Cas no 681435-09-6 (2,4-Dichloro-6-fluorobenzaldehyde)

2,4-Dichloro-6-fluorobenzaldehyde is a halogenated aromatic aldehyde with the molecular formula C?H?Cl?FO. This compound serves as a versatile intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern—featuring two chlorine atoms and one fluorine atom—enhances its reactivity in electrophilic and nucleophilic substitution reactions, making it valuable for constructing complex molecular frameworks. The presence of both electron-withdrawing halogens and an aldehyde group allows for selective functionalization, enabling precise modifications in synthetic pathways. It is typically characterized by high purity and stability under standard storage conditions, ensuring reliable performance in laboratory and industrial applications.
2,4-Dichloro-6-fluorobenzaldehyde structure
681435-09-6 structure
Product Name:2,4-Dichloro-6-fluorobenzaldehyde
CAS No:681435-09-6
MF:C7H3Cl2FO
MW:193.00252366066
MDL:MFCD12404935
CID:1038122
PubChem ID:22026356
Update Time:2025-06-08

2,4-Dichloro-6-fluorobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dichloro-6-fluorobenzaldehyde
    • AG-L-24075
    • AK-57051
    • ANW-74408
    • CTK5C7396
    • KB-17395
    • MolPort-016-578-763
    • RP25219
    • AKOS006345813
    • J-507152
    • EN300-212988
    • AS-33051
    • FT-0682410
    • DTXSID70621721
    • Benzaldehyde, 2,4-dichloro-6-fluoro-
    • AMY36506
    • SCHEMBL6060504
    • A9088
    • MFCD12404935
    • Z1201626505
    • 681435-09-6
    • BB 0260970
    • CS-0186501
    • DB-073969
    • 2,4-Dichloro-6-fluoro-benzaldehyde
    • MDL: MFCD12404935
    • Inchi: 1S/C7H3Cl2FO/c8-4-1-6(9)5(3-11)7(10)2-4/h1-3H
    • InChI Key: KDTLZLPZFUJFRU-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=C(C=1C=O)F)Cl

Computed Properties

  • Exact Mass: 191.95459
  • Monoisotopic Mass: 191.9544983g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 153
  • 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: 2.7
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • PSA: 17.07

2,4-Dichloro-6-fluorobenzaldehyde Security Information

  • HazardClass:IRRITANT

2,4-Dichloro-6-fluorobenzaldehyde Pricemore >>

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Additional information on 2,4-Dichloro-6-fluorobenzaldehyde

Introduction to 2,4-Dichloro-6-fluorobenzaldehyde (CAS No. 681435-09-6) and Its Applications in Modern Chemical Biology

2,4-Dichloro-6-fluorobenzaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 681435-09-6, is a highly versatile organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This aromatic aldehyde, characterized by its chloro and fluoro substituents, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various biologically active molecules. The presence of both electron-withdrawing chloro groups and an electron-donating fluoro group on the benzene ring imparts distinct reactivity, enabling its use in diverse synthetic pathways.

The compound's structure, featuring a benzaldehyde core with specific halogen substitutions, positions it as a key building block in the development of novel therapeutic agents. In recent years, advancements in medicinal chemistry have highlighted the importance of such halogenated aromatic aldehydes in drug design. Specifically, the combination of chlorine and fluorine atoms can influence the electronic distribution and metabolic stability of drug candidates, making 2,4-Dichloro-6-fluorobenzaldehyde a compelling choice for medicinal chemists.

Recent studies have demonstrated the compound's utility in the synthesis of small-molecule inhibitors targeting various biological pathways. For instance, researchers have leveraged its reactive aldehyde group to introduce functional moieties into pharmacophores, enhancing binding affinity and selectivity. The chloro substituents, in particular, have been shown to improve solubility and bioavailability of drug candidates, while the fluoro group contributes to metabolic stability by resisting hydrolysis under physiological conditions.

One notable application of 2,4-Dichloro-6-fluorobenzaldehyde is in the development of kinase inhibitors, which are critical for treating cancers and inflammatory diseases. By serving as a precursor in constructing heterocyclic scaffolds, this compound has enabled the creation of potent inhibitors with improved pharmacokinetic profiles. The ability to modify its structure further allows for fine-tuning of biological activity, making it an indispensable tool in hit-to-lead optimization campaigns.

The compound's role extends beyond kinase inhibition; it has also been explored in the synthesis of antiviral and antibacterial agents. The unique electronic properties conferred by its substituents facilitate interactions with biological targets, leading to the development of novel therapeutic strategies. For example, recent publications have described its use in generating Schiff bases that exhibit significant antimicrobial activity against resistant strains of bacteria.

In addition to its pharmaceutical applications, 2,4-Dichloro-6-fluorobenzaldehyde finds utility in agrochemical research. Its structural features make it a suitable candidate for developing next-generation pesticides with enhanced efficacy and environmental compatibility. The incorporation of fluorine into agrochemicals has been linked to improved stability and reduced toxicity, aligning with global efforts to promote sustainable agriculture.

The synthetic methodologies involving 2,4-Dichloro-6-fluorobenzaldehyde continue to evolve with advancements in catalytic techniques and green chemistry principles. Researchers are increasingly employing transition-metal-catalyzed reactions to achieve higher yields and selectivity in its derivatives. Such innovations not only streamline production processes but also minimize waste generation, underscoring the compound's relevance in modern chemical synthesis.

From a regulatory perspective, 681435-09-6 is subject to standard safety protocols due to its reactive nature as an aldehyde. Proper handling procedures are essential to ensure worker safety and environmental protection. Despite these precautions, its widespread use underscores its indispensable role in advancing chemical biology research.

Future directions for research on 2,4-Dichloro-6-fluorobenzaldehyde may include exploring its potential in photopharmacology and drug delivery systems. The ability to conjugate this compound with photoactivatable groups opens new avenues for targeted therapy applications. Furthermore, computational modeling studies could provide deeper insights into its interactions with biological targets, aiding in rational drug design.

In conclusion,2,4-Dichloro-6-fluorobenzaldehyde (CAS No. 681435-09-6) represents a cornerstone molecule in contemporary chemical biology and pharmaceutical innovation. Its unique structural attributes enable diverse applications across multiple therapeutic areas while maintaining high reactivity for synthetic manipulation. As research progresses,this compound will undoubtedly continue to play a pivotal role in shaping the future of drug discovery。

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