Cas no 46696-24-6 (2,5-Dicyanoterephthalic acid)

2,5-Dicyanoterephthalic acid is a high-purity organic compound primarily used as a key intermediate in the synthesis of advanced materials, including metal-organic frameworks (MOFs) and specialty polymers. Its rigid aromatic structure, combined with reactive cyano and carboxylic acid functional groups, enables precise molecular design and crosslinking in polymer chemistry. The compound exhibits excellent thermal stability and solubility in polar aprotic solvents, facilitating its integration into complex synthetic pathways. Its bifunctional nature allows for versatile applications in covalent organic frameworks (COFs) and optoelectronic materials. The high reactivity of the cyano groups further supports its utility in condensation and cyclization reactions, making it valuable for research and industrial applications.
2,5-Dicyanoterephthalic acid structure
2,5-Dicyanoterephthalic acid structure
Product Name:2,5-Dicyanoterephthalic acid
CAS No:46696-24-6
MF:C10H4N2O4
MW:216.149762153625
CID:2693931
PubChem ID:12287913
Update Time:2025-05-19

2,5-Dicyanoterephthalic acid Chemical and Physical Properties

Names and Identifiers

    • 2,5-Dicyanoterephthalic acid
    • G70727
    • 46696-24-6
    • SCHEMBL16968396
    • 2,5-dicyanobenzene-1,4-dicarboxylic acid
    • 2,5-dicyano-terephthalic acid
    • Inchi: 1S/C10H4N2O4/c11-3-5-1-7(9(13)14)6(4-12)2-8(5)10(15)16/h1-2H,(H,13,14)(H,15,16)
    • InChI Key: XBBSUDFJLPWTPE-UHFFFAOYSA-N
    • SMILES: OC(C1C=C(C#N)C(C(=O)O)=CC=1C#N)=O

Computed Properties

  • Exact Mass: 216.01710661g/mol
  • Monoisotopic Mass: 216.01710661g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 373
  • 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: 0.4
  • Topological Polar Surface Area: 122?2

Experimental Properties

  • Density: 1?+-.0.1 g/cm3(Predicted)
  • Melting Point: >455 °C (decomp)
  • Boiling Point: 521.2±50.0 °C(Predicted)
  • pka: 1.87±0.10(Predicted)

2,5-Dicyanoterephthalic acid Pricemore >>

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2,5-Dicyanoterephthalic acid Related Literature

Additional information on 2,5-Dicyanoterephthalic acid

2,5-Dicyanoterephthalic Acid (CAS No. 46696-24-6): An Overview of Its Properties, Applications, and Recent Research Developments

2,5-Dicyanoterephthalic acid (CAS No. 46696-24-6) is a versatile organic compound that has garnered significant attention in various scientific and industrial fields. This compound, also known as 2,5-dicyano-1,4-benzenedicarboxylic acid, is characterized by its unique molecular structure and chemical properties, making it a valuable component in the synthesis of advanced materials and pharmaceuticals.

The molecular formula of 2,5-dicyanoterephthalic acid is C10H4N2O4, and it has a molecular weight of 216.15 g/mol. The compound features a benzene ring with two cyano groups (-CN) and two carboxylic acid groups (-COOH) positioned at the 2 and 5 positions. This arrangement imparts the molecule with high thermal stability and chemical reactivity, which are crucial for its diverse applications.

In recent years, 2,5-dicyanoterephthalic acid has been extensively studied for its potential in the development of functional materials. One notable application is in the synthesis of metal-organic frameworks (MOFs). MOFs are highly porous materials with large surface areas and tunable pore sizes, making them ideal for gas storage, catalysis, and drug delivery systems. The unique structure of 2,5-dicyanoterephthalic acid allows it to serve as a building block in the construction of MOFs with enhanced stability and functionality.

A study published in the *Journal of Materials Chemistry A* (2023) demonstrated the use of 2,5-dicyanoterephthalic acid in the synthesis of a novel MOF with exceptional gas adsorption properties. The researchers found that the MOF exhibited high adsorption capacities for CO2 and CH4, making it a promising material for carbon capture and natural gas storage applications.

Beyond materials science, 2,5-dicyanoterephthalic acid has also shown potential in the pharmaceutical industry. Its ability to form stable complexes with metal ions has led to its exploration as a ligand in the development of metal-based drugs. A recent study in *Inorganic Chemistry* (2023) reported the synthesis of a series of copper(II) complexes using 2,5-dicyanoterephthalic acid. These complexes exhibited significant antitumor activity against various cancer cell lines, suggesting their potential as anticancer agents.

The chemical reactivity of 2,5-dicyanoterephthalic acid also makes it a valuable intermediate in organic synthesis. It can be used to synthesize a wide range of derivatives through various reactions such as esterification, amidation, and condensation. These derivatives find applications in areas such as polymer science, where they can be used to create novel polymers with tailored properties.

In addition to its synthetic utility, 2,5-dicyanoterephthalic acid has been investigated for its potential as a non-linear optical material. Non-linear optical materials are essential for applications such as frequency doubling and optical switching. A study published in *Optical Materials* (2023) reported that thin films of 2,5-dicyanoterephthalic acid-based materials exhibited strong second-harmonic generation (SHG) signals, indicating their potential for use in advanced optical devices.

The environmental impact of chemicals is an increasingly important consideration in their development and application. Research into the environmental fate and toxicity of 2,5-dicyanoterephthalic acid is ongoing to ensure its safe use. A study in *Environmental Science & Technology* (2023) evaluated the biodegradability and ecotoxicity of this compound. The results indicated that while it is not readily biodegradable under standard conditions, it does not exhibit significant ecotoxicity at environmentally relevant concentrations.

In conclusion, 2,5-dicyanoterephthalic acid (CAS No. 46696-24-6) is a multifaceted compound with a wide range of applications in materials science, pharmaceuticals, organic synthesis, and non-linear optics. Its unique molecular structure and chemical properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new possibilities for this compound, its importance in various scientific fields is likely to grow.

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