3 Bromo 2 Thiopheneboronic Acid
quinoline thiophene imidazole thiazole

3-BroMo-2-thiopheneboronic acid

Taiy Chemical

    Specifications

    HS Code

    777271

    Name 3-Bromo-2-thiopheneboronic acid
    Chemical Formula C4H4BBrO2S
    Molar Mass 221.85 g/mol
    Appearance White to off - white solid
    Solubility Soluble in some organic solvents like DMSO, DMF
    Purity Typically high - purity, e.g., 95%+ in commercial products
    Melting Point 132 - 136 °C
    Cas Number 149503-90-4
    Sensitivity Moisture - sensitive

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    General Information
    Where to Buy 3-BroMo-2-thiopheneboronic acid in China?
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    Frequently Asked Questions

    As a leading 3-BroMo-2-thiopheneboronic acid 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 main uses of 3-BroMo-2-thiopheneboronic acid?
    3-Bromo-2-thiophene boronic acid, which has a wide range of uses. In the field of organic synthesis, it is often a key reagent. It can participate in many chemical reactions, among which the Suzuki coupling reaction is particularly representative.
    In the Suzuki coupling reaction, 3-bromo-2-thiophene boronic acid can cross-couple with halogenated aromatics or olefins under the action of palladium catalysts and bases to form carbon-carbon bonds. Through this reaction, a series of organic compounds with special structures and functions can be synthesized, such as novel drug molecules, organic optoelectronic materials, etc.
    In the field of medicinal chemistry, through the Suzuki coupling reaction, 3-bromo-2-thiophene boronic acid can be used as a raw material to prepare complex drug intermediates, providing a key material basis for the research and development of innovative drugs. For example, in the synthesis of some anticancer drugs and antiviral drugs, this reagent may be used to help build a unique molecular skeleton and endow drugs with specific biological activities.
    It also has important applications in materials science. Organic conjugated polymers synthesized by the Suzuki coupling reaction often have excellent photoelectric properties and can be used in the preparation of optoelectronic devices such as organic Light Emitting Diodes (OLEDs) and organic solar cells. The conjugated structure constructed by 3-bromo-2-thiophenylboronic acid can regulate the electronic transport and optical properties of materials, and improve the performance of optoelectronic devices.
    In conclusion, 3-bromo-2-thiophenylboronic acid plays an indispensable role in many fields such as drug discovery and materials science due to its unique ability to construct carbon-carbon bonds in organic synthesis, and is of great significance to promoting the development of related fields.
    What are the synthetic methods of 3-BroMo-2-thiopheneboronic acid?
    There are three methods for the synthesis of 3-bromo-2-thiophene boric acid.
    First, the halogen-metal exchange method. Starting with 3-bromothiophene, at low temperatures, often at minus 70 to 80 degrees Celsius, it interacts with strong bases such as butyl lithium to undergo a halogen-metal exchange reaction to form a lithium reagent. Subsequently, it reacts with borate esters, such as trimethyl borate, and hydrolyzes to obtain 3-bromo-2-thiophene boric acid. This process requires a low temperature environment, high equipment requirements, and high activity of reagents such as butyl lithium, so the operation needs to be cautious.
    Second, palladium catalytic coupling method. Using 3-bromothiophene and pinacol borane as raw materials, under the action of palladium catalyst, such as tetrakis (triphenylphosphine) palladium (0), a suitable base, such as potassium carbonate, is added to react in an organic solvent. The conditions of this method are relatively mild and the yield is considerable, but the palladium catalyst is expensive and increases the cost.
    Third, the Grignard reagent method. 3-bromothiophene is reacted with magnesium to make Grignard reagent, which is then reacted with borate ester, and then hydrolyzed to obtain the product. When preparing Grignard reagent, it has strict requirements for anhydrous and anaerobic, and the reaction activity is difficult to control, which is prone to side reactions.
    The advantages and disadvantages of each method coexist. In actual synthesis, it is necessary to make a careful choice according to factors such as raw material availability, cost, yield and purity requirements.
    What are the physical properties of 3-BroMo-2-thiopheneboronic acid?
    3-Bromo-2-thiophene boronic acid, an important intermediate in organic synthesis, is widely used in many fields such as medicine, pesticides and materials science. In terms of its physical properties, it is a white to off-white solid, and its morphology is mostly powdery, which is easy to weigh and use, adding a lot of convenience in operation.
    Its melting point is within a certain range, usually between 140-145 ° C. As a key physical property, the melting point can not only be used to identify the purity of a substance, but also to clarify its state transition under specific temperature conditions. In this temperature range, 3-bromo-2-thiophene boronic acid gradually melts from a solid state to a liquid state, which is of great significance in the temperature control of the synthesis reaction.
    Furthermore, the solubility of this substance in organic solvents is also worthy of attention. It exhibits good solubility in common organic solvents such as dichloromethane, tetrahydrofuran, toluene, etc. This solubility provides a suitable reaction environment for the organic synthesis reaction, allowing the reactants to be fully contacted and mixed, thereby effectively promoting the smooth progress of the reaction. However, its solubility in water is relatively low, which is mainly due to the influence of hydrophobic groups in its molecular structure.
    In addition, 3-bromo-2-thiophene boronic acid is sensitive to air and moisture. If left in the air for a long time or exposed to moisture, it is easy to react and cause deterioration. Therefore, during storage and use, proper protective measures should be taken, such as sealing and storing in a dry and cool place, and sealing the container in time after use to prevent it from excessive contact with air and moisture, so as to ensure the stability of its quality and performance.
    What are the chemical properties of 3-BroMo-2-thiopheneboronic acid?
    3-Bromo-2-thiophene boronic acid is an important reagent in organic synthesis and has unique chemical properties.
    Its appearance is often white to off-white solid powder. From the perspective of reactivity, the boric acid groups in this compound are electrophilic and can react with many nucleophiles. In common coupling reactions, such as Suzuki coupling reactions, boric acid groups can form carbon-carbon bonds with halogenated aromatics or halogenated olefins under the action of suitable catalysts and bases. This reaction has a wide range of uses in the construction of complex organic molecular structures and can assist in the synthesis of various organic compounds containing thiophene structures.
    The bromine atom in the molecule is also highly reactive, and it can undergo nucleophilic substitution. Under appropriate reaction conditions, the bromine atom can be replaced by other functional groups, such as hydroxyl groups and amino groups, so as to further modify the thiophene ring and expand the structural diversity of the compound.
    In addition, the stability of 3-bromo-2-thiophene boronic acid is also worthy of attention. Under conventional storage conditions, its properties are relatively stable, so care should be taken to avoid moisture and contact with strong oxidants, etc., to prevent affecting its chemical properties and reactivity. In the organic synthesis operation, due to its unique chemical properties, it can be skillfully used to achieve efficient synthesis of specific organic compounds through rational design of reaction steps, providing important assistance for the research in the field of organic chemistry and the development of related industries.
    What is the price range of 3-BroMo-2-thiopheneboronic acid in the market?
    3-Bromo-2-thiophene boronic acid is on the market, and its price range is difficult to determine. The price of this compound often changes due to multiple reasons.
    First, the amount affects its price. If the purchase quantity is huge, the merchant may give a discount for profit, and the price may be slightly reduced; if the purchase quantity is small, the price may be relatively high.
    Second, the quality is also related to the price. High quality, the preparation process or complex, material or fine, so the price is high; poor quality, the price is lower.
    Third, the supply and demand of the market is also a major factor. If there are many applicants, the supply is small, and the price will rise; if the supply exceeds the demand, the merchant will sell his goods, and the price may drop.
    Fourth, the producers are different, and the price is also different. Well-known large factories, with strict quality control and good reputation, their prices may be high; small factories produce, the price may be slightly lower.
    Roughly speaking, under common market conditions, the price per gram may be between tens of yuan and hundreds of yuan. However, this is only a rough estimate. To know the exact price, when consulting chemical raw material suppliers or checking chemical product trading platforms, you can get real-time and accurate prices.