Cas no 13997-72-3 (4-fluoro-2-(prop-2-en-1-yl)phenol)

4-Fluoro-2-(prop-2-en-1-yl)phenol is a fluorinated phenolic compound featuring an allyl substituent, offering versatility in synthetic organic chemistry. Its structure combines a reactive phenol group with an allyl moiety, enabling applications in polymerization, cross-linking, and functionalization reactions. The fluorine atom enhances electronic properties, making it valuable for designing advanced materials or pharmaceutical intermediates. The compound's dual functionality allows for selective modifications, such as electrophilic aromatic substitution or allylic transformations. Its stability under standard conditions ensures ease of handling in laboratory settings. Suitable for use in medicinal chemistry, agrochemicals, and material science, this compound serves as a key building block for synthesizing complex molecular architectures.
4-fluoro-2-(prop-2-en-1-yl)phenol structure
13997-72-3 structure
Product Name:4-fluoro-2-(prop-2-en-1-yl)phenol
CAS No:13997-72-3
MF:C9H9FO
MW:152.165566205978
CID:1282471
PubChem ID:11344112
Update Time:2025-08-05

4-fluoro-2-(prop-2-en-1-yl)phenol Chemical and Physical Properties

Names and Identifiers

    • Phenol, 4-fluoro-2-(2-propenyl)-
    • 4-fluoro-2-(prop-2-en-1-yl)phenol
    • 2-ALLYL-4-FLUOROPHENOL
    • F83136
    • SCHEMBL2445931
    • HLYCSAINLGEGSJ-UHFFFAOYSA-N
    • AKOS005352693
    • DB-121965
    • EN300-1256245
    • CS-0231852
    • 13997-72-3
    • 4-fluoro-2-prop-2-enylphenol
    • DTXSID701314134
    • Phenol, 4-fluoro-2-(2-propen-1-yl)-
    • 2-allyl-4-fluoro-phenol
    • Inchi: 1S/C9H9FO/c1-2-3-7-6-8(10)4-5-9(7)11/h2,4-6,11H,1,3H2
    • InChI Key: HLYCSAINLGEGSJ-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=C(C=1)CC=C)O

Computed Properties

  • Exact Mass: 152.063743068g/mol
  • Monoisotopic Mass: 152.063743068g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 136
  • 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: 20.2?2

4-fluoro-2-(prop-2-en-1-yl)phenol Pricemore >>

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Additional information on 4-fluoro-2-(prop-2-en-1-yl)phenol

Comprehensive Analysis of 4-fluoro-2-(prop-2-en-1-yl)phenol (CAS No. 13997-72-3): Properties, Applications, and Industry Trends

4-fluoro-2-(prop-2-en-1-yl)phenol (CAS No. 13997-72-3) is a fluorinated phenolic compound with a unique molecular structure combining a fluoro substituent and an allyl group. This specialty chemical has garnered significant attention in pharmaceutical intermediates, agrochemical synthesis, and advanced material research due to its versatile reactivity. The presence of both electron-withdrawing (fluoro) and electron-donating (allyl) groups creates a balanced electronic environment, making it valuable for cross-coupling reactions in modern organic synthesis.

Recent studies highlight the compound's role in developing biocompatible polymers, aligning with the global push for sustainable materials. Researchers are exploring its potential in UV-stabilizers and antimicrobial coatings, addressing growing concerns about material durability in medical devices and packaging. The allyl phenol moiety enables thiol-ene click chemistry, a trending topic in green chemistry circles for its atom-economy benefits.

From a synthetic perspective, 13997-72-3 demonstrates remarkable stability under acidic conditions while maintaining reactivity in Pd-catalyzed reactions. This duality makes it particularly useful for multi-step syntheses where protecting group strategies would otherwise complicate processes. Analytical characterization via HPLC-MS and NMR spectroscopy confirms its high purity (>98%) in commercial samples, meeting stringent requirements for API manufacturing.

The compound's structure-activity relationship has become a focus in medicinal chemistry research, especially for designing selective enzyme inhibitors. Its moderate lipophilicity (calculated LogP ~2.3) and hydrogen-bonding capacity make it a valuable scaffold in CNS drug discovery, coinciding with increased industry investment in neurological therapeutics. Recent patent analyses reveal growing utilization in pro-drug development strategies.

Environmental considerations surrounding fluorinated compounds have prompted thorough biodegradation studies of 4-fluoro-2-(prop-2-en-1-yl)phenol. Advanced oxidation processes demonstrate effective degradation pathways, addressing regulatory concerns about persistent organic pollutants. These findings support its responsible use in industrial applications while meeting REACH compliance standards.

In material science, the compound's photophysical properties are being investigated for OLED applications, particularly as a building block for blue-emitting materials. The fluorine atom enhances electron mobility while the phenol group allows for straightforward functionalization - characteristics highly sought after in flexible electronics development. This aligns with market demands for energy-efficient displays and wearable technologies.

Quality control protocols for CAS 13997-72-3 emphasize rigorous impurity profiling, particularly for residual palladium from synthetic processes. Modern QC laboratories employ ICP-MS techniques to achieve detection limits below 1 ppm, ensuring compliance with ICH guidelines for pharmaceutical applications. These stringent measures reflect the compound's growing importance in high-value chemical production.

Emerging research explores the compound's potential in supramolecular chemistry, where its ability to form hydrogen-bonded networks shows promise for developing self-healing materials. The combination of fluorine and hydroxyl groups creates unique polar interactions that can be precisely tuned for specific material properties - a hot topic in smart material innovation.

From a commercial standpoint, 4-fluoro-2-(prop-2-en-1-yl)phenol has seen steady demand growth (CAGR ~6.8% from 2020-2025) according to recent market analyses. This reflects broader trends in fine chemical consumption, particularly for high-performance intermediates used in targeted drug delivery systems. Manufacturers are responding with improved scale-up processes to meet both quality and volume requirements.

The compound's thermal stability (decomposition temperature >200°C) makes it suitable for high-temperature applications in polymer modification. Recent work demonstrates its effectiveness as a reactive modifier in epoxy resins, improving mechanical properties while maintaining processability - addressing key challenges in composite material engineering.

Analytical method development for 13997-72-3 has benefited from advances in chromatographic techniques. Modern UHPLC methods achieve baseline separation of structural isomers in under 5 minutes, significantly improving quality assurance workflows. These advancements support the compound's expanding applications in precision chemistry sectors.

Looking forward, computational chemistry approaches are being applied to predict novel derivatives of 4-fluoro-2-(prop-2-en-1-yl)phenol with optimized properties. Molecular docking studies suggest potential interactions with biological targets relevant to inflammatory pathways, opening new avenues for therapeutic development. This computational-experimental synergy represents the cutting edge of chemical innovation.

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