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What is the chemistry of 5-Bromo-2-thiophenecarboxaldehyde?
5-Bromo-2-thiophene formaldehyde is one of the organic compounds. Looking at its chemical structure, it is based on a thiophene ring, with an aldehyde group at the 2nd position and a bromine atom at the 5th position. This structure endows it with unique chemical properties.
It has an aldehyde group, so it has the typical chemical properties of the aldehyde group. Oxidation reaction can occur. In case of weak oxidant Torun reagent, it can be oxidized to 5-bromo-2-thiophenecarboxylic acid, and silver mirrors can be formed at the same time; in case of Feilin reagent, it can form brick red cuprous oxide precipitation. A reduction reaction can also occur. With a suitable reducing agent, such as sodium borohydride, the aldehyde group can be reduced to a hydroxyl group to obtain 5-bromo-2-thiophene methanol.
The aldehyde group can also participate in the nucleophilic addition reaction. Under acid catalysis with alcohols, hemiacetals are first formed, and then acetals are formed. This is often used as a method to protect aldehyde groups in organic synthesis. Addition with hydrocyanic acid, α-hydroxynitrile compounds can be obtained.
Furthermore, it contains bromine atoms, and nucleophilic substitution reactions can occur. Under appropriate conditions, bromine atoms can be replaced by a variety of nucleophilic reagents, such as 5-hydroxy-2-thiophene formaldehyde, or 5-amino-2-thiophene formaldehyde, which is an important way to construct various thiophene derivatives.
Because the thiophene ring has certain aromatic properties, this compound also has some properties of aromatic compounds. Electrophilic substitution reactions can occur. In view of the localization effect of bromine atoms and aldehyde groups, electrophilic reagents attack specific positions of thiophene rings to synthesize derivatives with different substituents, which have important applications in pharmaceutical chemistry, materials science and other fields.
What are the main uses of 5-Bromo-2-thiophenecarboxaldehyde?
5-Bromo-2-thiophenylformaldehyde is an important intermediate in organic synthesis and has a wide range of uses.
First, in the field of medicinal chemistry, it is often used as a key structural block. The construction of many drug molecules depends on its participation. Specific functional groups can be introduced through chemical reactions, and then structural units with specific biological activities can be constructed. For example, when developing antibacterial and antiviral drugs, the reaction between them and other reagents can accurately build a drug molecular framework, laying the foundation for obtaining high-efficiency and low-toxicity drugs.
Second, in the field of materials science, 5-bromo-2-thiophenylformaldehyde also has important uses. It can participate in the synthesis of new organic optoelectronic materials, which have broad application prospects in organic Light Emitting Diode (OLED), solar cells and other devices. Its special structure can endow the material with unique electrical and optical properties, and improve the performance indicators such as luminous efficiency and photoelectric conversion efficiency of the device.
Third, in the synthesis of fine chemicals, this compound is often used as a raw material for the synthesis of fine chemicals with special functions. For example, the synthesis of specific structures of fragrances, dyes, etc. After a series of chemical reactions, it can be converted into fine chemicals with unique flavors or colors to meet the needs of different industries.
Furthermore, in the study of organic synthesis methodology, 5-bromo-2-thiophenylformaldehyde is used as a typical substrate to explore new reaction pathways and methods. Chemists have developed novel and efficient organic synthesis strategies by studying the reactions involved in it to promote the development of organic synthesis chemistry.
In conclusion, 5-bromo-2-thiophenylformaldehyde plays an indispensable role in many fields due to its unique structure and reactivity, and is of great significance to the progress of related industries.
What are 5-Bromo-2-thiophenecarboxaldehyde synthesis methods?
The synthetic methods of 5-bromo-2-thiophene formaldehyde are generally as follows.
First, 2-thiophene formaldehyde is used as the starting material and can be obtained by bromination reaction. In a suitable reaction vessel, 2-thiophene formaldehyde is added and dissolved in a suitable solvent, such as dichloromethane. Then, at low temperature and in the presence of a suitable catalyst, bromine is slowly added dropwise. This process requires close monitoring of the reaction temperature and the dropwise acceleration of bromine to prevent excessive bromination. After the reaction, 5-bromo-2-thiophene formaldehyde can be purified by extraction, washing, drying and column chromatography. < Br >
Second, 2-methyl-5-bromothiophene is used as raw material and prepared by oxidation reaction. 2-methyl-5-bromothiophene is placed in the reaction system, and a suitable oxidant is selected, such as chromium trioxide-pyridine complex. Under mild reaction conditions, the oxidant oxidizes methyl to aldehyde. After the reaction is completed, regular separation and purification methods, such as vacuum distillation, recrystallization, etc., are used to obtain pure products.
Third, from thiophene, it is synthesized through multi-step reaction. The thiophene is first brominated, and the bromine atom is selectively introduced at the 5-position, and then the aldehyde precursor is introduced through a specific nucleophilic substitution reaction, and then converted into the aldehyde group through appropriate oxidation or hydrolysis steps. Finally, the target product 5-bromo-2-thiophene formaldehyde is obtained through meticulous purification operations. Each step requires precise control of the reaction conditions to ensure the selectivity and yield of the reaction.
5-Bromo-2-thiophenecarboxaldehyde need to pay attention to when storing
5-Bromo-2-thiophene formaldehyde is also an organic compound. When storing it, many matters must be paid attention to.
First, temperature control is crucial. This compound should be stored in a cool place, because the temperature is too high, it is easy to cause chemical reactions or deterioration. The ideal storage temperature is about 2-8 degrees Celsius, so that its chemical properties can be kept stable and the rate of deterioration can be delayed.
Second, the humidity should not be ignored. High humidity environment may make it absorb moisture, which in turn affects its purity and quality. Therefore, the storage place must be dry, and desiccant can be placed next to it to absorb excess water vapor and maintain the dryness of the environment.
Furthermore, the prevention of light cannot be ignored. 5-Bromo-2-thiophene formaldehyde is quite sensitive to light, and under light, it may cause luminescent chemical reactions, which will damage its structure and properties. Therefore, it should be stored in a container protected from light, such as a brown bottle, and the storage place should also be protected from strong light.
In addition, the storage place should be kept away from fire sources, heat sources and strong oxidants. This compound is flammable to a certain extent, in case of fire, heat, or risk of fire; and strong oxidants come into contact with it, it is easy to induce violent chemical reactions, endangering safety.
In addition, the storage container must be well sealed. One can prevent its volatilization, loss and environmental pollution; the other can avoid the intrusion of external substances and maintain its purity.
In short, to properly store 5-bromo-2-thiophene formaldehyde, it is necessary to take into account factors such as temperature, humidity, light, fire source and container sealing, so that it can be stored for a long time and maintain good quality.
What is the market price range for 5-Bromo-2-thiophenecarboxaldehyde?
The market price range of 5-bromo-2-thiophene formaldehyde is difficult to determine. The price of the cover varies due to various factors such as supply and demand in the market, production cost, quality, and quantity purchased.
In the chemical raw material market, if the purchase volume is quite large, such as industrial-scale procurement, the price may be relatively low due to the benefits of wholesale. If it is used in a small amount in the laboratory, it is mostly purchased from reagent suppliers, and the price may be slightly higher. In the past few years, the chemical raw material market has been volatile, and the price of 5-bromo-2-thiophene formaldehyde has fluctuated due to changes in raw material prices, exchange rates, and transportation costs.
If it is a normal situation, a small amount of reagents, and the purity is quite high, the price per gram may be around tens of yuan to hundreds of yuan. If it is industrial grade and purchased in large quantities, the price per ton may be between thousands and tens of thousands of yuan. However, this is only an idea, not an accurate number. To know the exact price, consult chemical raw material suppliers and reagent distributors, and compare the quotations of various channels in detail to get a close market price.