Bromo-2,5-difluorobenzaldehyde will remain essential tools for synthetic chemists. Its unique combination of reactivity, stability, and versatility positions it as a valuable asset across multiple scientific disciplines. Future developments may explore its potential in bioconjugation chemistry and catalysis, further expanding its utility in cutting-edge research.

For researchers working with 4-Bromo-2,5-difluorobenzaldehyde, proper handling procedures should always be followed, including the use of appropriate personal protective equipment. While not classified as hazardous under standard conditions, good laboratory practices ensure safe and effective utilization of this chemical intermediate in various synthetic applications.

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