3 Bromothiophene 2 Carbonyl Chloride
quinoline thiophene imidazole thiazole

3-Bromothiophene-2-carbonyl chloride

Taiy Chemical

    Specifications

    HS Code

    199710

    Name 3-Bromothiophene-2-carbonyl chloride
    Molecular Formula C5H2BrClOS
    Molecular Weight 225.49
    Appearance Typically a colorless to light yellow liquid
    Boiling Point Approximately 224 - 226 °C
    Density Around 1.77 g/cm³
    Solubility Soluble in common organic solvents like dichloromethane, chloroform
    Pungency Has a pungent odor
    Reactivity Reactive towards nucleophiles due to the presence of carbonyl chloride group
    Hazard Class Corrosive, harmful if swallowed, in contact with skin or if inhaled

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    Frequently Asked Questions

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    What are the physical properties of 3-Bromothiophene-2-carbonyl chloride?
    3-Bromothiophene-2-formyl chloride is an important reagent commonly used in organic synthesis. Its physical properties are worthy of detailed investigation.
    First of all, its appearance is often colorless to light yellow liquid, and it is clear and flowing. This appearance characteristic can be seen at a glance at the time of visual inspection, which is an important basis for preliminary identification of this substance.
    When it comes to melting point, its melting point is low, usually in the range of relatively low temperature. Due to the characteristics of its molecular structure, the intermolecular force has its own unique characteristics, and the melting point is not high. This characteristic makes it easy to change from solid to liquid state under specific temperature conditions, which has a significant impact on many reaction operations.
    In terms of boiling point, its boiling point is within a certain numerical range. The level of boiling point is related to the temperature node at which the substance changes from liquid to gaseous during heating. Properly controlling the temperature to reach the boiling point is the key to realizing the relevant separation, purification or reaction steps.
    As for solubility, 3-bromothiophene-2-formyl chloride is soluble in a variety of organic solvents, such as dichloromethane, chloroform, and ether. This solubility characteristic provides a wide range of choices in organic synthesis reactions. Due to the smooth progress of many organic reactions in solution environments, its good solubility makes it possible to select suitable solvents according to the needs of the reaction to optimize the reaction conditions and improve the reaction efficiency.
    In addition, the density of this substance also has its specific value. The density affects its distribution in the mixed system. When it comes to liquid-liquid separation and other operations, the density factor cannot be ignored, which is an important consideration for accurately controlling the experimental process and achieving the desired experimental effect.
    Furthermore, 3-bromothiophene-2-formyl chloride has a certain volatility. Volatility makes it easy to disperse into the air in an open environment. During operation, special attention should be paid to this characteristic, and appropriate protective measures should be taken to avoid losses caused by its volatilization and prevent adverse effects on the health of experimenters and the environment.
    In summary, the physical properties of 3-bromothiophene-2-formyl chloride are of great significance in the field of organic synthesis, and must be carefully considered when operating.
    What are the chemical properties of 3-Bromothiophene-2-carbonyl chloride?
    3-Bromothiophene-2-carbonyl chloride, an organic compound with unique and rich chemical properties, is widely used in the field of organic synthesis.
    It has active chemical properties, the first to bear the brunt is its acid chloride functional group. Acyl chloride is active and easily reacts with many nucleophiles. For example, when it encounters alcohols, an esterification reaction can occur to generate corresponding ester compounds. During this reaction, the hydroxyl oxygen atom of the alcohol uses its lone pair electrons to nucleophilically attack the carbonyl carbon of the acid chloride, and then the chloride ions leave, and through a series of complex steps, the ester is finally formed. When 3-bromothiophene-2-carbonyl chloride meets amines, aminolysis of 3-bromothiophene-2-carbonyl chloride occurs to form amides. The nitrogen atom of the amine acts as a nucleophilic reagent to attack the carbonyl chloride, and the chloride ions are separated to form amide products. This amide product has important uses in many fields such as medicine and materials.
    Furthermore, the presence of thiophene rings also gives the compound unique properties. Thiophene rings have certain aromatic properties and can participate in various electrophilic substitution reactions. Since the bromine atom has occupied the third position of the thiophene ring, under suitable conditions, electrophilic reagents can selectively attack other activity check points of the thiophene ring to achieve further functionalization of the thiophene ring, thereby constructing more complex organic molecules.
    In addition, 3-bromothiophene-2-carbonyl chloride is extremely sensitive to water. In contact with water, hydrolysis occurs rapidly, and the acyl chloride functional group is converted into a carboxyl group, while releasing hydrogen chloride gas. This hydrolysis reaction must be carefully guarded in organic synthesis. It is necessary to ensure that the reaction system is in an anhydrous environment to ensure that the reaction proceeds in the expected direction.
    In conclusion, 3-bromothiophene-2-carbonyl chloride exhibits diverse chemical properties due to its acyl chloride functional groups and thiophene rings, and occupies an important position in the stage of organic synthetic chemistry. It provides key starting materials and reaction intermediates for the preparation of various functional organic compounds.
    What are the common synthesis methods of 3-Bromothiophene-2-carbonyl chloride?
    The common synthesis of 3-bromothiophene-2-carbonyl chloride is an important task in organic synthesis. Usually there are several paths.
    One is to use 3-bromothiophene-2-carboxylic acid as the starting material. This carboxylic acid interacts with a chlorination reagent to obtain the target product. Commonly used chlorination reagents include sulfoxide chloride (SOCl ²). During its reaction, the sulfur atom in the sulfoxide chloride is electrophilic and can interact with the hydroxyl oxygen atom of the carboxylic acid. The hydroxyl group of the carboxylic acid is replaced by the chlorine atom, and the sulfoxide chloride is converted into sulfur dioxide (SO ²) and hydrogen chloride (HCl) gas escapes. The reaction is generally carried out in suitable solvents, such as toluene, dichloromethane, etc., which have good solubility to the reactants and products and do not participate in the reaction. The reaction temperature depends on the specific situation and is usually the reflux temperature to accelerate the reaction process and allow the reaction to proceed fully.
    Second, it can be started from 3-bromothiophene. The carbonyl group is introduced at the thiophene 2-position by a suitable method, and then the halogenation reaction is carried out to introduce the chlorine atom. For example, the reaction of 3-bromothiophene with carbon monoxide (CO) and hydrogen chloride (HCl) in the presence of a catalyst is a carbonylation reaction. Commonly used catalysts include palladium (Pd) catalysts, such as palladium chloride (PdCl ²) and a catalytic system composed of ligands. This reaction can be carried out under mild conditions in a suitable solvent such as N, N-dimethylformamide (DMF), so that the thiophene 2-position is successfully introduced into the carbonyl group, and then treated with a suitable halogenating agent such as phosphorus trichloride (PCl) or phosphorus pentachloride (PCl) to convert the hydroxyl group of the carbonyl group into a chlorine atom, thereby obtaining 3-bromothiophene-2-carbonyl chloride.
    Or, with a thiophene derivative containing a suitable substituent as the starting material, through a multi-step reaction, the target molecular structure is gradually constructed. First, the thiophene ring is modified to introduce bromine atoms and other necessary functional groups, and then through functional group transformation, the introduction of carbonyl chloride is finally achieved. Although this path is slightly complicated, the reaction conditions and sequence can be flexibly adjusted according to specific needs to obtain the ideal yield and purity of the product.
    3-Bromothiophene-2-carbonyl chloride is mainly used in which areas
    3-Bromothiophene-2-carbonyl chloride, a particularly important organic compound, is widely used in various fields.
    First, in the field of medicinal chemistry, it is often a key intermediate for the synthesis of many drugs. The structure of Gainthiophene and carbonyl chloride gives it unique reactivity and chemical properties. Through carefully designed chemical reactions, it can be combined with other compounds with specific structures to construct molecular structures with specific pharmacological activities. In the creation of some antibacterial and anti-inflammatory drugs, 3-bromothiophene-2-carbonyl chloride may play an indispensable role in gradually shaping drug molecules that meet the expected pharmacological effects through multi-step reactions.
    Second, in the field of materials science, it also has important applications. Due to its chemical structure, it can participate in the preparation of polymer materials with special properties. By polymerizing with suitable monomers, polymers with specific electrical, optical or mechanical properties may be generated. For example, optical materials with special response to specific wavelengths of light or electronic materials with unique electrical conductivity can be prepared, injecting new vitality into the development of materials science.
    Third, in the field of organic synthetic chemistry, 3-bromothiophene-2-carbonyl chloride is an extremely useful reagent that can initiate many types of chemical reactions. Its carbonyl chloride part is highly prone to nucleophilic substitution, and many nucleophilic reagents can react with it to realize functionalization of thiophene rings. This property allows organic chemists to construct rich and diverse organic compounds, greatly expanding the boundaries of organic synthesis, and assisting in the synthesis of more novel and complex organic molecules, providing important support for basic research and application development of organic chemistry.
    3-Bromothiophene-2-carbonyl chloride during storage and transportation
    3-Bromothiophene-2-carbonyl chloride is an important raw material for organic synthesis. When storing and transporting, many key matters must be paid attention to.
    When storing, choose the first environment. It must be placed in a cool, dry and well-ventilated place. Because the substance is quite sensitive to humidity and temperature, high temperature and humid environment can easily cause it to deteriorate and decompose. The temperature of the warehouse should be controlled within a specific range to prevent danger caused by excessive temperature. And it is necessary to keep away from fire and heat sources to prevent all the possibility of open flames and static electricity, covering the risk of fire or static electricity, or combustion or even explosion due to its certain flammability and chemical activity.
    In addition, when storing, it should be stored separately from oxidizing agents, alkalis and other substances, and must not be mixed. Due to the contact of this substance with them, violent chemical reactions are prone to occur, endangering safety. At the same time, storage containers should also be carefully selected. It is advisable to use corrosion-resistant materials, such as glass or specific plastic containers, and ensure that the containers are tightly sealed to prevent leakage. Regular inspections of storage containers are also required to check for signs of damage or leakage. If there is any abnormality, deal with it immediately.
    As for transportation, the packaging process is crucial. Be sure to use appropriate packaging materials and methods in accordance with relevant regulations to properly pack 3-bromothiophene-2-carbonyl chloride to ensure its stability during transportation. Transportation vehicles must also meet safety standards and be equipped with necessary fire equipment and leakage emergency treatment equipment. During transportation, the driving route should be carefully planned to avoid densely populated areas and busy traffic areas. Drivers need to have professional knowledge and skills, be familiar with the dangerous characteristics of the substance and emergency treatment methods, keep smooth when driving, and avoid violent actions such as sudden braking and sharp turns to prevent leakage due to damaged packaging. If a leak unfortunately occurs, an emergency plan should be activated immediately and effective measures should be taken to deal with it to prevent the harm from expanding.