4 Bromo 2 Thiophenecarboxylic Acid
quinoline thiophene imidazole thiazole

4-bromo-2-thiophenecarboxylic acid

Taiy Chemical

    Specifications

    HS Code

    478385

    Name 4-bromo-2-thiophenecarboxylic acid
    Chemical Formula C5H3BrO2S
    Molar Mass 209.045 g/mol
    Appearance Solid (usually white to off - white powder)
    Melting Point 159 - 163 °C
    Solubility In Water Slightly soluble
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, acetone
    Pka Around 3.44 (approximate value for carboxylic acid group)

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    General Information
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    Frequently Asked Questions

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    What is the chemical structure of 4-bromo-2-thiophenecarboxylic acid?
    4-Bromo-2-thiophenecarboxylic acid has a unique chemical structure. This compound, with the thiophene ring as the base, looks like a stable structure. At the 2nd position of the thiophene ring, there is a carboxyl group (-COOH), which is cleverly connected by one carbon atom and two oxygen atoms, just like a unique decoration added to the ring, giving the compound specific chemical activity and properties. At the 4th position of the thiophene ring, there is a bromine atom (Br). The introduction of bromine atoms adds another characteristic to the whole structure. In this way, 4-bromo-2-thiophenecarboxylic acid builds its own unique chemical structure by the combination of thiophene ring, carboxyl group and bromine atom, which shows different chemical behaviors and potential uses in the field of organic chemistry.
    What are the main uses of 4-bromo-2-thiophenecarboxylic acid?
    4-Bromo-2-thiophenecarboxylic acid is an organic compound. It has a wide range of uses and is a key intermediate in the synthesis of many biologically active drugs in the field of medicinal chemistry. Taking an anticoagulant drug as an example, 4-bromo-2-thiophenecarboxylic acid is used as the starting material in the synthesis process. After multi-step reaction, key pharmacoactive groups are successfully introduced, and then drug molecules with high anticoagulant activity are prepared.
    In the field of materials science, it can participate in the preparation of functional polymer materials. For example, polymerization with specific monomers can generate polymers with special photoelectric properties, which can be applied to photoelectric devices such as organic Light Emitting Diodes (OLEDs) or solar cells. Due to the thiophene structure, the polymer has good electron transport properties, and the bromine atom and carboxyl group can adjust the molecular structure and properties of the polymer.
    In organic synthetic chemistry, it is an important building block for the construction of complex organic molecules. With the chemical reactivity of carboxyl and bromine atoms, through classic organic reactions such as esterification and halogenated hydrocarbon substitution, many organic compounds with different structures can be derived, expanding the structural diversity of organic compounds, and providing rich raw materials and synthesis paths for the development of organic synthetic chemistry.
    What are the physical properties of 4-bromo-2-thiophenecarboxylic acid?
    4-Bromo-2-thiophenecarboxylic acid, its shape is like a crystalline powder, its color is often nearly white, and sometimes it has a yellowish tone. The melting point of this substance is quite high, about 190 to 193 degrees Celsius. At this temperature, it changes gradually from solid to liquid. It is difficult to dissolve in water. However, when it encounters organic solvents such as alcohols and ethers, such as ethanol and ether, it is more likely to blend. Due to the principle of "similar miscibility", its molecular structure is similar to that of organic solvents.
    Its chemical properties are active, and the carboxyl group and bromine atoms are the check points for reactivity. The carboxyl group can neutralize with bases, resulting in corresponding salts and water. In case of alcohols, under the catalysis of acids, it can be esterified to form esters and water. The bromine atom can participate in the substitution reaction and be easily replaced by other groups. In case of nucleophiles, bromine can be replaced by nucleophilic groups to derive different compounds. It has a wide range of uses in organic synthesis and can be used as an intermediate to produce medicines, pesticides, materials and other fine chemicals.
    What are the synthesis methods of 4-bromo-2-thiophenecarboxylic acid?
    The synthesis method of 4-bromo-2-thiophenecarboxylic acid has always been studied. The methods vary, and the main ones are selected.
    One method is also to take 2-thiophenecarboxylic acid as the starting material and obtain it through the step of bromination. Among them, the commonly used brominating agents are bromine and N-bromosuccinimide (NBS). If bromine is used as the agent, in an appropriate solvent, such as dichloromethane, an appropriate amount of catalyst, such as iron powder or iron tribromide, is added, and the hydrogen on the ring of 2-thiophenecarboxylic acid can be replaced by bromine to obtain 4-bromo-2-thiophenecarboxylic acid. However, bromine is toxic and corrosive, and it needs to be protected during operation.
    The second method is to use 4-bromo-2-thiophenylformaldehyde as raw material. First, 4-bromo-2-thiophenylformaldehyde is oxidized to form 4-bromo-2-thiophenylcarboxylic acid. The oxidizing agent used can be selected as potassium permanganate, potassium dichromate, etc. Taking potassium permanganate as an example, in the aqueous system, adjusting the appropriate pH value and heating the reaction, the aldehyde group of 4-bromo-2-thiophenylformaldehyde can be oxidized to a carboxyl group to obtain the target product. However, such oxidants are slightly more complex after the reaction, or more by-products are produced.
    And thiophene is used as the starting material and prepared through multi-step reaction. First, thiophene is reacted with appropriate reagents to introduce carboxyl groups and bromine atoms. For example, thiophene is reacted with carbon dioxide under certain conditions to introduce carboxyl groups, and then bromine atoms are introduced at designated positions through bromination steps. Although there are many steps in this route, the raw materials are easy to obtain, and if properly planned, it is also feasible.
    All these methods have their own advantages and disadvantages. When actually synthesizing, when considering the availability of raw materials, cost, difficulty of reaction conditions, purity of the product and other factors, carefully choose to seek an efficient, economical and environmentally friendly synthesis path.
    What are the precautions for 4-bromo-2-thiophenecarboxylic acid in storage and transportation?
    4-Bromo-2-thiophenecarboxylic acid is an organic compound. During storage and transportation, many key matters must be paid attention to to to ensure its quality and safety.
    First storage environment. It should be placed in a cool, dry and well-ventilated place. This is because if the compound is exposed to high temperature environment, or the chemical properties are changed due to temperature, and adverse reactions such as decomposition occur; and humid environment can easily cause it to be damp, or cause hydrolysis, which will damage purity and quality. Furthermore, good ventilation can prevent the accumulation of harmful gases and reduce safety risks.
    Second, the packaging must be tight. Apply packaging materials with good sealing performance, such as glass bottles, plastic bottles with sealing caps, or metal drums lined with plastic bags. This can effectively isolate air and moisture, and prevent compounds from deteriorating in contact with external substances. And key information such as name, specification, and production date should be clearly marked on the packaging for easy identification and management.
    When storing, it should also be noted that it should be stored separately from other chemicals. Because of its specific chemical properties, if it is mixed with incompatible chemicals, or causes severe chemical reactions, such as contact with oxidants, reducing agents, etc., or serious accidents such as fire and explosion.
    The transportation process should also not be taken lightly. It is necessary to choose suitable transportation tools and ensure that the transportation equipment is clean, dry, and free of other contaminants. Avoid violent vibrations, collisions and high temperatures during transportation. Violent vibrations and collisions or damage to packaging can cause compound leakage; high temperatures, as mentioned above, affect its chemical stability.
    In addition, transporters should be familiar with the characteristics of the compound and emergency treatment methods. In the event of an accident such as a leak, they can take prompt and correct response measures to reduce the harm. For example, in the event of a leak, evacuate the surrounding personnel immediately. After taking protective measures, collect the leak with suitable materials and deal with it properly.