2 Thiophenecarboxylic Acid 3 Bromo Methyl Ester
quinoline thiophene imidazole thiazole

2-Thiophenecarboxylic acid, 3-bromo-, methyl ester

Taiy Chemical

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    HS Code

    109556

    Name 2-Thiophenecarboxylic acid, 3-bromo-, methyl ester
    Molecular Formula C6H5BrO2S
    Molecular Weight 221.07

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    What are the chemical properties of methyl 3-bromo-2-thiophenecarboxylate
    Ethyl 3-hydroxy-2-butanone acetate, also known as ethyl acetoacetate, is a crucial raw material in organic synthesis. It has many unique chemical properties.
    First, it is weakly acidic. Because there is an active hydrogen atom in the molecule of ethyl acetoacetate, when it interacts with a strong base, the active hydrogen can be taken away by the base to form the corresponding salt. This acidity is due to the conjugation effect of carbonyl and ester groups in the molecule, which enhances the acidity of α-hydrogen atoms.
    Second, it has the phenomenon of keto-enol tautomerism. In solution, ethyl acetoacetate does not exist in a single form, but in a dynamic equilibrium between the keto and enol isomers. The enol structure has a certain stability due to the formation of intramolecular hydrogen bonds. This tautomerism phenomenon has a great influence on its chemical reactivity. The enol structure can make the compound exhibit some properties of olefins and alcohols, and can participate in many specific reactions, such as addition reaction with bromine water.
    Third, ester condensation reaction can occur. Under the action of basic catalysts such as sodium alcohol, two molecules of ethyl acetoacetate interact to form β-ketoate. This reaction is an important method for building carbon-carbon bonds and is widely used in organic synthesis. It can be used to synthesize more complex organic compounds.
    Fourth, hydrolysis reaction can be carried out. Under the catalysis of acid or base, the ester group of ethyl acetoacetate can be hydrolyzed, hydrolyzed under acidic conditions to form acetoacetic acid and ethanol, and hydrolyzed under alkaline conditions to form acetoacetic acid and ethanol. Acetoacetic acid is unstable and easily decarboxylated to form acetone when heated.
    In summary, 3-hydroxy- 2-butanone ethyl acetate plays a key role in the field of organic synthesis due to its weak acidity, tautomerism, ester condensation and hydrolysis. It provides an effective way for the preparation of many organic compounds.
    What are the main uses of methyl 3-bromo-2-thiophenecarboxylate
    Dimethyl 3-hydroxy2-glutarate is widely used and has important applications in many fields such as medicine and chemical industry.
    In the field of medicine, this compound has potential medicinal value. Some studies have shown that it may participate in the regulation of cellular metabolic processes and have positive implications for the treatment of specific diseases. For example, in neurological diseases, it can affect the function and survival of nerve cells by regulating related metabolic pathways, or bring new opportunities for the treatment of neurodegenerative diseases such as Parkinson's disease and Alzheimer's disease. In tumor research, dimethyl 3-hydroxy-2-glutarate may be associated with abnormal metabolism of tumor cells, or may become a potential target for tumor treatment, providing new ideas for the development of anti-cancer drugs.
    In the chemical industry, it is often used as a key intermediate in organic synthesis. Due to its unique chemical structure, it can be converted into a variety of high-value compounds through a series of chemical reactions. For example, it can participate in esterification reactions, substitution reactions, etc., to prepare fine chemicals such as polymer materials, fragrances and coatings with special properties. For example, when synthesizing polyester materials with special structures, dimethyl 3-hydroxy- 2-glutarate can be used as an important monomer to build polyester segments, imparting unique physical and chemical properties to the materials, such as improving the flexibility, heat resistance and chemical corrosion resistance of the materials. In addition, in the synthesis of fragrances, the fragrances synthesized from this raw material may have unique aromas and enrich the variety of fragrances.
    What are the synthesis methods of methyl 3-bromo-2-thiophenecarboxylate
    To prepare ethyl 3-hydroxy-2-butanoate, the method is as follows:
    Ethyl acetoacetate can be used as the starting material. Ethyl acetoacetate has an active methylene, which first interacts with a base, such as sodium ethanol. The hydrogen on the methylene is taken away by the base to form a carbon negative ion. This carbon negative ion has strong nucleophilicity.
    Then, the carbon negative ion undergoes a nucleophilic addition reaction with formaldehyde and other aldehyde substances. Because the carbonyl carbon atom of formaldehyde has a certain positive electricity, it is easily attacked by carbon negative ions. After addition, a hydroxyl-containing intermediate is obtained.
    Next, an appropriate oxidation step is carried out for this intermediate. A suitable oxidizing agent, such as a mild oxidizing agent, can be used to oxidize the newly formed alcohol hydroxyl group to a carbonyl group to obtain the target product 3-hydroxy-2-butanoate ethyl ester.
    Another route can be started from diethyl malonate. Diethyl malonate also has a highly active methylene, which generates carbonanion under alkaline conditions. This carbonanion is reacted with a suitable halogenated ketone, such as 2-halogenated acetone, to undergo nucleophilic substitution. After the halogen atom is replaced by the carbonanion, a preliminary carbon skeleton is constructed. Then a series of reactions such as hydrolysis and decarboxylation are carried out on it, and the reaction conditions are properly controlled to hydrolyze and decarboxylate the ester group, and finally 3-hydroxy-2-butanoate ethyl ester can be obtained.
    When operating, it is necessary to pay attention to the precise control of the reaction conditions. The amount of alkali, reaction temperature, reaction time and other factors all have a great impact on the reaction process and product yield. And after each step of the reaction, it is advisable to obtain a pure product through suitable separation and purification methods, such as distillation, recrystallization, column chromatography, etc., in order to achieve the expected synthesis effect.
    What are the precautions for methyl 3-bromo-2-thiophenecarboxylate during storage and transportation?
    Saltpeter and sulfur, both are powerful medicines, and when combined, they are very powerful. When storing and transporting saltpeter, sulfur and flame nitrate, many things must be noted to keep it safe.
    First, choose a dry place and avoid a humid place. If it is humid, saltpeter is easy to deliquescent, and sulfur is also easily affected by it and deteriorated. And do not approach water. Water meets saltpeter and sulfur, or causes chemical reactions, which damage its quality and even cause danger.
    Second, keep away from fire and heat sources. Both are flammable, and will explode in case of fire, which can be a disaster. In the storage place, fireworks are strictly prohibited, and even small sparks may cause serious disasters. The heat source should also be far away. High temperature will change the activity of saltpeter and sulfur, increasing the danger.
    Third, store separately. Saltpeter and sulfur have different properties, mixed storage or reaction, causing accidents. Therefore, they should be placed in one place for safety.
    Fourth, when transporting, the packaging must be solid. To prevent vibration and collision from causing it to leak. Packaging materials must also be suitable, and must not chemically react with saltpeter and sulfur. And during transportation, the escort should be carefully guarded and not slack.
    Fifth, the storage should be well ventilated. Allow air circulation to reduce the risk of harmful gas accumulation. If harmful gases accumulate in the room, not only will it harm people's health, but it may also cause explosions and other hazards.
    In short, the storage and transportation of saltpeter, sulfur, and flame nitrate requires extreme caution and attention to the above in order to ensure safety and avoid disasters.
    What are the effects of methyl 3-bromo-2-thiophenecarboxylate on the environment and human health?
    "Tiangong Kaiwu" says: "Mercury, commonly known as mercury, is the only liquid among metals, active and volatile. Ethyl acetate, with a fragrant smell, is a common organic solvent. Both have an impact on the environment and human health."
    Mercury is very toxic. Mercury evaporates into mercury vapor easily. If inhaled, mercury vapor can enter the lungs through the respiratory tract, then enter the blood, and spread throughout the body. Damage the nervous system, causing headaches, insomnia, memory loss, and even tremors and mental disorders. And kidney injury, abnormal kidney function, urine protein and hematuria appear. In the environment, mercury accumulates in soil and water, enriches through the food chain, and endangers the ecology. For example, in the past, Minamata disease in Japan, that is, due to the discharge of mercury wastewater from factories, mercury is enriched in fish bodies, and humans eat fish and contract the disease, causing great pain.
    Although ethyl acetate is less toxic than mercury, it should not be underestimated. In the environment, its volatilization causes air pollution, increases the content of organic waste gas, or forms photochemical smog. If people are exposed to high concentrations of ethyl acetate for a long time, it can irritate the eyes, nose and throat, causing cough and poor breathing. After entering the body, it may damage the liver, kidneys and other organs.
    Therefore, the use of mercury and ethyl acetate should be used with caution. Mercury should be tightly sealed to prevent its volatilization; ethyl acetate should be used in a well-ventilated place and the waste liquid should be properly disposed of, so as to reduce its harm to the environment and human health and ensure harmony between humans and nature.