5-Nitrothiophene-2-carbaldehyde

5-Nitrothiophene-2-carbalaldehyde, Chinese name 5-nitrothiophene-2-formaldehyde, is widely used. In the field of medicinal chemistry, it is often a key intermediate in the synthesis of drugs. Due to its unique chemical structure, it can participate in a variety of organic reactions and help build complex drug molecular structures, which is of great significance for the development of antibacterial, anti-cancer and other drugs.
In the field of materials science, it also has important applications. Using this as a raw material, through specific reactions, materials with special photoelectric properties can be prepared. In the fields of organic Light Emitting Diode (OLED) and solar cells, it may improve the photoelectric conversion efficiency and stability of materials, thereby improving the performance of related devices.
In the field of organic synthesis, 5-nitrothiophene-2-formaldehyde, as an active reagent, can react with many active hydrogen or nucleophilic reagents to generate novel organic compounds, providing an effective tool for organic synthesis chemists to create new substances and explore new reaction paths, and promoting the development of organic synthesis chemistry.

The synthesis method of 5-nitrothiophene-2-formaldehyde is not detailed in the ancient book "Tiangong Kaiwu", but according to today's general principles of chemical synthesis, there are many methods to follow.
First, thiophene is used as the starting material. Thiophene is first reacted with aldehyde to introduce an aldehyde group. It is often performed by Vilsmeier-Haack reaction. Thiophene is co-heated with N, N-dimethylformamide (DMF) and phosphorus oxychloride (POCl). Under this condition, aldehyde groups can be introduced at specific positions on the thiophene ring to generate 2-thiophene formaldehyde. Subsequently, 2-thiophene formaldehyde is nitrified. The mixed acid of concentrated nitric acid and concentrated sulfuric acid is used as the nitrifying reagent. At a suitable temperature, the ortho or para-position of the aldehyde group can be introduced into the nitro group, and 5-nitrothiophene-2-formaldehyde can be obtained after separation and purification. This route is clear, but the nitrification reaction needs to be carefully controlled at temperature to prevent side reactions.
Second, thiophene can also be nitrified first. Thiophene reacts with mixed acid to form nitrothiophene, and then is aldehyde-ylated. However, in this path, the localization effect or product-causing effect of nitro groups is complicated, and the reaction conditions need to be carefully designed to obtain the target product. The aldehyde-based process can be reused by Vilsmeier-Haack reaction, or other aldehyde-based methods can be selected, such as carbon monoxide, hydrogen chloride and suitable catalysts.
Third, there are derivatives containing thiophene structure as the starting material. If the starting material already has part of the target structure, it can also achieve the purpose of synthesizing 5-nitrothiophene-2-formaldehyde through the transformation and modification of specific functional groups, such as oxidation, reduction, substitution and other reactions. In this way, it is necessary to find suitable derivatives and precisely control each step of the reaction to improve the yield and purity. In short, to synthesize this compound, it is necessary to weigh the advantages and disadvantages of each method and choose the optimal path according to the actual conditions.

5-Nitrothiophene-2-carbalaldehyde is an organic compound, and its physical properties are particularly important. This substance is mostly solid at room temperature, and it may be a light yellow to yellow crystalline powder. Its appearance is very fine. Its melting point is about 74-76 ° C. This property is crucial for identification and purification. When heated to this temperature range, the substance gradually melts from solid to liquid, and the phase change is clearly observable.
In terms of solubility, 5-Nitrothiophene-2-carbalaldehyde has good solubility in common organic solvents such as dichloromethane and chloroform. In dichloromethane, it can be easily dissolved to form a uniform solution. This property makes it easy to use such organic solvents as the reaction medium in organic synthesis reactions, which is convenient for the reaction to proceed. However, its solubility in water is very small, because of its molecular structure, nitro and thiophene rings are hydrophobic groups, making it difficult to dissolve in the water phase with strong polarity.
Its density is also one end of physical properties. Although the exact value needs to be determined by experiments, it is roughly similar to the density of common organic solids. Due to its compact molecular structure and orderly arrangement of atoms, it has certain density characteristics. In addition, the vapor pressure of this substance is low, and under normal temperature and pressure, the degree of volatilization is limited. This property also affects its stability during storage and use, making it relatively stable under normal conditions and less susceptible to loss due to volatilization.

5-Nitrothiophene-2-carbalaldehyde, or 5-nitrothiophene-2-formaldehyde, is an important chemical compound in organic chemistry. Its chemical properties are unique and valuable to explore.
This compound contains nitro and aldehyde groups, and its properties are dominated by the two. Nitro is a strong electron-absorbing group, which decreases the electron cloud density of the benzene ring and causes its electrophilic substitution activity to decrease, and the reaction check point is mostly at the relatively high electron cloud density of the thiophene ring. Alaldehyde groups are active and can participate in many reactions.
From a redox perspective, aldehyde groups can be oxidized to carboxyl groups. In case of weak oxidants, such as Torun reagent or Feilin reagent, silver mirror reaction or brick-red precipitation can occur, which is converted into 5-nitrothiophene-2-carboxylic acid. In case of strong oxidants, such as potassium permanganate, it will also be oxidized. At the same time, aldehyde groups can be reduced to alcohol hydroxyl groups under certain conditions, and can be reduced to 5-nitrothiophene-2-methanol with reducing agents such as lithium aluminum hydride.
In nucleophilic addition reactions, aldehyde carbons are partially positively charged and vulnerable to attack by nucleophilic reagents. For example, under acid catalysis with alcohols, acetals can be formed; when reacted with Grignard reagents, corresponding alcohols can be generated, and various alcohol derivatives can be obtained after subsequent treatment, which is of great significance in organic synthesis.
Due to the strong electron-absorbing effect of nitro groups, the electron cloud density distribution of thiophene ring changes, which affects its aromaticity and reactivity, making it widely used in the field of organic synthesis. It can be used as a key intermediate to prepare a variety of compounds with biological activity or special properties.

What is the price of 5-nitrothiophene-2-formaldehyde in the market? This is a chemical substance, and the market price often varies depending on quality, quantity, supply and demand, and sellers.
Looking at the past, if in the world of "Tiangong Kaiwu", although there is no exact price for this substance, it is different today. In the market of chemical materials, its price fluctuates. Generally speaking, small batches with good purity may be priced at tens of yuan to hundreds of yuan per gram. If the quantity is large, the unit price may be reduced due to negotiable and cost dilution.
If the purity is higher and reaches the scientific research level, the price may rise sharply due to difficult preparation, and the price per gram may exceed 100 yuan. And if the market supply and demand imbalance, demand more than supply, the price will rise; conversely, if the supply exceeds demand, the price will decline. And different sales prices are different, chemical reagent companies, online chemical platform prices, or differences. To know the exact price, you need to check the current market information in detail before you can find out.