Cas no 1261956-77-7 (2-nitro-4-[3-(trifluoromethyl)phenyl]phenol)

2-Nitro-4-[3-(trifluoromethyl)phenyl]phenol is a fluorinated aromatic compound featuring a nitro group and a trifluoromethyl-substituted phenyl ring. Its unique structure contributes to its utility as an intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty materials. The presence of both electron-withdrawing groups (nitro and trifluoromethyl) enhances its reactivity in electrophilic and nucleophilic substitution reactions, making it valuable for constructing complex molecular frameworks. The compound’s stability under various conditions allows for flexible applications in multi-step synthetic routes. Its distinct chemical properties also make it a candidate for research in materials science and catalysis.
2-nitro-4-[3-(trifluoromethyl)phenyl]phenol structure
1261956-77-7 structure
Product Name:2-nitro-4-[3-(trifluoromethyl)phenyl]phenol
CAS No:1261956-77-7
MF:C13H8F3NO3
MW:283.20273399353
MDL:MFCD18315968
CID:1219389
PubChem ID:53221694
Update Time:2025-05-25

2-nitro-4-[3-(trifluoromethyl)phenyl]phenol Chemical and Physical Properties

Names and Identifiers

    • 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol
    • BS-30516
    • 3-Nitro-3'-(trifluoromethyl)-[1,1'-biphenyl]-4-ol
    • CS-0212163
    • 2-NITRO-4-(3-TRIFLUOROMETHYLPHENYL)PHENOL
    • 1261956-77-7
    • 3-Nitro-3'-(trifluoromethyl)[1,1'-biphenyl]-4-ol
    • A1-69633
    • DTXSID60686304
    • MFCD18315968
    • MDL: MFCD18315968
    • Inchi: 1S/C13H8F3NO3/c14-13(15,16)10-3-1-2-8(6-10)9-4-5-12(18)11(7-9)17(19)20/h1-7,18H
    • InChI Key: OOJFBHBZPAEWET-UHFFFAOYSA-N
    • SMILES: FC(C1=CC=CC(=C1)C1C=CC(=C(C=1)[N+](=O)[O-])O)(F)F

Computed Properties

  • Exact Mass: 283.04562760g/mol
  • Monoisotopic Mass: 283.04562760g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 356
  • 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: 4.6
  • Topological Polar Surface Area: 66?2

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Additional information on 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol

2-Nitro-4-[3-(Trifluoromethyl)Phenyl]Phenol: A Comprehensive Overview

2-Nitro-4-[3-(Trifluoromethyl)Phenyl]Phenol (CAS No. 1261956-77-7) is a highly specialized organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and advanced materials. This compound is characterized by its unique structure, which combines a nitro group (-NO?), a trifluoromethyl group (-CF?), and a phenolic hydroxyl group (-OH) in a specific spatial arrangement. The presence of these functional groups imparts distinctive chemical and physical properties to the molecule, making it a subject of intense research interest.

The synthesis of 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol involves a series of carefully controlled reactions, including nitration, fluorination, and aromatic substitution processes. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly routes to this compound. Researchers have also explored the use of microwave-assisted synthesis and continuous-flow reactors to optimize the production process, ensuring higher yields and better purity levels.

One of the most notable applications of 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol is in the development of novel pharmaceutical agents. Its ability to modulate specific biological pathways has been extensively studied, particularly in the context of anti-inflammatory and anticancer therapies. For instance, recent studies have demonstrated that this compound exhibits potent inhibitory activity against cyclooxygenase (COX) enzymes, which are key players in inflammation and pain signaling. Additionally, its trifluoromethyl group enhances lipophilicity, improving bioavailability and targeting efficiency.

In the field of agrochemistry, 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol has shown promise as a component in herbicides and fungicides. Its ability to disrupt key metabolic pathways in pests and pathogens makes it a valuable tool in crop protection. Moreover, its photostability and resistance to degradation under environmental conditions make it suitable for long-term agricultural applications.

From a materials science perspective, this compound has been investigated for its potential in the development of advanced polymers and optoelectronic materials. The electron-withdrawing effects of the nitro and trifluoromethyl groups can significantly influence the electronic properties of materials, making them suitable for applications such as light-emitting diodes (LEDs) and organic photovoltaics (OPVs). Recent research has focused on incorporating this compound into conjugated polymer systems to enhance their charge transport capabilities.

The environmental impact of 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol has also been a topic of interest. Studies have shown that it undergoes biodegradation under aerobic conditions, with microbial communities playing a crucial role in its transformation. However, its persistence in aquatic environments necessitates careful monitoring to prevent ecological disruption. Regulatory agencies have implemented strict guidelines for its use and disposal to mitigate potential risks.

In conclusion, 2-nitro-4-[3-(trifluoromethyl)phenyl]phenol (CAS No. 1261956-77-7) is a versatile compound with wide-ranging applications across multiple disciplines. Its unique chemical structure, combined with advancements in synthesis and application techniques, positions it as a key player in modern scientific research. As ongoing studies continue to uncover new insights into its properties and uses, this compound is poised to make significant contributions to various industries in the coming years.

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