Cas no 85233-16-5 (1-Fluoro-2-methyl-3,5-dinitrobenzene)

1-Fluoro-2-methyl-3,5-dinitrobenzene is a fluorinated aromatic compound featuring both nitro and methyl functional groups. Its structure, characterized by electron-withdrawing nitro groups and a fluorine substituent, makes it a valuable intermediate in organic synthesis, particularly for electrophilic substitution reactions. The presence of the fluorine atom enhances reactivity and selectivity in nucleophilic aromatic substitution (SNAr) processes. This compound is commonly utilized in the preparation of agrochemicals, pharmaceuticals, and specialty materials due to its stability and predictable reactivity. Its crystalline solid form ensures ease of handling and storage under standard laboratory conditions. The compound's well-defined chemical properties make it a reliable choice for research and industrial applications requiring precise functionalization of aromatic systems.
1-Fluoro-2-methyl-3,5-dinitrobenzene structure
85233-16-5 structure
Product Name:1-Fluoro-2-methyl-3,5-dinitrobenzene
CAS No:85233-16-5
MF:C7H5FN2O4
MW:200.124005079269
MDL:MFCD16251123
CID:664837
PubChem ID:23235350
Update Time:2025-10-28

1-Fluoro-2-methyl-3,5-dinitrobenzene Chemical and Physical Properties

Names and Identifiers

    • 1-Fluoro-2-methyl-3,5-dinitrobenzene
    • Benzene, 1-fluoro-2-methyl-3,5-dinitro-
    • 2,4-DINITRO-6-FLUOROTOLUENE
    • PubChem14317
    • FCH1396519
    • 1-fluoranyl-2-methyl-3,5-dinitro-benzene
    • AX8168161
    • A841269
    • SCHEMBL4449807
    • 1-fluoro-2-methyl-3,5-dinitro-benzene
    • 85233-16-5
    • AS-63923
    • AKOS015890788
    • F21477
    • CS-0438494
    • DTXSID60631399
    • MDL: MFCD16251123
    • Inchi: 1S/C7H5FN2O4/c1-4-6(8)2-5(9(11)12)3-7(4)10(13)14/h2-3H,1H3
    • InChI Key: JZFYAALVLGWFKH-UHFFFAOYSA-N
    • SMILES: FC1=CC(=CC(=C1C)[N+](=O)[O-])[N+](=O)[O-]

Computed Properties

  • Exact Mass: 200.02333481g/mol
  • Monoisotopic Mass: 200.02333481g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 249
  • 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: 1.9
  • Topological Polar Surface Area: 91.6

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Additional information on 1-Fluoro-2-methyl-3,5-dinitrobenzene

1-Fluoro-2-methyl-3,5-dinitrobenzene: A Comprehensive Overview

The compound 1-Fluoro-2-methyl-3,5-dinitrobenzene, with CAS No. 85233-16-5, is a highly specialized aromatic compound that has garnered significant attention in various scientific and industrial applications. This compound is characterized by its unique structure, which includes a fluorine atom at the 1-position, a methyl group at the 2-position, and nitro groups at the 3 and 5 positions of the benzene ring. The presence of these substituents imparts distinctive chemical properties, making it a valuable compound in research and development.

Recent studies have highlighted the importance of 1-fluoro-2-methyl-3,5-dinitrobenzene in the field of organic synthesis. Its structure serves as a versatile building block for constructing complex molecules with tailored functionalities. For instance, researchers have utilized this compound as an intermediate in the synthesis of biologically active compounds, including potential drug candidates. The fluorine atom at the para position plays a crucial role in modulating the electronic properties of the molecule, enhancing its reactivity in certain reactions.

The synthesis of 1-fluoro-2-methyl-3,5-dinitrobenzene involves a multi-step process that typically begins with the nitration of methylfluorobenzene. The nitration step is carefully controlled to achieve selective substitution at specific positions on the benzene ring. Advanced techniques such as electrophilic substitution and directed metallation have been employed to optimize the synthesis process. These methods not only improve yield but also ensure high purity of the final product.

In terms of physical properties, 1-fluoro-2-methyl-3,5-dinitrobenzene exhibits a melting point of approximately 90°C and a boiling point around 240°C under standard conditions. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various solution-based reactions. The compound's stability under thermal and oxidative conditions has also been extensively studied, with results indicating moderate stability under ambient conditions.

The application of 1-fluoro-2-methyl-3,5-dinitrobenzene extends beyond organic synthesis. It has found utility in materials science as a precursor for advanced materials such as polymers and coordination complexes. For example, researchers have explored its use in synthesizing metalloporphyrins with enhanced electronic properties. These materials hold promise for applications in sensors and catalysis.

From an environmental perspective, understanding the fate and behavior of 1-fluoro-2-methyl-3,5-dinitrobenzene in natural systems is crucial. Studies have shown that this compound undergoes biodegradation under specific microbial conditions, albeit at a slower rate compared to other aromatic compounds. Efforts are ongoing to develop efficient bioremediation strategies to mitigate potential environmental impacts.

In conclusion, 1-fluoro-2-methyl-3,5-dinitrobenzene, CAS No. 85233-16-5, is a versatile compound with significant potential across multiple disciplines. Its unique structure enables diverse applications ranging from organic synthesis to materials science. As research continues to uncover new insights into its properties and applications, this compound is poised to play an increasingly important role in both academic and industrial settings.

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