Cas no 203115-91-7 (1-Fluoro-2-propoxybenzene)

1-Fluoro-2-propoxybenzene is a fluorinated aromatic ether compound characterized by the presence of a fluorine atom and a propoxy group on the benzene ring. This structural configuration 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 atom enhances metabolic stability and lipophilicity, while the propoxy group contributes to solubility and reactivity in various chemical transformations. Its well-defined reactivity profile allows for selective functionalization, enabling precise modifications in complex molecular architectures. The compound is typically handled under standard laboratory conditions, ensuring compatibility with a range of synthetic methodologies.
1-Fluoro-2-propoxybenzene structure
1-Fluoro-2-propoxybenzene structure
Product Name:1-Fluoro-2-propoxybenzene
CAS No:203115-91-7
MF:C9H11FO
MW:154.181446313858
MDL:MFCD01861233
CID:241176
PubChem ID:17881573
Update Time:2025-06-08

1-Fluoro-2-propoxybenzene Chemical and Physical Properties

Names and Identifiers

    • 1-Fluoro-2-propoxybenzene
    • Benzene,1-fluoro-2-propoxy-
    • Benzene,1-fluoro-2-propoxy
    • Benzene, 1-fluoro-2-propoxy-
    • MFCD01861233
    • SCHEMBL255561
    • Benzene, 1-fluoro-2-propoxy- (9CI)
    • CS-0192007
    • E89607
    • 203115-91-7
    • AKOS008954209
    • DTXSID50591453
    • BS-21879
    • DB-273875
    • MDL: MFCD01861233
    • Inchi: 1S/C9H11FO/c1-2-7-11-9-6-4-3-5-8(9)10/h3-6H,2,7H2,1H3
    • InChI Key: WYJDYUQPRJBDMJ-UHFFFAOYSA-N
    • SMILES: FC1C=CC=CC=1OCCC

Computed Properties

  • Exact Mass: 154.07900
  • Monoisotopic Mass: 154.079393132g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 106
  • 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

Experimental Properties

  • PSA: 9.23000
  • LogP: 2.61450

1-Fluoro-2-propoxybenzene Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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Additional information on 1-Fluoro-2-propoxybenzene

Introduction to 1-Fluoro-2-propoxybenzene (CAS No. 203115-91-7)

1-Fluoro-2-propoxybenzene, identified by the Chemical Abstracts Service Number (CAS No.) 203115-91-7, is a significant organic compound that has garnered attention in the field of pharmaceutical and chemical research. This compound, featuring a fluorine atom and a propoxy group on a benzene ring, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules. The presence of the fluorine substituent, in particular, imparts distinct electronic and steric effects, influencing its reactivity and potential applications in medicinal chemistry.

The structural motif of 1-Fluoro-2-propoxybenzene positions it as a versatile building block for the development of novel therapeutic agents. The benzene core, an aromatic ring system, is well-documented for its role in many pharmacophores. The introduction of a fluorine atom at the ortho position relative to the propoxy group enhances the compound's interaction with biological targets, such as enzymes and receptors. This modification is particularly relevant in modern drug design, where fluorinated compounds are increasingly prevalent due to their improved metabolic stability, lipophilicity, and binding affinity.

Recent advancements in synthetic methodologies have enabled more efficient and scalable production of 1-Fluoro-2-propoxybenzene. These innovations have not only improved the availability of the compound but also opened new avenues for its application in drug discovery programs. For instance, transition-metal-catalyzed cross-coupling reactions have been employed to introduce additional functional groups onto the benzene ring, further diversifying the chemical space accessible through this intermediate.

In the realm of medicinal chemistry, 1-Fluoro-2-propoxybenzene has been explored as a precursor for various therapeutic classes. Its structural features make it particularly suitable for designing compounds targeting neurological disorders, inflammatory diseases, and oncological conditions. The fluorine atom's ability to modulate electronic properties has been leveraged to enhance binding interactions with biological targets, leading to the development of more potent and selective drug candidates.

One notable area of research involves the use of 1-Fluoro-2-propoxybenzene in the synthesis of kinase inhibitors. Kinases are enzymes that play crucial roles in signal transduction pathways, and their dysregulation is often associated with cancer and other diseases. By incorporating this compound into kinase inhibitor scaffolds, researchers have been able to generate molecules with improved pharmacokinetic profiles and reduced off-target effects. The propoxy group provides a handle for further derivatization, allowing for fine-tuning of physicochemical properties such as solubility and permeability.

The impact of fluorine substitution on biological activity has also been extensively studied. Fluorinated aromatic compounds are known to exhibit enhanced bioavailability due to their increased lipophilicity and resistance to metabolic degradation. This has made 1-Fluoro-2-propoxybenzene a popular choice for medicinal chemists seeking to develop drugs with prolonged half-lives and improved therapeutic efficacy. Additionally, computational modeling studies have highlighted the role of fluorine in optimizing hydrogen bonding interactions within protein binding pockets, further underscoring its importance in drug design.

Another emerging application of 1-Fluoro-2-propoxybenzene lies in the field of agrochemicals. Fluorinated compounds are increasingly being used in crop protection agents due to their enhanced stability and efficacy against pests and pathogens. The structural versatility of this intermediate allows for the synthesis of novel pesticides with improved environmental profiles and reduced toxicity to non-target organisms. Such developments align with global efforts to promote sustainable agriculture while maintaining high yields.

The synthesis of 1-Fluoro-2-propoxybenzene itself involves well-established organic reactions, including nucleophilic aromatic substitution (SNAr) and etherification processes. Recent improvements in reaction conditions have led to higher yields and purities, making it more accessible for industrial-scale applications. Furthermore, green chemistry principles have been integrated into synthetic routes, minimizing waste generation and reducing reliance on hazardous reagents.

In conclusion,1-Fluoro-2-propoxybenzene (CAS No. 203115-91-7) represents a valuable asset in modern chemical synthesis and drug discovery. Its unique structural features offer numerous opportunities for generating bioactive molecules with tailored properties. As research continues to uncover new applications for this compound, its significance in pharmaceuticals and related industries is expected to grow further.

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