Cas no 1256471-77-8 (5-Allyl-1,3-difluoro-2-methoxybenzene)

5-Allyl-1,3-difluoro-2-methoxybenzene is a fluorinated aromatic compound featuring an allyl substituent and a methoxy group, offering unique reactivity for synthetic applications. The presence of fluorine atoms enhances its electron-withdrawing properties, making it valuable in cross-coupling reactions and as a building block for pharmaceuticals or agrochemicals. The allyl group provides versatility for further functionalization, such as olefin metathesis or radical additions. Its methoxy substituent contributes to steric and electronic modulation, influencing regioselectivity in electrophilic substitutions. This compound is particularly useful in medicinal chemistry for designing bioactive molecules due to its balanced lipophilicity and stability. Suitable for controlled fluorination strategies, it serves as a key intermediate in fine chemical synthesis.
5-Allyl-1,3-difluoro-2-methoxybenzene structure
1256471-77-8 structure
Product Name:5-Allyl-1,3-difluoro-2-methoxybenzene
CAS No:1256471-77-8
MF:C10H10F2O
MW:184.182610034943
MDL:MFCD11553718
CID:5177829
PubChem ID:55275334
Update Time:2026-03-05

5-Allyl-1,3-difluoro-2-methoxybenzene Chemical and Physical Properties

Names and Identifiers

    • 5-Allyl-1,3-difluoro-2-methoxybenzene
    • Benzene, 1,3-difluoro-2-methoxy-5-(2-propen-1-yl)-
    • 1,3-difluoro-2-methoxy-5-prop-2-enylbenzene
    • MDL: MFCD11553718
    • Inchi: 1S/C10H10F2O/c1-3-4-7-5-8(11)10(13-2)9(12)6-7/h3,5-6H,1,4H2,2H3
    • InChI Key: CPUUOIALSCPYBE-UHFFFAOYSA-N
    • SMILES: C1(F)=CC(CC=C)=CC(F)=C1OC

Computed Properties

  • Exact Mass: 184.06997126g/mol
  • Monoisotopic Mass: 184.06997126g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 160
  • 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: 3.2
  • Topological Polar Surface Area: 9.2

5-Allyl-1,3-difluoro-2-methoxybenzene Pricemore >>

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Additional information on 5-Allyl-1,3-difluoro-2-methoxybenzene

5-Allyl-1,3-difluoro-2-methoxybenzene: A Comprehensive Overview

5-Allyl-1,3-difluoro-2-methoxybenzene (CAS No. 1256471-77-8) is a versatile aromatic compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmacology. This compound, characterized by its unique substitution pattern on the benzene ring, exhibits a range of interesting properties that make it a valuable building block in various chemical syntheses. In this article, we will delve into the structural features, synthesis methods, applications, and recent research findings related to 5-Allyl-1,3-difluoro-2-methoxybenzene.

The molecular structure of 5-Allyl-1,3-difluoro-2-methoxybenzene consists of a benzene ring with three substituents: an allyl group at position 5, fluorine atoms at positions 1 and 3, and a methoxy group at position 2. This substitution pattern imparts distinct electronic and steric effects on the molecule, influencing its reactivity and potential applications. The presence of the allyl group introduces conjugation effects, while the fluorine atoms contribute to electron-withdrawing properties. The methoxy group, on the other hand, introduces electron-donating effects through resonance. These combined effects make 5-Allyl-1,3-difluoro-2-methoxybenzene a unique compound with diverse chemical behaviors.

Recent studies have highlighted the importance of 5-Allyl-1,3-difluoro-2-methoxybenzene in the development of advanced materials. Researchers have explored its use as a precursor for synthesizing functional polymers and organic semiconductors. For instance, a study published in *Advanced Materials* demonstrated that derivatives of this compound can be used to create high-performance organic field-effect transistors (OFETs). The electronic properties of 5-Allyl-1,3-difluoro-2-methoxybenzene, particularly its ability to modulate charge transport characteristics through controlled substitution patterns, make it an attractive candidate for such applications.

In the pharmaceutical industry, 5-Allyl-1,3-difluoro-2-methoxybenzene has been investigated as a potential lead compound for drug discovery. Its structure provides a platform for exploring various bioactive molecules with specific pharmacological profiles. A research team from the University of California reported that derivatives of this compound exhibit promising anti-inflammatory and anticancer activities in preclinical models. These findings underscore the potential of 5-Allyl-1,3-difluoro-2-methoxybenzene as a starting material for developing novel therapeutic agents.

The synthesis of 5-Allyl-1,3-difluoro-2-methoxybenzene typically involves multi-step organic reactions. One common approach is through Friedel-Crafts alkylation or acylation followed by subsequent functionalization steps to introduce the desired substituents. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound. For example, researchers at MIT developed a palladium-catalyzed cross-coupling reaction that significantly simplifies the synthesis process while maintaining high yields and purity.

Beyond its direct applications in materials science and pharmacology, 5-Allyl-1,3-difluoro-2-methoxybenzene serves as a valuable tool in fundamental chemical research. Its structure allows chemists to study various reaction mechanisms under controlled conditions. A study published in *Nature Chemistry* utilized this compound to investigate aromatic substitution reactions under extreme conditions (e.g., high pressure or low temperature), providing new insights into reaction kinetics and selectivity.

In conclusion, 5-Allyl-1,3-difluoro-2-methoxybenzene (CAS No. 1256471-77-8) is a multifaceted aromatic compound with significant potential across multiple disciplines. Its unique structural features enable diverse applications in materials development and drug discovery while providing valuable insights into fundamental chemical processes. As research continues to uncover new properties and uses for this compound

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