Cas no 133005-88-6 (cis-Stilbene-4,4'-dicarboxylic acid)

Technical Introduction: cis-Stilbene-4,4'-dicarboxylic Acid cis-Stilbene-4,4'-dicarboxylic acid is a rigid, aromatic dicarboxylic acid featuring a cis-configured stilbene core. Its planar structure and dual carboxyl groups make it a valuable building block in coordination polymers, metal-organic frameworks (MOFs), and supramolecular chemistry. The compound’s conjugated system enhances electronic properties, facilitating applications in optoelectronic materials and photoresponsive systems. Its solubility in polar organic solvents allows for versatile functionalization, while its thermal stability supports high-temperature synthesis. The cis-configuration introduces steric constraints, enabling selective molecular recognition and tailored material design. This compound is particularly useful in developing advanced functional materials with precise structural control.
cis-Stilbene-4,4'-dicarboxylic acid structure
133005-88-6 structure
Product Name:cis-Stilbene-4,4'-dicarboxylic acid
CAS No:133005-88-6
MF:C16H12O4
MW:268.264084815979
MDL:MFCD09025816
CID:91709
PubChem ID:18647961
Update Time:2025-10-28

cis-Stilbene-4,4'-dicarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • cis-Stilbene-4,4'-dicarboxylic acid
    • 4,4'-cis-Stilbenedicarboxylic acid
    • 4,4'-STILBENEDICARBOXYLIC ACID
    • TIMTEC-BB SBB007944
    • SBBQDUFLZGOASY-UPHRSURJSA-N
    • TRANS-4,4'-STILBENE-4,4'-DICARBOXYLIC ACID
    • 4,4''-CIS-STILBENEDICARBOXYLIC ACID, 95%
    • AS-65624
    • Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis-
    • AKOS037646005
    • Z-4,4'-stilbene dicarboxylic acid
    • 4-[(Z)-2-(4-CARBOXYPHENYL)ETHENYL]BENZOIC ACID
    • 133005-88-6
    • cis-4,4'-dicarboxystilbene
    • SCHEMBL8653418
    • MFCD09025816
    • 4-[(1Z)-2-(4-carboxyphenyl)ethenyl]benzoic acid
    • 4,4/'-STILBENEDICARBOXYLIC ACID
    • DB-241467
    • MDL: MFCD09025816
    • Inchi: 1S/C16H12O4/c17-15(18)13-7-3-11(4-8-13)1-2-12-5-9-14(10-6-12)16(19)20/h1-10H,(H,17,18)(H,19,20)/b2-1-
    • InChI Key: SBBQDUFLZGOASY-UPHRSURJSA-N
    • SMILES: OC(C1C=CC(=CC=1)/C=C\C1C=CC(C(=O)O)=CC=1)=O
    • BRN: 1978660

Computed Properties

  • Exact Mass: 268.07356
  • Monoisotopic Mass: 268.07355886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 4
  • Complexity: 336
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.2
  • Topological Polar Surface Area: 74.6?2

Experimental Properties

  • Color/Form: White solid
  • Density: 1.356
  • Melting Point: >300°C
  • Boiling Point: 530.8°C at 760 mmHg
  • Flash Point: 288.9°C
  • Refractive Index: 1.713
  • PSA: 74.6
  • LogP: 3.25340
  • Solubility: Almost insoluble in water

cis-Stilbene-4,4'-dicarboxylic acid Security Information

  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26-36
  • Risk Phrases:R36/37/38
  • Safety Term:S26;S36

cis-Stilbene-4,4'-dicarboxylic acid Pricemore >>

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Additional information on cis-Stilbene-4,4'-dicarboxylic acid

Cis-Stilbene-4,4'-Dicarboxylic Acid: A Comprehensive Overview

Cis-stilbene-4,4'-dicarboxylic acid, also known by its CAS number 133005-88-6, is a compound of significant interest in the fields of organic chemistry, materials science, and pharmaceutical research. This compound is a derivative of stilbene, a benzene ring with two ethylene groups, and features two carboxylic acid groups attached to the 4 and 4' positions of the benzene rings. The cis configuration refers to the spatial arrangement of these substituents, where both carboxylic acid groups are on the same side of the molecule.

The synthesis of cis-stilbene-4,4'-dicarboxylic acid has been extensively studied, with researchers exploring various methods to optimize yield and purity. Recent advancements in catalytic asymmetric synthesis have enabled the selective formation of the cis isomer, which is often preferred due to its unique electronic and optical properties. These properties make it a valuable component in the development of advanced materials, such as liquid crystal displays (LCDs) and organic light-emitting diodes (OLEDs). The compound's ability to form stable liquid crystal phases has been a focal point in recent studies, with findings suggesting potential applications in next-generation display technologies.

In addition to its role in materials science, cis-stilbene-4,4'-dicarboxylic acid has shown promise in pharmaceutical applications. Its structure allows for interactions with biological systems, particularly in the context of drug delivery and molecular targeting. Researchers have investigated its potential as a carrier for hydrophobic drugs, leveraging its amphiphilic nature to enhance drug solubility and bioavailability. Recent studies have demonstrated that this compound can form self-assembled structures, such as micelles and vesicles, which are highly desirable for targeted drug delivery systems.

The environmental impact of cis-stilbene-4,4'-dicarboxylic acid has also garnered attention in recent years. As industries increasingly prioritize sustainability, there is a growing need for eco-friendly alternatives to traditional chemicals. This compound's biodegradability and low toxicity have positioned it as a potential candidate for green chemistry applications. Ongoing research is focused on optimizing its production processes to minimize waste and energy consumption while maximizing yield.

From a structural perspective, the molecule's symmetry plays a crucial role in its physical properties. The two carboxylic acid groups contribute to hydrogen bonding capabilities, which influence the compound's melting point and solubility. The cis configuration further enhances these properties by creating a more ordered molecular arrangement. This structural insight has been instrumental in guiding synthetic strategies and application development.

Recent breakthroughs in computational chemistry have provided deeper insights into the electronic structure of cis-stilbene-4,4'-dicarboxylic acid. Advanced simulations have revealed that the molecule exhibits unique electronic transitions that could be harnessed for optoelectronic applications. These findings align with experimental results showing enhanced photovoltaic performance when the compound is incorporated into organic solar cells.

In summary, cis-stilbene-4,4'-dicarboxylic acid stands at the intersection of multiple scientific disciplines, offering versatile applications across materials science, pharmaceuticals, and environmental chemistry. Its unique structure and properties continue to drive innovative research directions, making it a subject of considerable interest for both academic and industrial audiences.

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