Cas no 139223-21-5 (4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid)

4-[9-(3,4-Dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid is a polycyclic aromatic compound featuring multiple carboxyl functional groups, making it a versatile intermediate in organic synthesis and materials science. Its rigid fluorene-based core enhances thermal and chemical stability, while the dicarboxylic acid moieties provide reactive sites for further functionalization, such as polymerization or coordination chemistry. This compound is particularly useful in the development of high-performance polymers, metal-organic frameworks (MOFs), and advanced coatings due to its structural robustness and capacity for cross-linking. Its precise molecular architecture also lends itself to applications in optoelectronic materials, where controlled conjugation and solubility are critical.
4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid structure
139223-21-5 structure
Product Name:4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid
CAS No:139223-21-5
MF:C29H18O8
MW:494.448428630829
CID:1264098
PubChem ID:15041697
Update Time:2025-11-06

4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzenedicarboxylic acid, 4,4'-(9H-fluoren-9-ylidene)bis-
    • 4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid
    • 139223-21-5
    • F1916-0110
    • SCHEMBL301297
    • 4-[9-(3,4-dicarboxyphenyl)fluoren-9-yl]phthalic acid
    • AKOS040694333
    • Inchi: 1S/C29H18O8/c30-25(31)19-11-9-15(13-21(19)27(34)35)29(16-10-12-20(26(32)33)22(14-16)28(36)37)23-7-3-1-5-17(23)18-6-2-4-8-24(18)29/h1-14H,(H,30,31)(H,32,33)(H,34,35)(H,36,37)
    • InChI Key: IXLCLXDFIPWZOF-UHFFFAOYSA-N
    • SMILES: OC(C1=C(C(=O)O)C=CC(=C1)C1(C2C=CC(C(=O)O)=C(C(=O)O)C=2)C2C=CC=CC=2C2=CC=CC=C12)=O

Computed Properties

  • Exact Mass: 494.10014
  • Monoisotopic Mass: 494.10016753g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 37
  • Rotatable Bond Count: 6
  • Complexity: 855
  • 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: 4.8
  • Topological Polar Surface Area: 149?2

Experimental Properties

  • PSA: 149.2

4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid Pricemore >>

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Additional information on 4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid

4-[9-(3,4-Dicarboxyphenyl)-9H-Fluoren-9-yl]benzene-1,2-Dicarboxylic Acid: A Comprehensive Overview

The compound with CAS No. 139223-21-5, commonly referred to as 4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid, is a highly specialized organic molecule that has garnered significant attention in the fields of materials science and pharmaceutical research. This compound is characterized by its unique structure, which combines a fluorene core with multiple carboxylic acid groups. The presence of these functional groups imparts versatile chemical properties, making it a valuable material for various applications.

Recent studies have highlighted the potential of fluorene derivatives in the development of advanced materials. For instance, researchers have explored the use of this compound in the synthesis of fluorescent materials, where its conjugated π-system plays a pivotal role in emitting bright fluorescence under UV light. This property has led to its application in sensing technologies and bioimaging techniques. Furthermore, the carboxylic acid groups present in the molecule enable strong interactions with metal ions, making it a promising candidate for metalloorganic frameworks (MOFs) and coordination polymers.

One of the most intriguing aspects of this compound is its ability to self-assemble into ordered nanostructures under specific conditions. This behavior has been extensively studied using techniques such as transmission electron microscopy (TEM) and atomic force microscopy (AFM). The self-assembled nanostructures exhibit unique electronic and optical properties, which could be exploited in the development of next-generation electronic devices, such as organic light-emitting diodes (OLEDs) and photovoltaic cells.

In addition to its material science applications, 4-[9-(3,4-dicarboxyphenyl)-9H-fluoren-9-yl]benzene-1,2-dicarboxylic acid has shown potential in the field of drug delivery systems. Its biocompatibility and ability to form stable complexes with therapeutic agents make it an ideal candidate for targeted drug delivery. Recent experiments have demonstrated that this compound can encapsulate hydrophobic drugs within its nanostructures, significantly enhancing their solubility and bioavailability.

The synthesis of this compound involves a multi-step process that requires precise control over reaction conditions. Researchers have developed efficient methodologies to synthesize this molecule using a combination of coupling reactions and oxidative cyclization techniques. These methods not only ensure high yields but also maintain the integrity of the molecule's complex structure.

From a structural standpoint, the molecule consists of a central fluorene ring system substituted with two phenyl groups at positions 3 and 4 on one benzene ring and another benzene ring at position 9. The presence of multiple carboxylic acid groups provides opportunities for further functionalization, enabling researchers to tailor the molecule's properties for specific applications.

Recent advancements in computational chemistry have allowed researchers to gain deeper insights into the electronic properties of this compound. Density functional theory (DFT) calculations have revealed that the molecule exhibits a high degree of conjugation across its π-systems, which contributes to its strong fluorescence emission and high electron mobility. These findings have been instrumental in guiding experimental studies aimed at optimizing its performance in electronic devices.

In conclusion, CAS No. 139223-21-5 represents a cutting-edge material with immense potential across multiple disciplines. Its unique structure and versatile chemical properties make it a valuable tool for researchers working in materials science, pharmaceuticals, and electronics. As ongoing studies continue to uncover new applications for this compound, it is poised to play a significant role in shaping future technological advancements.

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