Cas no 259655-00-0 (2,4-Difluoro-1-propoxybenzene)

2,4-Difluoro-1-propoxybenzene is a fluorinated aromatic ether compound characterized by its two fluorine substituents at the 2- and 4-positions of the benzene ring, along with a propoxy group at the 1-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty materials. The fluorine atoms enhance reactivity and stability, while the propoxy group offers moderate lipophilicity, facilitating solubility in organic solvents. Its precise substitution pattern allows for selective functionalization, enabling tailored applications in cross-coupling reactions or as a building block for complex molecular architectures. Suitable for controlled reactions under inert conditions.
2,4-Difluoro-1-propoxybenzene structure
2,4-Difluoro-1-propoxybenzene structure
Product Name:2,4-Difluoro-1-propoxybenzene
CAS No:259655-00-0
MF:C9H10F2O
MW:172.171909809113
MDL:MFCD01571111
CID:4764479
PubChem ID:2781708
Update Time:2025-11-07

2,4-Difluoro-1-propoxybenzene Chemical and Physical Properties

Names and Identifiers

    • 2,4-difluoro-1-propoxybenzene
    • SBB088619
    • Z0437
    • 2,4-Difluoro-1-propoxybenzene
    • MDL: MFCD01571111
    • Inchi: 1S/C9H10F2O/c1-2-5-12-9-4-3-7(10)6-8(9)11/h3-4,6H,2,5H2,1H3
    • InChI Key: ALRJBMLLALWBCH-UHFFFAOYSA-N
    • SMILES: FC1C=C(C=CC=1OCCC)F

Computed Properties

  • Exact Mass: 172.06997126g/mol
  • Monoisotopic Mass: 172.06997126g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 130
  • 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
  • Topological Polar Surface Area: 9.2

2,4-Difluoro-1-propoxybenzene Pricemore >>

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Additional information on 2,4-Difluoro-1-propoxybenzene

Introduction to 2,4-Difluoro-1-propoxybenzene (CAS No. 259655-00-0)

2,4-Difluoro-1-propoxybenzene, identified by its Chemical Abstracts Service (CAS) number 259655-00-0, is a fluorinated aromatic ether that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to a class of molecules characterized by the presence of both fluoro and propoxy substituents, which contribute to its unique chemical properties and potential biological activities. The structural features of 2,4-Difluoro-1-propoxybenzene make it a valuable intermediate in the synthesis of various pharmacologically relevant molecules, particularly those targeting neurological and inflammatory pathways.

The fluorine atoms at the 2- and 4-positions of the benzene ring play a crucial role in modulating the electronic and steric properties of the molecule. Fluorine is known for its ability to enhance metabolic stability, improve binding affinity to biological targets, and influence the pharmacokinetic profile of drug candidates. In contrast, the propoxy group at the 1-position introduces a hydrophobic aliphatic chain that can affect solubility and interactions with biological membranes. Together, these substituents create a scaffold that is amenable to further functionalization, making 2,4-Difluoro-1-propoxybenzene a versatile building block in medicinal chemistry.

Recent advancements in computational chemistry and molecular modeling have enabled researchers to predict the binding modes of 2,4-Difluoro-1-propoxybenzene with various biological targets with high accuracy. Studies suggest that this compound may exhibit inhibitory activity against enzymes involved in inflammatory processes, such as cyclooxygenase (COX) and lipoxygenase (LOX). The electron-withdrawing nature of the fluorine atoms and the electron-donating propoxy group can create a dipole moment that enhances interactions with polar residues in protein active sites. This has led to investigations into its potential as an anti-inflammatory agent, particularly in conditions where COX-2 inhibition is desired.

In addition to its pharmacological applications, 2,4-Difluoro-1-propoxybenzene has been explored as a key intermediate in the synthesis of agrochemicals. Fluorinated aromatic compounds are widely used in crop protection due to their improved stability against environmental degradation and enhanced efficacy against pests and pathogens. The presence of both fluoro and propoxy groups can confer resistance to metabolic breakdown by enzymes such as cytochrome P450 monooxygenases, which are prevalent in plants and microorganisms. This stability is critical for ensuring prolonged activity in agricultural settings.

The synthesis of 2,4-Difluoro-1-propoxybenzene typically involves multi-step organic reactions that require careful optimization to achieve high yields and purity. Common synthetic routes include halogenation of propylated benzene derivatives followed by fluorination using electrophilic or nucleophilic fluorinating agents. Advances in green chemistry have also led to the development of more sustainable synthetic methodologies, such as catalytic fluorination processes that minimize waste generation. These innovations align with the growing emphasis on environmentally responsible chemical synthesis.

From a regulatory perspective, 2,4-Difluoro-1-propoxybenzene is subject to standard safety assessments to ensure its safe handling and use in research and industrial applications. While not classified as a hazardous material under current regulations, proper precautions must be taken to prevent exposure during handling due to its potential reactivity with strong acids or bases. Storage conditions should also be carefully controlled to prevent degradation or unintended reactions.

The growing interest in fluorinated compounds has spurred research into novel derivatives of 2,4-Difluoro-1-propoxybenzene with enhanced biological activity or improved pharmacokinetic profiles. For instance, modifications at the propoxy position could lead to analogs with altered solubility or selectivity for specific biological targets. Such structural diversification is facilitated by modern synthetic techniques such as transition-metal-catalyzed cross-coupling reactions, which allow for precise control over molecular architecture.

In conclusion,2,4-Difluoro-1-propoxybenzene (CAS No. 259655-00-0) represents a promising compound with applications spanning pharmaceuticals and agrochemicals. Its unique structural features—comprising both fluoro and propoxy substituents—make it an attractive scaffold for drug discovery and crop protection strategies. Ongoing research continues to uncover new possibilities for this versatile molecule, underscoring its importance in modern chemical biology.

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