Cas no 80151-28-6 (3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol)

3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol is a fluorinated aromatic alkyne alcohol with the molecular formula C9H7FO. This compound features a terminal alkyne group and a hydroxyl moiety, making it a versatile intermediate in organic synthesis. Its structure allows for further functionalization via click chemistry, Sonogashira coupling, or other alkyne-based reactions. The electron-withdrawing fluorine substituent enhances reactivity in electrophilic aromatic substitutions, while the propargylic alcohol group offers opportunities for derivatization. This compound is particularly useful in pharmaceutical and agrochemical research, where fluorinated aromatic scaffolds are valued for their metabolic stability and bioavailability. It is typically handled under inert conditions due to the reactivity of the alkyne and alcohol functionalities.
3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol structure
80151-28-6 structure
Product Name:3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol
CAS No:80151-28-6
MF:C9H7FO
MW:150.149686098099
MDL:MFCD04039232
CID:720724
PubChem ID:2782698
Update Time:2025-10-29

3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol Chemical and Physical Properties

Names and Identifiers

    • 3-(4-Fluorophenyl)prop-2-yn-1-ol
    • 2-Propyn-1-ol,3-(4-fluorophenyl)-
    • 3-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL
    • 3-(4-fluorophenyl)-2-propyn-1-ol
    • AC1MD2VV
    • AG-H-21561
    • CTK5E7521
    • MolPort-000-931-885
    • SBB086696
    • SureCN103643
    • SCHEMBL103643
    • A839854
    • AKOS004117994
    • FT-0758916
    • A50677
    • CS-0266311
    • 80151-28-6
    • DTXSID10382223
    • EN300-330054
    • MFCD04039232
    • ZROXSIPANMVWHB-UHFFFAOYSA-N
    • DB-075658
    • 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol
    • MDL: MFCD04039232
    • Inchi: 1S/C9H7FO/c10-9-5-3-8(4-6-9)2-1-7-11/h3-6,11H,7H2
    • InChI Key: ZROXSIPANMVWHB-UHFFFAOYSA-N
    • SMILES: FC1C=CC(C#CCO)=CC=1

Computed Properties

  • Exact Mass: 150.04800
  • Monoisotopic Mass: 150.048
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 169
  • 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
  • Topological Polar Surface Area: 20.2A^2
  • XLogP3: 1.5

Experimental Properties

  • Density: 1.2
  • Boiling Point: 236.7°C at 760 mmHg
  • Flash Point: 109.7°C
  • Refractive Index: 1.558
  • PSA: 20.23000
  • LogP: 1.16950

3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi

3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol Pricemore >>

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3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol Related Literature

Additional information on 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol

Introduction to 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol and Its Significance in Modern Chemical Biology

The compound with the CAS number 80151-28-6, identified as 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol, represents a fascinating molecule in the realm of chemical biology. This compound, featuring a propargyl alcohol moiety linked to a fluoro-substituted benzene ring, has garnered attention due to its unique structural and functional properties. The presence of the fluoro group at the para position of the phenyl ring introduces specific electronic and steric effects that can modulate its interactions with biological targets, making it a valuable scaffold for drug discovery and material science applications.

In recent years, the pharmaceutical industry has increasingly recognized the importance of fluorinated aromatic compounds in medicinal chemistry. These molecules often exhibit enhanced metabolic stability, improved bioavailability, and altered binding affinities compared to their non-fluorinated counterparts. The propargyl alcohol functional group in 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol adds another layer of complexity, providing a versatile handle for further chemical modifications. This dual functionality makes it an attractive building block for the synthesis of more complex molecules, including potential therapeutic agents.

One of the most compelling aspects of this compound is its potential application in the development of bioactive molecules. The combination of the fluoro group and the propargyl alcohol moiety allows for selective interactions with biological targets, such as enzymes and receptors. For instance, fluorine atoms can participate in hydrogen bonding and π-stacking interactions, while the propargyl alcohol can engage in nucleophilic addition reactions or form hydrogen bonds. These properties have been exploited in various research endeavors to design novel inhibitors or modulators.

Recent studies have highlighted the role of fluorinated propargyl alcohols in medicinal chemistry. A notable example is their use as intermediates in the synthesis of kinase inhibitors, which are crucial for treating cancers and inflammatory diseases. The fluoro group enhances the binding affinity of these inhibitors to their target proteins, while the propargyl alcohol provides a site for further derivatization to optimize pharmacokinetic properties. This has led to several promising candidates entering clinical trials, demonstrating the compound's potential in drug development.

The structural features of 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol also make it an interesting candidate for material science applications. The presence of both rigid aromatic and flexible alkyne components suggests that this molecule could exhibit unique properties when incorporated into polymers or supramolecular assemblies. For example, it could serve as a monomer for conducting polymers or as a ligand in metalorganic frameworks (MOFs). Such applications are particularly relevant in the context of developing advanced materials for electronics, sensors, and catalysis.

In conclusion, 3-(4-Fluoro-Phenyl)-Prop-2-Yn-1-Ol (CAS 80151-28-6) is a multifaceted compound with significant potential in both pharmaceuticals and materials science. Its unique structural features, including the fluoro-substituted phenyl ring and the propargyl alcohol moiety, enable diverse applications ranging from drug discovery to advanced material design. As research continues to uncover new ways to exploit these properties, compounds like this are likely to play an increasingly important role in addressing some of today's most pressing scientific challenges.

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