2 Bromo 5 Phenylthiophene
quinoline thiophene imidazole thiazole

2-bromo-5-phenylthiophene

Taiy Chemical

    Specifications

    HS Code

    101999

    Chemical Formula C10H7BrS
    Molar Mass 239.13 g/mol
    Appearance Solid (predicted, based on similar compounds)
    Solubility In Water Low (hydrophobic due to phenyl and thiophene groups)
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform (due to non - polar nature)
    Stability Stable under normal conditions, but may react with strong oxidizing or reducing agents

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    General Information
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    Frequently Asked Questions

    As a leading 2-bromo-5-phenylthiophene supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What are the physical properties of 2-bromo-5-phenylthiophene?
    2-Bromo-5-phenylthiophene is an organic compound with unique physical properties. It is usually a solid at room temperature. Due to the existence of van der Waals forces and other forces between molecules, the molecular arrangement is orderly and solid.
    Looking at its color, it is mostly white to light yellow powder or crystal. When pure, the color is nearly pure white. If it contains impurities, the color may change, and it is light yellow.
    When it comes to the melting point, it is about [X] ° C. This characteristic varies depending on the specific measurement conditions and the purity of the sample. Melting point is an important index for identifying the compound, which helps to judge the purity and structural stability.
    In terms of boiling point, it is roughly at [X] ° C. Under high temperature conditions, the molecule obtains enough energy to overcome the intermolecular forces and changes from liquid to gaseous state. The boiling point is also affected by external pressure, and the boiling point values are different depending on the pressure.
    In terms of solubility, the compound has a certain solubility in organic solvents such as dichloromethane, chloroform, toluene, etc. Due to the similar forces between these organic solvents and 2-bromo-5-phenylthiophene molecules, it follows the principle of "similar miscibility". However, the solubility in water is very small. Because water is a polar solvent, the forces between the molecules and this compound are very different, and it is difficult to miscible with each other.
    In addition, 2-bromo-5-phenylthiophene has a certain density, which is about [X] g/cm ³. As one of the physical properties, the density reflects the relationship between its mass and volume, which is of great significance to related chemical operations and research.
    What are the chemical properties of 2-bromo-5-phenylthiophene?
    2-Bromo-5-phenylthiophene is an organic compound with unique chemical properties. Its bromine-containing atom is attached to the thiophene ring with a phenyl group, and this structure gives it special reactivity.
    When it comes to nucleophilic substitution reactions, bromine atoms can be replaced by nucleophilic reagents such as alkoxides and amines due to their good departure properties. Taking alkoxides as an example, the alkoxy anion acts as a nucleophilic reagent to attack the carbon atom connected to the bromine, and the bromine ion leaves to form corresponding ether derivatives.
    There is also a metallization reaction, and the electron cloud density of the thiophene ring is high. Under the action of a strong base (such as butyl lithium), metallization can occur at specific positions of the thiophene ring (such as adjacent or intersites with bromine atoms). The lithium atom in butyl lithium forms a carbon-lithium bond with the carbon atom of the thiophene ring. This metallized intermediate is extremely active and can react with a variety of electrophilic reagents (such as halogenated hydrocarbons and carbonyl compounds) to construct complex organic molecular structures.
    The phenyl of 2-bromo-5-phenylthiophene can undergo aromatic electrophilic substitution reactions. Due to the influence of the thiophene ring on the electronic effect of phenyl, the electron cloud density distribution on the phenyl group changes. Common electrophilic reagents such as bromine, nitro positive ions, etc., can attack specific positions of phenyl groups and generate corresponding substituted products.
    At the same time, the compound contains a conjugated system, and the thiophene ring is conjugated with the phenyl group, so that it has certain optical properties. When excited by light, electrons transition in the conjugated system, showing fluorescence properties, and have potential applications in the field of organic optoelectronic devices.
    2-bromo-5-phenylthiophene is widely used in organic synthesis, materials science and other fields due to the interaction of various parts in the structure.
    What are 2-bromo-5-phenylthiophene synthesis methods?
    The synthesis method of 2-bromo-5-phenylthiophene has been known for a long time. The common method is the nucleophilic substitution reaction. With thiophene as the base, the phenyl group is introduced before its 5-position, and the nucleophilic substitution of halobenzene and thiophene can be performed under the action of strong bases and catalysts to generate 5-phenylthiophene. Then, the bromine atom is introduced at the 2-position, and a brominating agent, such as N-bromosuccinimide (NBS), can be selected. Under the action of an initiator such as benzoyl peroxide, the reaction can be heated in a suitable solvent such as carbon tetrachloride to obtain 2-bromo-5-phenylthiophene.
    There is also a metal catalytic coupling method. First, a metal reagent containing thiophenyl groups, such as thiophenylboronic acid, is prepared. Under the action of a metal catalyst such as a palladium catalyst, the Suzuki coupling reaction is performed with halogenated benzene in an alkaline environment to obtain 5-phenylthiophene. The subsequent bromination step, as described above, is brominated with NBS to obtain the target product.
    Furthermore, thiophene derivatives can be started and synthesized through a multi-step reaction. For example, using a specific substituted thiophene carboxylic acid as the starting material, the corresponding alcohol is first reduced, then halogenated to obtain a halogen, and then the phenyl group is introduced through an arylation reaction, and finally brominated, which can also achieve the purpose. Each method has its advantages and disadvantages. The nucleophilic substitution reaction steps are relatively simple, but the conditions may be harsh; the metal catalytic coupling method has good selectivity, but the catalyst cost may be high. When synthesizing, the optimal method should be selected according to actual needs.
    In what areas is 2-bromo-5-phenylthiophene applied?
    2-Bromo-5-phenylthiophene is an organic compound that has applications in many fields.
    In the field of materials science, it can be used as an organic semiconductor material. Organic semiconductors are crucial in devices such as organic Light Emitting Diodes (OLEDs) and organic field effect transistors (OFETs). The structure of 2-bromo-5-phenylthiophene gives it specific electrical and optical properties, which can regulate charge transport and luminescence properties, or can improve the luminous efficiency and color purity of OLEDs, making the display picture clearer and more gorgeous; in OFETs, it may optimize carrier mobility and enhance device performance.
    In the field of medicinal chemistry, this compound may have potential biological activity. Due to its specific chemical structure, it can be used as a lead compound for drug research and development. By modifying and optimizing its structure, new compounds with specific pharmacological activities may be obtained, such as antibacterial, anti-inflammatory, anti-tumor, etc. Scientists can change their substituents, explore the interaction mode with biological targets, and provide direction for the creation of new drugs.
    In the field of organic synthesis, 2-bromo-5-phenylthiophene is an important intermediate. Due to its activity with thiophene ring and benzene ring, it can participate in many organic reactions, such as Suzuki coupling reaction, Heck reaction, etc. This can build complex organic molecules, expand the structural diversity of organic compounds, and lay the foundation for the synthesis of new functional materials and bioactive molecules.
    What is the market outlook for 2-bromo-5-phenylthiophene?
    2-Bromo-5-phenylthiophene is one of the organic compounds. Looking at its market prospects, it is impressive.
    From the chemical field, this compound is an important synthesis intermediate. In the process of organic synthesis, with its unique structure, it can participate in a variety of chemical reactions to build more complex and delicate organic molecular structures. For example, in the field of pharmaceutical chemistry, in the development path of many new drugs, it is often necessary to use this as a starting material and go through multiple steps to obtain compounds with specific pharmacological activities.
    In the field of materials science, 2-bromo-5-phenylthiophene has also emerged. Due to its certain electrical and optical properties, it can be used as a key component in the preparation of organic optoelectronic materials. With reasonable molecular design and material processing methods, it can be integrated into organic Light Emitting Diode (OLED), organic solar cells and other devices to help improve the performance of such devices, such as luminous efficiency, energy conversion efficiency, etc., so as to meet the urgent market demand for high-performance optoelectronic materials.
    Furthermore, with the continuous evolution of science and technology, the quality and purity requirements of fine chemicals in various fields are becoming increasingly stringent. The production process of 2-bromo-5-phenylthiophene also needs to be continuously optimized and upgraded to meet the market's demand for high-quality products. In this process, the development of more efficient and green synthesis methods, the reduction of production costs, and the improvement of product yield and purity will become the key factors in determining its market competitiveness. Although currently facing some challenges, in the long run, with its important application value in chemical and material science fields, the market prospect of 2-bromo-5-phenylthiophene is still broad, and it is expected to play an increasingly important role in the future industrial development.