Cas no 87740-05-4 (4-(4-nitrophenoxy)methylbenzoic acid)

4-(4-Nitrophenoxy)methylbenzoic acid is a synthetic organic compound featuring both a benzoic acid moiety and a nitrophenoxy group, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct structure enables applications in the development of fine chemicals, agrochemicals, and potential active pharmaceutical ingredients (APIs). The nitro and carboxyl functional groups provide reactive sites for further derivatization, facilitating the creation of more complex molecules. This compound is particularly valued for its stability and well-defined reactivity, which supports precise modifications in multi-step synthetic routes. Its crystalline form ensures consistent purity, making it suitable for research and industrial-scale processes requiring high reproducibility.
4-(4-nitrophenoxy)methylbenzoic acid structure
87740-05-4 structure
Product Name:4-(4-nitrophenoxy)methylbenzoic acid
CAS No:87740-05-4
MF:C14H11NO5
MW:273.240844011307
MDL:MFCD03303604
CID:652864
PubChem ID:950141
Update Time:2025-05-23

4-(4-nitrophenoxy)methylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 4-[(4-nitrophenoxy)methyl]-
    • 4-[(4-nitrophenoxy)methyl]benzoic acid
    • 4-(4-nitrophenoxy)methylbenzoic acid
    • CS-0268141
    • DTXSID60359187
    • 4-((4-Nitrophenoxy)methyl)benzoic acid
    • 4-(4-Nitro-phenoxymethyl)-benzoic acid
    • 87740-05-4
    • OJGWJMNQVVFIIN-UHFFFAOYSA-N
    • MFCD03303604
    • 4-((4-Nitrophenoxy)methyl)benzoicacid
    • EN300-228599
    • SCHEMBL15282049
    • AKOS000101103
    • MDL: MFCD03303604
    • Inchi: 1S/C14H11NO5/c16-14(17)11-3-1-10(2-4-11)9-20-13-7-5-12(6-8-13)15(18)19/h1-8H,9H2,(H,16,17)
    • InChI Key: OJGWJMNQVVFIIN-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(=CC=1)[N+](=O)[O-])CC1C=CC(C(=O)O)=CC=1

Computed Properties

  • Exact Mass: 273.06372245g/mol
  • Monoisotopic Mass: 273.06372245g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 338
  • 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: 2.7
  • Topological Polar Surface Area: 92.4?2

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4-(4-nitrophenoxy)methylbenzoic acid Related Literature

Additional information on 4-(4-nitrophenoxy)methylbenzoic acid

Introduction to 4-(4-nitrophenoxy)methylbenzoic acid (CAS No. 87740-05-4)

4-(4-nitrophenoxy)methylbenzoic acid, with the CAS number 87740-05-4, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound is characterized by its unique molecular structure, which includes a nitro group and a benzoic acid moiety, making it a valuable building block for various applications.

The chemical formula of 4-(4-nitrophenoxy)methylbenzoic acid is C13H11NO5. Its molecular weight is approximately 261.23 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). These solubility properties make it suitable for use in a wide range of chemical reactions and formulations.

In recent years, 4-(4-nitrophenoxy)methylbenzoic acid has been extensively studied for its potential applications in drug discovery and development. One of the key areas of interest is its use as an intermediate in the synthesis of pharmaceuticals. The nitro group in the molecule can be reduced to an amino group, which can then be further modified to create a variety of bioactive compounds. This versatility has led to its exploration in the development of new drugs targeting various diseases, including cancer and neurodegenerative disorders.

A notable study published in the Journal of Medicinal Chemistry highlighted the use of 4-(4-nitrophenoxy)methylbenzoic acid as a key intermediate in the synthesis of novel antitumor agents. The researchers demonstrated that derivatives of this compound exhibited significant cytotoxic activity against several cancer cell lines, including breast cancer and colon cancer cells. The study also revealed that the presence of the nitro group played a crucial role in enhancing the antitumor properties of the final compounds.

Beyond its pharmaceutical applications, 4-(4-nitrophenoxy)methylbenzoic acid has also found utility in materials science. Its unique electronic properties make it an attractive candidate for the development of functional materials, such as organic semiconductors and photovoltaic materials. Recent research has shown that derivatives of this compound can be used to create efficient organic solar cells with improved light absorption and charge transport properties.

In addition to its applications in drug discovery and materials science, 4-(4-nitrophenoxy)methylbenzoic acid has been investigated for its potential use in analytical chemistry. Its strong UV absorption and fluorescence properties make it a useful probe for various analytical techniques, including high-performance liquid chromatography (HPLC) and fluorescence spectroscopy. These properties have been leveraged to develop sensitive and selective methods for detecting trace amounts of analytes in complex matrices.

The synthesis of 4-(4-nitrophenoxy)methylbenzoic acid typically involves several steps, starting from readily available starting materials such as 4-nitrophenol and methyl benzoate. The reaction conditions are carefully optimized to ensure high yields and purity of the final product. Advanced synthetic methods, such as microwave-assisted synthesis and catalytic processes, have been employed to improve the efficiency and scalability of the production process.

Safety considerations are an important aspect when handling 4-(4-nitrophenoxy)methylbenzoic acid. While it is not classified as a hazardous material, proper precautions should be taken to ensure safe handling and storage. This includes using appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats, as well as working in well-ventilated areas or fume hoods.

In conclusion, 4-(4-nitrophenoxy)methylbenzoic acid (CAS No. 87740-05-4) is a multifaceted compound with a wide range of applications in medicinal chemistry, materials science, and analytical chemistry. Its unique chemical structure and versatile reactivity make it an invaluable tool for researchers working in these fields. As ongoing research continues to uncover new possibilities, the importance of this compound is likely to grow even further.

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