2 Mercaptothiophene
quinoline thiophene imidazole thiazole

2-Mercaptothiophene

Taiy Chemical

    Specifications

    HS Code

    816787

    Name 2-Mercaptothiophene
    Chemical Formula C4H4S2
    Molar Mass 116.206 g/mol
    Appearance Yellow to brown liquid
    Odor Unpleasant, sulfurous
    Density 1.298 g/cm³ at 25 °C
    Boiling Point 198 - 200 °C
    Melting Point -28 °C
    Solubility In Water Insoluble
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, ether
    Flash Point 85 °C
    Pka ca. 7.5

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    General Information
    Where to Buy 2-Mercaptothiophene in China?
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    Frequently Asked Questions

    As a leading 2-Mercaptothiophene 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 Mercaptothiophene?
    2-Mercaptothiophene, or 2-mercaptothiophene, is widely used and has important applications in various fields.
    First, in the field of organic synthesis, it is a key intermediate. With its unique chemical structure, it can participate in the construction of many complex organic compounds. Chemists can skillfully combine 2-mercaptothiophene with other organic molecules through specific chemical reactions to derive compounds with novel structures and unique properties. For example, when constructing some bioactive natural product analogs, 2-mercaptothiophene is often one of the starting materials. After multiple steps, the target product with specific pharmacological activity is finally obtained, providing the possibility for the development of new drugs.
    Second, in the field of materials science, 2-mercaptothiophene is also of great value. In the preparation of conductive polymers, it can participate in the polymerization reaction as a monomer. The formed conductive polymer has unique electrical properties, such as high conductivity, due to the introduction of 2-mercaptothiophene. Such conductive polymers are widely used in electronic devices, such as organic Light Emitting Diode (OLED), organic field effect transistor (OFET), etc. In OLED, it can optimize the performance of the light-emitting layer or the transport layer, improve the luminous efficiency and stability of the device; in OFET, it helps to improve the carrier transmission performance and improve the working efficiency of the device.
    Third, in the field of surface modification, 2-mercaptothiophene can be used for surface modification of materials. Because of its high reactivity, sulfhydryl groups can form strong chemical bonds with a variety of metal surfaces. With this property, 2-mercaptothiophene can be modified on the surface of metal nanoparticles to change the surface properties of nanoparticles, such as adjusting their dispersion, stability, or giving them new functions. At the same time, in the construction of self-assembled monolayers, 2-mercaptothiophene is also often selected to precisely regulate the chemical composition and physical properties of the material surface to meet different application requirements, such as functionalization of the sensor surface, improving the recognition and detection performance of the sensor for specific substances.
    What are the physical properties of Mercaptothiophene?
    2-Mercaptothiophene is one of the organic compounds. Its physical properties are quite specific.
    Looking at its properties, under normal conditions, it is mostly liquid, with a color close to colorless, or slightly yellowish, clear and transparent, and no significant turbidity or impurities.
    When it comes to the melting point, the melting point is relatively low, about - 20 ° C. This property makes it difficult to solidify at room temperature and can maintain a flowing state. The boiling point is higher, about 220 ° C, indicating that a higher temperature is required to gasify it, showing good thermal stability.
    2-Mercaptothiophene is slightly soluble in water in terms of solubility, but it has good solubility in organic solvents, such as ethanol, ether, dichloromethane, etc. It can be soluble with it. Due to the molecular structure of the compound, it has a certain lipophilicity, so it can form a uniform mixed system with organic solvents.
    As for the density, it is slightly higher than that of water, about 1.3g/cm ³. When mixed with water, it will sink to the bottom of the water. Its odor is also characteristic, emitting a special thiol odor. Although it is not very strong, it is also recognizable.
    In addition, the volatility of 2-mercaptothiophene is weak, and it will not evaporate rapidly at room temperature and pressure, which is helpful for its preservation and use in a specific environment. Its refractive index is also a specific value. In the field of optics or related research, this property may have certain uses, and its refractive index characteristics can be used for analysis and detection.
    What are the chemical properties of 2-Mercaptothiophene?
    2-Mercaptothiophene is one of the organic compounds. It has unique chemical properties and is quite important to chemists.
    When it comes to chemical activity, the thiol group (-SH) of 2-mercaptothiophene is extremely active. The sulfur atom in this group has lone pairs of electrons, which is easy to participate in many chemical reactions. For example, it can complex with metal ions to form stable complexes. This property is widely used in the field of materials science, and can be used to prepare metal-organic materials with specific functions. It has applications in catalysis and sensors.
    Because of its aromatic thiophene ring, it imparts certain stability to the molecule and affects its electron cloud distribution. In this way, 2-mercaptothiophene can participate in the electrophilic substitution reaction. The electron cloud density on the thiophene ring is high, and the electrophilic reagents are easy to attack the specific positions on the ring to generate various substitution products. In organic synthesis, compounds with diverse structures can be constructed.
    Furthermore, the sulfhydryl group of 2-mercaptothiophene can undergo oxidation reaction. Under moderate oxidation conditions, it can be converted into disulfide bonds (-S-S -). This reaction is of great significance in the field of biochemistry and polymer chemistry. In vivo, disulfide bonds between cysteine residues in proteins are essential to maintain the spatial structure and function of proteins; in polymer synthesis, disulfide bonds can be used to form cross-linked structures and improve material properties.
    In addition, the properties of 2-mercaptothiophene also change in the acid-base environment. The thiol group has a certain acidity, and under alkaline conditions, it is easy to lose protons, form sulfur negative ions, enhance its nucleophilicity, and then participate in more nucleophilic reactions.
    In short, 2-mercaptothiophene exhibits rich chemical properties due to the synergistic effect of thiophene and thiophene rings, and has broad application prospects in many scientific fields.
    What are the synthesis methods of 2-Mercaptothiophene?
    The synthesis method of 2-mercaptothiophene has been described in various books throughout the ages, and it is now the case of Jun Chen.
    One method, using thiophene as the initial material, can introduce thiophene into halogen atoms at a specific position through halogenation reaction. Subsequently, it interacts with sulfur-containing nucleophiles, and nucleophiles replace halogens to generate 2-mercaptothiophene. During this process, the halogenation reaction requires careful selection of halogenating agents and reaction conditions to ensure that halogens are precisely introduced into the desired position. In the nucleophilic substitution step, the activity and reaction conditions of sulfur-containing nucleophiles are also crucial, which are related to the purity and yield of the product.
    Furthermore, it can be started from a suitable sulfur-containing precursor. For example, some sulfur-containing compounds with specific functional groups gradually build thiophene rings and introduce thiol groups at the same time through specific chemical reaction steps. This path requires careful consideration of the structure design of the precursor, and strict control of the reaction conditions at each step, such as temperature, pH, reaction time, etc., in order to achieve the synthesis of the target product smoothly.
    Another approach is metal catalysis. The unique activity of metal catalysts is used to promote the coupling reaction between related reactants. During this process, metal catalysts can activate the reactant molecules, enabling the originally difficult reaction to proceed smoothly. Through careful selection of metal catalysts, ligands and optimization of the reaction system, the selectivity and efficiency of the reaction can be effectively improved, and the efficient synthesis of 2-mercaptothiophene can be achieved.
    All synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to weigh the most suitable method according to specific needs, such as product purity, cost, difficulty of reaction conditions, etc., in order to achieve the purpose of synthesis.
    What are the precautions for Mercaptothiophene in storage and transportation?
    2-Mercaptothiophene is an organic compound. During storage and transportation, it is necessary to pay attention to many matters to ensure safety.
    First, it is related to storage. Because of its certain chemical activity, it is easy to react with oxygen and moisture in the air, so it should be stored in a cool, dry and well-ventilated place. Do not approach fire or heat sources to prevent the risk of fire or explosion. It must be stored in a sealed container to avoid excessive contact with air. If the storage temperature is too high, it is easy to cause its volatilization to intensify, or cause chemical reactions to deteriorate, so the temperature should be controlled in an appropriate range, usually 2-8 ° C. And it should be stored separately from oxidants, acids, alkalis, etc., because contact with it is easy to cause violent reactions, damage its quality, and even lead to safety accidents.
    Second, when transporting, there are also many points. Packaging must be tight to ensure that there is no leakage during transportation. Transportation vehicles need to be equipped with corresponding fire equipment and leakage emergency treatment equipment to prevent accidents. During transportation, sun exposure, rain, and high temperature should be protected. When driving, drivers should drive slowly to avoid sudden braking and sharp turns, so as to avoid material leakage caused by damage to containers. When loading and unloading, operators should wear appropriate protective equipment, such as gas masks, chemical protective clothing, etc., and operate carefully to prevent materials from contacting the skin and eyes.
    In short, the storage and transportation of 2-mercaptothiophene must adhere to strict regulations, paying attention to the environment, packaging, protection and many other details in order to ensure its quality and transportation safety.