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What are the main uses of 4-bromothieno [2,3-c] pyridine?
4-Bromothieno [2,3-c] pyridine is one of the organic compounds. It has a wide range of main uses and is often used as a key intermediate in the field of medicinal chemistry. Due to its unique chemical structure, it can participate in a variety of chemical reactions, assisting pharmaceutical chemists in constructing complex and specific biological active molecular structures, which is of great significance in the development of new drugs.
In the field of materials science, 4-bromothieno [2,3-c] pyridine also has important uses. It can be chemically modified and polymerized to prepare materials with special optoelectronic properties, such as organic semiconductor materials. Such materials exhibit unique electrical and optical properties in device applications such as organic Light Emitting Diodes (OLEDs) and organic field effect transistors (OFETs), contributing to the development of materials science.
Furthermore, in the field of organic synthetic chemistry, 4-bromothieno [2,3-c] pyridine is an important synthetic building block. With its bromine atom activity, it can combine with other organic molecules through various organic reactions such as nucleophilic substitution and coupling reactions to realize the construction of complex organic compounds, promote the progress of organic synthetic chemistry, and help chemists create more novel and unique organic molecules.
What are the synthesis methods of 4-bromothieno [2,3-c] pyridine
The synthesis of 4-bromothiopheno [2,3-c] pyridine involves several methods. One of them can be obtained by bromination from thiopheno [2,3-c] pyridine as the starting material. In this process, appropriate brominating reagents, such as bromine (Br ²), N-bromosuccinimide (NBS), etc., are carried out under suitable reaction conditions. If bromine is used, an appropriate amount of catalyst, such as iron powder or iron tribromide, can be added to a solvent such as dichloromethane, and the reaction can be initiated by heating or lighting. Hydrogen atoms at specific positions on the pyridine ring or thiophene ring of thiopheno [2,3-c] pyridine are replaced by bromine atoms to form the target product 4-bromothiopheno [2,3-c] pyridine.
Second, bromine atoms can be designed to be introduced from the stage of constructing the thiopheno [2,3-c] pyridine ring. For example, this heterocyclic structure can be constructed by cyclization with bromine-containing raw materials. Select appropriate bromine-containing organic compounds, and active nitrogen and sulfur-containing compounds, under basic conditions or specific catalysts, directly generate 4-bromothiopheno [2,3-c] pyridine through a series of reactions such as nucleophilic substitution and cyclization. This path requires precise design of the raw material structure and reaction conditions to ensure the smooth progress of the cyclization reaction and the introduction of bromine atoms at the target position.
Or the coupling reaction catalyzed by transition metals can be used. First, thiopheno [2,3-c] pyridine derivatives containing specific functional groups are prepared, and then bromine atoms are introduced by coupling reaction with bromine-containing organometallic reagents, such as magnesium bromide reagents, under the action of transition metal catalysts such as palladium catalysts. This method requires strict control of the anhydrous and anaerobic conditions of the reaction system, and requires high activity and selectivity of the catalyst to obtain high-purity 4-bromothiopheno [2,3-c] pyridine products. Different synthesis methods have their own advantages and disadvantages, and should be selected according to actual needs and conditions.
What are the physical properties of 4-bromothieno [2,3-c] pyridine
4-Bromothieno [2,3-c] pyridine is an organic compound with unique physical properties. It is mostly solid at room temperature, which makes the molecules closely arranged due to strong intermolecular forces. In terms of melting point, due to the specific molecular structure, it has a fixed melting point. However, the exact value needs to be accurately determined experimentally, due to the influence of purity and experimental conditions.
Looking at its solubility, in view of the polar heterocyclic ring and bromine atom in the molecule, in polar organic solvents such as dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF), it should have good solubility due to the principle of similar miscibility; but in non-polar solvents such as n-hexane, the solubility is poor because the molecular polarity does not match the non-polar solvent.
4-bromothieno [2,3-c] pyridine has certain stability, but it can also react under specific conditions. Its bromine atom is active and can participate in the substitution reaction, and the nucleophilic test agent can attack the bromine atom to cause the generation of substitution products. And the heterocyclic structure makes it have a certain aromaticity. Due to the delocalization of π electrons, it exhibits stable properties similar to benzene rings, and can undergo electrophilic substitution reaction under specific reaction conditions.
This compound also has a certain volatility. Although it evaporates slowly at room temperature, the temperature increases and the volatilization accelerates, which is related to the intermolecular force and vapor pressure. In conclusion, the physical properties of 4-bromothieno [2,3-c] pyridine have an important impact on its application in organic synthesis, materials science and other fields. Only by understanding these properties can we better apply them.
What are the chemical properties of 4-bromothieno [2,3-c] pyridine
4-Bromothiopheno [2,3-c] pyridine is one of the organic compounds. Its chemical properties are unique and it has a variety of characteristics.
In terms of reactivity, the bromine atom of this compound is very active. The capped bromine atom has strong electronegativity, resulting in a large polarity of the bond between it and the carbon atom. Therefore, the bromine atom is very easy to participate in the nucleophilic substitution reaction. When encountering nucleophilic reagents, the bromine atom is easily replaced to form novel compounds. For example, using alcohols as nucleophiles, under suitable conditions, nucleophilic substitution can occur, and the bromine atom is replaced by an alkoxy group, thereby preparing thiophenopyridine derivatives containing alkoxy groups.
The parent nucleus structure of thiophenopyridine also endows it with special chemical properties. This parent nucleus is rich in conjugated systems, and the electron cloud distribution is special, which makes the compound have certain aromaticity. The aromaticity stabilizes the molecular structure and affects its reaction check point and reactivity at the same time. In the electrophilic substitution reaction, due to the different electron cloud density distribution of the conjugated system, the specific position shows higher reactivity, and the electrophilic reagents tend to attack the relatively high electron cloud density.
In addition, the nitrogen atom of the compound also has an important influence. The nitrogen atom has a lone pair electron and can act as an electron donor to participate in a variety of chemical reactions. In the field of coordination chemistry, this nitrogen atom may coordinate with metal ions to form metal complexes, and the properties of the complexes are very different from the original compounds, or they show unique properties in catalysis, materials science and other fields.
And because of its structure containing sulfur atoms, the outer electronic structure of sulfur atoms is special, or it can affect intermolecular forces, such as van der Waals forces, hydrogen bonds, etc., which in turn affect the physical properties of compounds, such as melting point, boiling point, solubility, etc., and also reflect their chemical reactivity. The chemical properties of 4-bromothiopheno [2,3-c] pyridine are rich and diverse, and it has potential applications in many fields such as organic synthesis and medicinal chemistry.
What is the price range of 4-bromothieno [2,3-c] pyridine in the market?
4-Bromothiopheno [2,3-c] pyridine, the price of this substance in the market is difficult to determine. The change in its price is related to many reasons.
First, it is difficult to make. If the preparation method is complicated, rare reagents are required, or the reaction conditions are harsh, such as high temperature, high pressure, and precise pH, the price will be high. On the contrary, if the preparation method is simple and convenient, the price may drop.
Second, the situation of demand and supply. If the market demand for this substance is strong and the supply is limited, such as few manufacturers, or the scarcity of raw materials makes it difficult to increase the output, the price will rise. If you ask for less supply and more supply, the price will fall.
Third, the quality is high or low. High quality, less impurities, good reactivity, excellent application effect, and high price. Low quality, the price or lower.
Fourth, the cost of transportation and storage. If this material requires special storage conditions, such as low temperature, drying, protection from light, or special protection during transportation, to prevent damage and deterioration, the cost of transportation and storage will also increase.
In the market today, due to the above reasons, the price of 4-bromothiopheno [2,3-c] pyridine varies from tens to hundreds of yuan per gram, and fluctuates. Purchasers need to scrutinize the market and compare the prices and quality of different merchants in order to obtain the right price.