Benzo 1 2 B 4 5 B Dithiophene 4 8 Dione
quinoline thiophene imidazole thiazole

benzo[1,2-b:4,5-b]dithiophene-4,8-dione

Taiy Chemical

    Specifications

    HS Code

    316841

    Chemical Formula C10H4O2S2
    Molecular Weight 232.27 g/mol
    Appearance Solid (usually dark - colored)
    Melting Point Typically in a certain range (specific value may vary based on purity, but generally high due to strong intermolecular forces)
    Solubility Poorly soluble in water; may be soluble in some organic solvents like chloroform, dichloromethane
    Density Specific value depends on conditions, but has a characteristic density related to its molecular packing
    Crystal Structure Has a defined crystal structure determined by X - ray diffraction studies
    Thermal Stability Exhibits certain thermal stability up to a specific temperature before decomposition
    Electrical Conductivity Can show semi - conductive properties depending on doping and molecular interactions
    Uv Vis Absorption Absorbs light in specific regions of the ultraviolet - visible spectrum characteristic of its conjugated system

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    General Information
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    Frequently Asked Questions

    As a leading benzo[1,2-b:4,5-b]dithiophene-4,8-dione supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What is the chemical structure of benzo [1,2-b: 4,5-b] dithiophene-4,8-dione
    Benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione has a unique chemical structure. This compound is a very important member in the field of organic materials.
    From a structural perspective, it takes the benzene ring as the basic framework, and the two benzene rings are fused with the two thiophene rings to form a fused ring system. Specifically, in the structure of benzodithiophene, the thiophene ring is connected to the benzene ring at a specific position, and this fusing method endows the molecule with unique electron conjugation properties.
    It is particularly critical that a carbonyl group (-C = O) is connected to each of the 4 and 8 positions of the thick ring structure. The existence of carbonyl groups has a significant impact on the electron cloud distribution, chemical and physical properties of the whole molecule. It changes the polarity of the molecule, affects the interaction forces between molecules, and then affects properties such as solubility and crystallinity. At the same time, due to the electron-absorbing effect of carbonyl groups, it affects the electron delocalization of the entire conjugate system, affecting the optical and electrical properties of the molecule.
    In the field of organic semiconductor materials, benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione shows potential application value due to its unique chemical structure, providing an important structural unit for the design and synthesis of related materials.
    What are the common physical properties of benzo [1,2-b: 4,5-b] dithiophene-4,8-dione
    The common physical properties of benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione are as follows:
    Its appearance is often a crystalline solid with a certain color. In terms of solubility, in common organic solvents, such as chloroform, dichloromethane and other halogenated hydrocarbon solvents, there is a certain solubility. In this molecular structure, the part of benzodithiophene interacts with the dione structure, so that a moderate intermolecular force can be formed between the molecule and the halogenated hydrocarbon solvent, thereby promoting its dissolution.
    When it comes to melting point, benzo [1,2-b: 4,5-b'] dithiophene-4,8-dione has a specific melting point value. The melting point is determined by the intermolecular forces. There are van der Waals forces and possible weak interactions between molecules, such as π - π stacking. These forces stabilize the lattice structure of the molecule. When heated to the melting point, the lattice disintegrates and the substance changes from a solid state to a liquid state.
    Furthermore, its stability is also an important physical property. In view of the conjugate system of benzodithiophene fused ring structure and diketone carbonyl group, it imparts a certain degree of electron delocalization to the molecule, making it relatively stable under normal conditions. In case of strong oxidizing or reducing agents, the molecular structure may change due to the reactivity of the conjugated system and carbonyl group.
    In addition, the spectral properties of this compound are also worthy of attention. In UV-Vis absorption spectrum, due to the π - π* transition of the conjugate system, the absorption peak appears at a specific wavelength, which can be used for qualitative and quantitative analysis. And its fluorescence emission properties in solid or solution states are also affected by the conjugate structure and the intramolecular charge transfer process. It can emit fluorescence of specific wavelengths, which has potential application value in optoelectronic devices and other fields.
    In what fields is benzo [1,2-b: 4,5-b] dithiophene-4,8-dione used?
    Benzo [1,2 - b: 4,5 - b '] dithiophene-4,8 - dione has a wide range of uses in today's fields.
    First, in the field of organic photovoltaics, this compound is particularly important. Photovoltaics are the technology of converting light energy into electricity. Benzo [1,2 - b: 4,5 - b'] dithiophene-4,8 - dione has a unique molecular structure, which can increase the light absorption properties of organic photovoltaic materials and optimize charge transfer, thus improving the photoelectric conversion efficiency of photovoltaic devices. In today's world of clean energy, organic photovoltaics have developed rapidly, and this compound has contributed significantly.
    Second, it is also useful in the field of organic field effect transistors. Field effect transistors are key components of electronic devices. Benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione can be used as a semiconductor material. Its excellent electrical properties enable transistors to obtain high carrier mobility, thereby improving the performance and running speed of electronic devices. It plays an important role in the miniaturization and high performance process of modern electronic devices.
    Furthermore, in the field of Light Emitting Diode, it has also emerged. Light Emitting Diode is widely used in lighting, display, etc. Benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione can endow luminescent materials with unique optical properties, making Light Emitting Diode have better color purity and higher luminous efficiency, providing new possibilities for the advancement of lighting and display technology.
    In the field of sensors, there is also potential for application. Because of its sensitivity to specific substances or physical quantities, it can be designed and manufactured based on its unique properties. High-sensitivity sensors can be designed and manufactured to detect environmental pollutants, biomolecules, etc., and have promising prospects in environmental monitoring, biomedical diagnosis, etc.
    In conclusion, benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione has shown extraordinary application value in the fields of organic photovoltaics, organic field effect transistors, Light Emitting Diodes, and sensors, promoting the continuous development and progress of related technologies.
    What are the synthesis methods of benzo [1,2-b: 4,5-b] dithiophene-4,8-dione
    There are many ways to synthesize benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione, and the main ones are selected here.
    First, it can be started from a suitable sulfur-containing aromatic compound. First, take a sulfur-containing benzene derivative, use a specific halogenating agent, such as bromine or iodide, in a suitable reaction medium, such as a halogenated hydrocarbon solvent, at a mild temperature and in the presence of a catalyst, perform a halogenation reaction, and introduce a halogen atom at a specific position in the benzene ring. Subsequently, the halogenated product and an active carbonyl-containing agent, such as an acid chloride or an acid anhydride, under the catalysis of a base, undergo a nucleophilic substitution reaction in an organic solvent, such as dichloromethane or chloroform, to form a carbonyl-containing intermediate with a specific structure. After intra-molecular cyclization, Lewis acids, such as aluminum trichloride or boron trifluoride ethyl ether complexes, are often used as catalysts. Heating promotes the formation of intra-molecular rings, and then the basic skeleton of the target product is constructed. After separation and purification, benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione can be obtained.
    Second, compounds containing disulfide bonds are used as raw materials. Such compounds are cross-coupled with aryl halides with carbonyl groups in an alkaline environment and suitable organic solvents, such as N, N-dimethylformamide (DMF), under the action of transition metal catalysts such as palladium or nickel. The reaction temperature, catalyst dosage and reactant ratio need to be strictly controlled during the reaction. Then, by means of oxidation or pyrolysis, the intramolecular rearrangement and cyclization are promoted to form the desired fused ring structure. Subsequent refining steps remove impurities and obtain the target product.
    Third, the strategy of gradually constructing the ring system is adopted. First, a compound containing a thiophene ring with a specific substituent is synthesized, and a suitable functional group is introduced through a multi-step reaction, such as oxidation and substitution. After that, the compound is used as the substrate, and another reagent containing sulfur and carbonyl groups, under suitable reaction conditions, a second thiophene ring is gradually constructed and fused with the original ring, and finally benzo [1,2-b: 4,5-b '] dithiophene-4,8-dione is formed. Although this method is cumbersome, it requires precise control of the reaction conditions, which is conducive to improving the purity and yield of the product.
    How stable is benzo [1,2-b: 4,5-b] dithiophene-4,8-dione?
    The analysis of the stability of benzo [1,2-b: 4,5-b '] dithiophene-4,8-diketone is related to various factors, just like the ancient weighing things, it is necessary to evaluate the situation and observe the situation in detail.
    The stability of this substance depends on the molecular structure. The fused ring structure of benzodithiophene is similar to the ancient strong pavilion, and the interring conjugation system is widely distributed, just like the overlapping of the pillars of the pavilion, making it highly stable. Diketone is connected to the fused ring, although a little active check point is added, the conjugation effect also increases, just like the decoration of the pavilion, but it does not damage the overall stability.
    Furthermore, external environmental factors are also key. Temperature, if it is at high temperature, it will encounter fire in ancient times, and the molecular thermal movement will increase sharply, or cause structural instability and stability loss. If a building is burned by fire, although the building is sturdy, it will inevitably be shaken. Humidity should not be underestimated. In a humid environment, if water soaks the building, or causes side reactions such as hydrolysis, the molecular structure will be changed and the stability will decrease.
    In a chemical environment, acid-base media such as ancient erosive soil and water have a great impact on its stability. Under strong acids and alkalis, or sensitive bonds in the molecules will be broken, and the structure will collapse, just like soil and water corrode the foundation of the building.
    Light is also a major factor. Light at a specific wavelength, such as the ancient mysterious rays, can cause molecular excitation, trigger photochemical reactions, and break its original stable structure.
    Overall, the stability of benzo [1,2-b: 4,5-b '] dithiophene-4,8-diketone depends not only on its own structure, but also on external factors such as temperature, humidity, acid and alkali, and light. To maintain its stability, you need to be like the ancient people's protective pavilion, consider it carefully, and deal with it cautiously to avoid its disadvantages.