Cas no 883987-74-4 ((3-Fluoro-5-nitrophenyl)methanol)

(3-Fluoro-5-nitrophenyl)methanol is a versatile fluorinated aromatic compound with a molecular formula of C7H6FNO3. It features both a hydroxymethyl (-CH2OH) and a nitro (-NO2) group at the meta-positions relative to the fluorine substituent, making it a valuable intermediate in organic synthesis and pharmaceutical chemistry. The presence of the electron-withdrawing nitro and fluorine groups enhances its reactivity in nucleophilic aromatic substitution (SNAr) reactions, while the hydroxymethyl group allows for further functionalization, such as oxidation to aldehydes or esterification. This compound is particularly useful in the synthesis of fluorinated drug candidates, agrochemicals, and advanced materials. Its high purity and stability under standard conditions ensure reliable performance in research and industrial applications.
(3-Fluoro-5-nitrophenyl)methanol structure
883987-74-4 structure
Product Name:(3-Fluoro-5-nitrophenyl)methanol
CAS No:883987-74-4
MF:C7H6FNO3
MW:171.125845432281
MDL:MFCD13185621
CID:1024397
PubChem ID:66907232
Update Time:2025-11-01

(3-Fluoro-5-nitrophenyl)methanol Chemical and Physical Properties

Names and Identifiers

    • (3-Fluoro-5-nitrophenyl)methanol
    • 3-fluoro-5-nitrobenzyl alcohol
    • SCHEMBL1099111
    • MFCD13185621
    • AS-46086
    • 883987-74-4
    • CL8718
    • EN300-1272915
    • VIPAPHQBEJJKOZ-UHFFFAOYSA-N
    • Benzenemethanol, 3-fluoro-5-nitro-
    • CS-0232474
    • AKOS015999921
    • A862204
    • DTXSID60736010
    • DB-331299
    • MDL: MFCD13185621
    • Inchi: 1S/C7H6FNO3/c8-6-1-5(4-10)2-7(3-6)9(11)12/h1-3,10H,4H2
    • InChI Key: VIPAPHQBEJJKOZ-UHFFFAOYSA-N
    • SMILES: FC1C=C(C=C(CO)C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 171.03317122g/mol
  • Monoisotopic Mass: 171.03317122g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 171
  • 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: 1
  • Topological Polar Surface Area: 66?2

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Additional information on (3-Fluoro-5-nitrophenyl)methanol

Introduction to (3-Fluoro-5-nitrophenyl)methanol (CAS No. 883987-74-4)

(3-Fluoro-5-nitrophenyl)methanol, identified by the Chemical Abstracts Service Number (CAS No.) 883987-74-4, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, featuring a fluoro and nitro substituent on a phenyl ring with a methanol side chain, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules.

The structural configuration of (3-Fluoro-5-nitrophenyl)methanol imparts distinct electronic and steric characteristics to the molecule. The presence of a fluoro group at the 3-position and a nitro group at the 5-position on the phenyl ring enhances its reactivity and interaction with biological targets. This dual substitution pattern is particularly intriguing for researchers exploring novel pharmacophores, as it allows for fine-tuning of physicochemical properties such as lipophilicity, solubility, and metabolic stability.

In recent years, there has been growing interest in developing small-molecule inhibitors targeting specific enzymes and receptors involved in disease pathways. The nitro group in (3-Fluoro-5-nitrophenyl)methanol serves as a versatile handle for further functionalization, enabling the synthesis of more complex derivatives with enhanced binding affinity and selectivity. For instance, researchers have leveraged this compound to develop potent inhibitors of kinases and other enzymes implicated in cancer and inflammatory diseases.

One of the most compelling aspects of (3-Fluoro-5-nitrophenyl)methanol is its role as a building block in the synthesis of fluorinated aromatic compounds. Fluorine atoms are widely incorporated into pharmaceuticals due to their ability to modulate metabolic pathways and improve drug bioavailability. The nitro group, on the other hand, can be reduced to an amine or converted into other functional groups, providing multiple avenues for structural diversification.

Recent studies have highlighted the utility of (3-Fluoro-5-nitrophenyl)methanol in the development of antiviral agents. The unique electronic properties of this compound allow it to interact with viral proteases and polymerases, inhibiting their activity and thereby preventing viral replication. Additionally, its fluorinated backbone enhances resistance to enzymatic degradation, ensuring prolonged biological activity.

The synthesis of (3-Fluoro-5-nitrophenyl)methanol typically involves multi-step organic transformations, starting from commercially available aromatic precursors. Advanced synthetic methodologies, such as palladium-catalyzed cross-coupling reactions and nucleophilic aromatic substitutions, are often employed to achieve high yields and purity. These synthetic strategies not only highlight the versatility of this compound but also showcase the advancements in synthetic organic chemistry that continue to drive innovation in drug discovery.

The pharmacological potential of derivatives derived from (3-Fluoro-5-nitrophenyl)methanol has been explored in various preclinical models. Initial studies have demonstrated promising results in terms of efficacy and safety profiles, paving the way for further clinical development. The ability to modify key structural features while maintaining core pharmacophoric elements allows for rapid optimization of lead compounds.

In conclusion, (3-Fluoro-5-nitrophenyl)methanol (CAS No. 883987-74-4) represents a fascinating compound with significant implications for pharmaceutical research. Its unique structural features and synthetic accessibility make it an invaluable tool for developing novel therapeutic agents targeting a wide range of diseases. As research continues to uncover new applications for this compound, its importance in medicinal chemistry is likely to grow even further.

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