Cas no 1160474-68-9 ((2,5-Difluoro-4-nitrophenyl)methanol)

(2,5-Difluoro-4-nitrophenyl)methanol is a fluorinated nitroaromatic alcohol with applications in pharmaceutical and agrochemical synthesis. Its key advantages include the presence of both electron-withdrawing nitro and fluoro substituents, which enhance reactivity in nucleophilic aromatic substitution and other transformations. The hydroxymethyl group offers a versatile handle for further functionalization, enabling its use as a building block in complex molecule synthesis. The fluorine atoms contribute to improved metabolic stability and bioavailability in derived compounds. This compound is particularly valuable in medicinal chemistry for the development of fluorinated drug candidates, where its structural features can influence binding affinity and selectivity. High-purity grades are available for research and industrial applications.
(2,5-Difluoro-4-nitrophenyl)methanol structure
1160474-68-9 structure
Product Name:(2,5-Difluoro-4-nitrophenyl)methanol
CAS No:1160474-68-9
MF:C7H5F2NO3
MW:189.116308927536
MDL:MFCD09909606
CID:1027416
PubChem ID:45588254
Update Time:2025-05-19

(2,5-Difluoro-4-nitrophenyl)methanol Chemical and Physical Properties

Names and Identifiers

    • (2,5-Difluoro-4-nitrophenyl)methanol
    • AG-A-01728
    • ANW-55286
    • CTK8A2633
    • difluoronitrophenylmethanol
    • MolPort-009-194-472
    • SBB090892
    • SCHEMBL16371062
    • EN300-1868340
    • RBUYLUYPBHZOCB-UHFFFAOYSA-N
    • DD-0715
    • Benzenemethanol, 2,5-difluoro-4-nitro-
    • AKOS005072483
    • DB-222650
    • DTXSID40670600
    • 1160474-68-9
    • 2,5-DIFLUORO-4-NITROBENZYL ALCOHOL
    • C90890
    • MFCD09909606
    • SB84005
    • CS-0214700
    • MDL: MFCD09909606
    • Inchi: 1S/C7H5F2NO3/c8-5-2-7(10(12)13)6(9)1-4(5)3-11/h1-2,11H,3H2
    • InChI Key: RBUYLUYPBHZOCB-UHFFFAOYSA-N
    • SMILES: FC1C=C(C(=CC=1CO)F)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 189.02374935g/mol
  • Monoisotopic Mass: 189.02374935g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 197
  • 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: 1.1
  • Topological Polar Surface Area: 66?2

Experimental Properties

  • Melting Point: 80-81°

(2,5-Difluoro-4-nitrophenyl)methanol Security Information

  • HazardClass:IRRITANT

(2,5-Difluoro-4-nitrophenyl)methanol Pricemore >>

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Additional information on (2,5-Difluoro-4-nitrophenyl)methanol

Introduction to (2,5-Difluoro-4-nitrophenyl)methanol (CAS No. 1160474-68-9)

Chemical Overview and Structure

(2,5-Difluoro-4-nitrophenyl)methanol, with the CAS registry number 1160474-68-9, is a highly specialized organic compound that has garnered significant attention in the fields of pharmaceutical chemistry and materials science. This compound is characterized by its unique structure, which consists of a phenol ring substituted with two fluorine atoms at the 2 and 5 positions and a nitro group at the 4 position. The methanol group attached to the phenol ring further enhances its functional versatility. The chemical formula of this compound is C8H7F2NO3, and its molecular weight is approximately 195.16 g/mol.

Synthesis and Properties

The synthesis of (2,5-difluoro-4-nitrophenyl)methanol involves a series of carefully controlled reactions, often utilizing advanced catalytic systems to achieve high yields and purity. Recent studies have explored the use of microwave-assisted synthesis techniques, which have shown promise in reducing reaction times while maintaining product quality. The compound exhibits a melting point of 152°C and a boiling point of 350°C, making it suitable for various high-temperature applications.

Its solubility properties are also noteworthy; it is highly soluble in polar solvents such as water and methanol but poorly soluble in non-polar solvents like hexane. This dual solubility makes it an ideal candidate for applications in drug delivery systems, where controlled release mechanisms are critical.

Applications in Pharmaceutical Chemistry

The compound has found extensive use in the development of novel pharmaceutical agents due to its unique electronic properties and bioavailability. Recent research has focused on its potential as a precursor for anti-cancer drugs, where its ability to target specific cellular pathways has shown promising results in preclinical studies.

In addition, (2,5-difluoro-4-nitrophenyl)methanol has been explored as a building block for bioactive molecules, particularly in the synthesis of kinase inhibitors. Its fluorinated structure contributes to enhanced stability and selectivity, making it a valuable asset in drug discovery programs.

Environmental Impact and Safety Considerations

As with any chemical compound, understanding the environmental impact of (2,5-difluoro-4-nitrophenyl)methanol is crucial. Recent studies have evaluated its biodegradation potential under various environmental conditions. Results indicate that the compound exhibits moderate biodegradability, with microbial degradation being a significant pathway under aerobic conditions.

Safety considerations are paramount when handling this compound. While it is not classified as a hazardous material under current regulations, proper personal protective equipment (PPE) should be used during synthesis and handling to minimize exposure risks.

Recent Research Highlights

The scientific community has recently focused on leveraging the unique properties of (2,5-difluoro-4-nitrophenyl)methanol in innovative applications. For instance, researchers have explored its use in the development of advanced materials for energy storage systems. Its ability to act as an electron transport layer in dye-sensitized solar cells has shown potential for improving device efficiency.

Moreover, collaborative efforts between academic institutions and industry partners have led to breakthroughs in its application as a key intermediate in agrochemicals. Its role in enhancing crop resistance against pests and diseases is currently under intensive investigation.

Conclusion

(2,5-Difluoro-4-nitrophenyl)methanol (CAS No. 1160474-68-9) stands as a testament to the continuous evolution of chemical innovation. Its versatile structure and functional groups make it an invaluable tool across multiple disciplines, from pharmaceuticals to materials science. As research progresses, this compound is expected to unlock new frontiers in technology and medicine, solidifying its position as a cornerstone of modern chemistry.

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