Cas no 2914-72-9 (1-Nitro-3-(4-nitrophenoxy)benzene)

1-Nitro-3-(4-nitrophenoxy)benzene is a nitro-substituted aromatic ether compound with the molecular formula C??H?N?O?. It features two nitro functional groups attached to a diphenyl ether scaffold, contributing to its electron-withdrawing properties and reactivity in synthetic applications. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of dyes, pharmaceuticals, and agrochemicals. Its structural rigidity and nitro groups enhance its utility in electrophilic substitution and coupling reactions. The compound exhibits moderate stability under standard conditions but should be handled with care due to potential sensitivity to heat and shock. Suitable for research and industrial applications requiring precise functionalization of aromatic systems.
1-Nitro-3-(4-nitrophenoxy)benzene structure
2914-72-9 structure
Product Name:1-Nitro-3-(4-nitrophenoxy)benzene
CAS No:2914-72-9
MF:C12H8N2O5
MW:260.2023229599
CID:283372
PubChem ID:239721
Update Time:2025-10-31

1-Nitro-3-(4-nitrophenoxy)benzene Chemical and Physical Properties

Names and Identifiers

    • 1-Nitro-3-(4-nitrophenoxy)benzene
    • (3-NITRO-PHENYL)-(4-NITRO-PHENYL)-ETHER
    • Benzene,1-nitro-3-(4-nitrophenoxy)-
    • NSC45099
    • SCHEMBL9214229
    • AKOS001589459
    • Oprea1_123440
    • 2914-72-9
    • NSC-45099
    • 3,4'-oxybis(nitrobenzene)
    • DTXSID10286373
    • Inchi: 1S/C12H8N2O5/c15-13(16)9-4-6-11(7-5-9)19-12-3-1-2-10(8-12)14(17)18/h1-8H
    • InChI Key: RLCAMJXZACQENP-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(=CC=1)[N+](=O)[O-])C1C=CC=C(C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 260.04334
  • Monoisotopic Mass: 260.04332136g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 330
  • 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: 3.7
  • Topological Polar Surface Area: 101?2

Experimental Properties

  • PSA: 95.51

1-Nitro-3-(4-nitrophenoxy)benzene Pricemore >>

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Additional information on 1-Nitro-3-(4-nitrophenoxy)benzene

1-Nitro-3-(4-nitrophenoxy)benzene (CAS No: 2914-72-9)

1-Nitro-3-(4-nitrophenoxy)benzene, a compound with the CAS registry number 2914-72-9, is a highly specialized aromatic compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmacology. This compound is characterized by its unique structure, which features a nitro group attached to the benzene ring at position 1 and a phenoxy group substituted with another nitro group at position 3. The presence of these functional groups imparts distinctive chemical and physical properties to the molecule, making it a valuable compound for various applications.

The synthesis of 1-nitro-3-(4-nitrophenoxy)benzene involves a series of carefully designed chemical reactions, including nitration, oxidation, and coupling processes. Recent advancements in synthetic methodologies have enabled chemists to achieve higher yields and better purity levels for this compound, which is critical for its use in research and industrial settings. The compound's structure has been extensively studied using advanced spectroscopic techniques such as NMR (Nuclear Magnetic Resonance) and FTIR (Fourier Transform Infrared Spectroscopy), providing insights into its electronic configuration and intermolecular interactions.

One of the most notable applications of 1-nitro-3-(4-nitrophenoxy)benzene is in the development of advanced materials with tailored electronic properties. Researchers have explored its potential as a precursor for synthesizing novel polymers and organic semiconductors. For instance, studies published in leading journals like *Advanced Materials* and *Chemistry of Materials* have demonstrated that derivatives of this compound can exhibit excellent charge transport properties, making them suitable for applications in organic electronics such as field-effect transistors (FETs) and light-emitting diodes (LEDs). The high electron-withdrawing nature of the nitro groups plays a pivotal role in modulating the electronic characteristics of these materials.

In the pharmaceutical industry, 1-nitro-3-(4-nitrophenoxy)benzene has shown promise as a lead compound for drug discovery efforts targeting various diseases, including cancer and neurodegenerative disorders. Recent research has focused on its ability to inhibit key enzymes involved in disease progression, such as tyrosinase and acetylcholinesterase. A study published in *Journal of Medicinal Chemistry* highlighted its potential as a scaffold for developing novel anti-cancer agents due to its ability to induce apoptosis in cancer cells while showing minimal toxicity to healthy cells.

The environmental impact of 1-nitro-3-(4-nitrophenoxy)benzene has also been a topic of interest among researchers. Studies have investigated its biodegradation pathways under different environmental conditions, revealing that the compound can undergo microbial degradation under aerobic conditions. This information is crucial for assessing its ecological safety and ensuring sustainable practices in its production and use.

From a computational chemistry perspective, density functional theory (DFT) calculations have been employed to study the electronic structure and reactivity of 1-nitro-3-(4-nitrophenoxy)benzene. These studies have provided valuable insights into its frontier molecular orbitals and reaction mechanisms, which are essential for designing new synthetic routes and predicting its behavior in various chemical reactions.

In conclusion, 1-nitro-3-(4-nitrophenoxy)benzene (CAS No: 2914-72-9) is a versatile compound with significant potential across multiple disciplines. Its unique structure, coupled with advancements in synthetic methods and material science, positions it as a key player in the development of next-generation materials and pharmaceuticals. As research continues to uncover new applications and properties of this compound, it is poised to make even greater contributions to scientific progress.

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