Cas no 141235-14-5 (2-Pentanone, 1-(4-fluorophenyl)-)

2-Pentanone, 1-(4-fluorophenyl)-, is a fluorinated ketone compound with the molecular formula C11H13FO. It features a pentanone backbone substituted with a 4-fluorophenyl group, imparting unique reactivity and physicochemical properties. This structure makes it a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications, where fluorinated compounds are often sought for their enhanced stability and bioactivity. Its well-defined molecular architecture allows for precise functionalization, enabling the development of specialized derivatives. The compound exhibits moderate polarity, facilitating solubility in common organic solvents, which is advantageous for reaction handling and purification. Its consistent purity and stability under standard conditions ensure reliable performance in synthetic workflows.
2-Pentanone, 1-(4-fluorophenyl)- structure
141235-14-5 structure
Product Name:2-Pentanone, 1-(4-fluorophenyl)-
CAS No:141235-14-5
MF:C11H13FO
MW:180.218726873398
CID:1310659
PubChem ID:19027717
Update Time:2025-08-03

2-Pentanone, 1-(4-fluorophenyl)- Chemical and Physical Properties

Names and Identifiers

    • 2-Pentanone, 1-(4-fluorophenyl)-
    • SCHEMBL8833730
    • 1-(4-Fluorophenyl)pentan-2-one
    • N14143
    • 141235-14-5
    • MDL: MFCD11934902
    • Inchi: 1S/C11H13FO/c1-2-3-11(13)8-9-4-6-10(12)7-5-9/h4-7H,2-3,8H2,1H3
    • InChI Key: CTSVFKBCUSVXIG-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)CC(CCC)=O

Computed Properties

  • Exact Mass: 180.09509
  • Monoisotopic Mass: 180.095043196g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • 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: 2.5
  • Topological Polar Surface Area: 17.1?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.0±0.0 g/cm3
  • Boiling Point: 245.1±0.0 °C at 760 mmHg
  • PSA: 17.07

2-Pentanone, 1-(4-fluorophenyl)- Security Information

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Additional information on 2-Pentanone, 1-(4-fluorophenyl)-

Introduction to 2-Pentanone, 1-(4-fluorophenyl) and Its CAS No. 141235-14-5

2-Pentanone, 1-(4-fluorophenyl), identified by the Chemical Abstracts Service Number (CAS No.) 141235-14-5, is a fluorinated aromatic ketone that has garnered significant attention in the field of pharmaceutical chemistry and organic synthesis. This compound, characterized by its unique structural motif—a pentanone backbone substituted with a 4-fluorophenyl group—exhibits a range of chemical properties that make it a valuable intermediate in the development of novel therapeutic agents.

The molecular structure of 2-Pentanone, 1-(4-fluorophenyl) consists of a five-carbon ketone chain connected to a phenyl ring at the first carbon, with a fluorine atom attached to the fourth carbon of the phenyl ring. This fluorination introduces electronic and steric effects that can modulate the reactivity and biological activity of the molecule. The presence of both the ketone and fluoroaromatic groups makes this compound a versatile building block for medicinal chemists, enabling the synthesis of diverse pharmacophores.

In recent years, there has been growing interest in fluorinated compounds due to their enhanced metabolic stability, improved binding affinity, and altered pharmacokinetic profiles compared to their non-fluorinated counterparts. 2-Pentanone, 1-(4-fluorophenyl) is no exception, and its applications in drug discovery have been explored extensively. For instance, fluorinated aromatic ketones have been shown to serve as key intermediates in the synthesis of kinase inhibitors, which are critical in treating cancers and inflammatory diseases.

One of the most compelling aspects of 2-Pentanone, 1-(4-fluorophenyl) is its role in the development of central nervous system (CNS) therapeutics. The combination of the ketone group and the fluoroaromatic ring can influence blood-brain barrier penetration, a crucial factor for many neuropharmaceuticals. Researchers have leveraged this compound to design molecules with improved efficacy in treating neurological disorders such as Alzheimer's disease and Parkinson's disease. The fluorine atom's ability to enhance lipophilicity while maintaining metabolic stability has been particularly advantageous in these applications.

The synthesis of 2-Pentanone, 1-(4-fluorophenyl) typically involves multi-step organic reactions, often starting from commercially available precursors like 4-fluorobenzaldehyde and butanone. Advanced synthetic methodologies, including cross-coupling reactions and transition metal catalysis, have been employed to achieve high yields and purity. The optimization of these synthetic routes has enabled researchers to produce this compound on scales suitable for both academic research and industrial applications.

From a computational chemistry perspective, 2-Pentanone, 1-(4-fluorophenyl) has been subjected to extensive molecular modeling studies to understand its interactions with biological targets. Quantum mechanical calculations have revealed that the electron-withdrawing nature of the fluorine atom influences the electronic distribution across the molecule, thereby affecting its binding affinity to enzymes and receptors. These insights have guided medicinal chemists in designing derivatives with enhanced pharmacological properties.

The pharmaceutical industry has also explored 2-Pentanone, 1-(4-fluorophenyl) as a scaffold for developing antimicrobial agents. Fluorinated aromatic compounds are known for their ability to disrupt bacterial cell wall synthesis and inhibit DNA gyrase activity. By incorporating this motif into novel drug candidates, scientists aim to combat antibiotic-resistant strains of bacteria—a pressing global health challenge.

In addition to its pharmaceutical applications, 2-Pentanone, 1-(4-fluorophenyl) has found utility in materials science. Its unique structural features make it a candidate for designing advanced polymers and liquid crystals with tailored optical and electronic properties. The fluorine atom's influence on molecular packing and intermolecular forces has been exploited to create materials with enhanced thermal stability and mechanical strength.

Recent advancements in green chemistry have prompted researchers to develop sustainable synthetic routes for 2-Pentanone, 1-(4-fluorophenyl). Catalytic processes that minimize waste and energy consumption have been investigated, aligning with global efforts to promote environmentally friendly chemical manufacturing. These innovations not only improve efficiency but also reduce the ecological footprint of producing this valuable intermediate.

The future prospects for 2-Pentanone, 1-(4-fluorophenyl) are promising, with ongoing research uncovering new applications in drug discovery and material science. As our understanding of fluorinated compounds continues to grow, so too will their role in addressing some of humanity's most pressing health challenges. The compound's unique structural features offer a rich palette for medicinal chemists to explore, ensuring its continued relevance in both academic and industrial settings.

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