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What are the main uses of 5-Bromo-2-formylthiophene?
5-Bromo-2-formylthiophene is also an organic compound. It has a wide range of uses and is often used as a key intermediate in the field of organic synthesis.
First, it can be used to construct complex heterocyclic compounds. Chemists use it as a starting material. Through delicate chemical reactions, such as nucleophilic substitution, cyclization, etc., they can create heterocyclic systems with special structures and properties. These heterocyclic compounds are of great significance in pharmaceutical chemistry and can become precursor compounds for the development of new drugs.
Second, it also has its uses in the field of materials science. After appropriate chemical modification, it can be introduced into the structure of polymer materials, thus endowing the materials with unique photoelectric properties. For example, it is applied to the development of organic Light Emitting Diode (OLED) materials, which is expected to improve the luminous efficiency and stability of the device.
Furthermore, in the total synthesis of natural products, 5-bromo-2-formylthiophene is also often used as an important building block. With its specific functional groups, it can help to achieve the precise construction of complex carbon skeletons and functional groups in natural products, providing an effective strategy for the total synthesis of natural products, enabling scientists to deeply study the biological activity and medicinal value of natural products.
In summary, 5-bromo-2-formylthiophene plays an indispensable role in many fields such as organic synthesis, materials science, and total synthesis of natural products, promoting the development and progress of related disciplines.
What are 5-Bromo-2-formylthiophene synthesis methods?
The synthesis of 5-bromo-2-formylthiophene is an important topic in the field of organic synthesis. There are many methods, the following are the common ones.
First, thiophene is used as the starting material. Shilling thiophene reacts with bromine to obtain 5-bromothiophene. This reaction is usually carried out in a suitable solvent, such as dichloromethane, with a suitable catalyst, such as iron powder or iron tribromide. Bromine atoms can be selectively introduced at the 5th position of thiophene. Then, 5-bromothiophene is introduced into formyl groups through the Vilsmeier-Haack reaction. The reaction requires the use of a mixed reagent of N, N-dimethylformamide (DMF) and phosphorus oxychloride (POCl 🥰). Under heating conditions, 5-bromothiophene interacts with the reagent to generate 5-bromo-2-formylthiophene. In this process, DMF and POCl 🥰 form an active Vilsmeier reagent, which then undergoes an electrophilic substitution reaction with 5-bromothiophene, and a formyl group is introduced at the second position of thiophene.
Second, 2-thiophene formaldehyde is used as the raw material. Under appropriate reaction conditions, 2-thiophene formaldehyde is reacted with a bromine source to achieve bromine substitution at the fifth position. The commonly used bromine source can be liquid bromine or N-bromosuccinimide (NBS). If NBS is used, it is generally in an inert solvent, such as carbon tetrachloride, benzoyl peroxide (BPO) or light to initiate a free radical reaction, thereby introducing bromine atoms at the 5th position of 2-thiophenylformaldehyde to obtain 5-bromo-2-formylthiophene. This method is also commonly used in synthesis because the starting material 2-thiophenylformaldehyde is relatively easy to obtain and the reaction conditions are relatively mild.
Third, it can be converted from other compounds containing thiophene structures through a multi-step reaction. For example, thiophene derivatives containing appropriate substituents are synthesized first, and then bromine atoms and formyl groups are introduced in sequence by gradually modifying the substituents. Although this approach is a little complicated, under specific circumstances, the reaction route can be flexibly designed according to the convenience of raw materials and reaction conditions to achieve the purpose of synthesizing 5-bromo-2-formylthiophene.
What are the physical properties of 5-Bromo-2-formylthiophene?
5-Bromo-2-formylthiophene is one of the organic compounds. Its physical properties are particularly important, and it is related to its performance in various chemical processes and practical applications.
First of all, its appearance, under normal conditions, 5-bromo-2-formylthiophene is mostly light yellow to light brown crystalline powder. This color and morphology can be used as an important basis for the preliminary identification of the substance.
Second, its melting point is about 54-58 ° C. For the melting point, the temperature limit of the substance from solid to liquid is of great significance in the purification, identification and control of related chemical reactions. In this temperature range, 5-bromo-2-formylthiophene will undergo a phase transition.
Furthermore, its boiling point is also of critical significance. However, the exact boiling point data may vary due to factors such as experimental conditions. But generally speaking, its boiling point under a specific pressure environment can reflect the temperature conditions of the substance's transformation from liquid to gaseous state, which is a key consideration in separation and purification operations such as distillation.
In terms of solubility, 5-bromo-2-formylthiophene is soluble in some organic solvents, such as dichloromethane, chloroform, tetrahydrofuran, etc. This solubility characteristic gives specific advantages and application scenarios in the selection of reaction solvents, the promotion of reactions, and the separation of products in the field of organic synthesis.
In addition, although the density of this substance is not a very common consideration parameter, it may also be involved in the study of some precise stoichiometry and material transfer processes. Its density value is related to other physical properties, which together paint a complete picture of the physical properties of 5-bromo-2-formylthiophene.
Overall, the physical properties of 5-bromo-2-formylthiophene, such as appearance, melting point, boiling point, solubility, etc., play an important role in the research of organic chemistry, the practice of chemical production, and related fields, laying the foundation for people to deeply understand and effectively utilize this substance.
What are the chemical properties of 5-Bromo-2-formylthiophene?
5-Bromo-2-formylthiophene is one of the organic compounds. Its chemical properties are unique and are quite important to chemists.
In this compound, the bromine atom and the formyl group are respectively attached to the specific position of the thiophene ring, giving it unique reactivity. As far as the electrophilic substitution reaction is concerned, the formyl group is an intermediate localization group, which has the effect of electron-sucking conjugation and electron-sucking induction, causing the electron cloud density of the thiophene ring to decrease in the intermediate position, especially in the adjacent and para-position. Therefore, electrophilic reagents often attack the intermediate position of the thiophene cycloformyl group. And the bromine atom also affects the reaction, because it has a certain electron-withdrawing property, it will change the distribution of electron clouds on the ring, and interact with the formyl group to affect the regioselectivity of the electrophilic substitution reaction.
In the oxidation reaction, the formyl group is easily oxidized. Treated with common oxidants, such as potassium permanganate, the formyl group can be converted into a carboxyl group to obtain 5-bromo-2-thiophenecarboxylic acid. This reaction is an important way to construct carboxyl groups in organic synthesis.
In the reduction reaction, the formyl group can be reduced. 5-Bromo-2- (hydroxymethyl) thiophene can be obtained by isothermal treatment with sodium borohydride and reducing agent. This product can be used as a key intermediate in the synthesis of compounds with polyfunctional groups.
In addition, the thiophene ring of 5-bromo-2-formylthiophene also has reactivity. The thiophene ring is an electron-rich aromatic ring, which can undergo many classical aromatic ring reactions, such as Diels-Alder reaction with biophiles, which provides the possibility for the construction of complex cyclic compounds. Due to its unique structure and rich chemical properties, it is widely used in drug synthesis, materials science and other fields, and can be used as an important starting material for the synthesis of many functional compounds.
What is the price range of 5-Bromo-2-formylthiophene in the market?
It is difficult to determine the price range of 5-bromo-2-formylthiophene in the market. The price of 5-bromo-2-formylthiophene is influenced by many factors, such as the quality of the product, the amount of production, the situation of supply and demand, the size of the purchase volume, and the time of sale.
Watching the state of the market in the past, when the quality is excellent, the output is limited and the demand is high, the price is often high. If the buyer wants a lot, or due to the promotion of the merchant, the price may also be discounted. However, the specific price depends on the current market conditions.
If you want to get an accurate price, you should consult the chemical product supplier, or check it carefully on the chemical product trading platform. There may be able to tell the recent price according to the current situation to be sure.
In short, the market price of 5-bromo-2-formylthiophene is capricious. If you want to know the details, you must refer to the current market. Consultation and interviews can only be obtained.