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What are the main uses of 3-Formyl-5-bromopyridine?
3-formyl-5-bromopyridine, a crucial compound in the field of organic synthesis, has a wide range of uses.
The primary use lies in the field of medicinal chemistry. Due to the unique structure of the pyridine ring and formyl and bromine atoms, it has become a key intermediate for the synthesis of many biologically active drug molecules. In the process of many new drug development, 3-formyl-5-bromopyridine is used to build the core skeleton, and then through various chemical reactions, different functional groups are added to optimize the drug activity, selectivity and pharmacokinetic properties. For example, in the synthesis of small molecule inhibitors targeting specific disease targets, 3-formyl-5-bromopyridine plays an indispensable starting material role, helping to build pharmacophore that is closely bound to the target.
Furthermore, in the field of materials science, it also has extraordinary performance. It can participate in the preparation of functional materials, such as organic optoelectronic materials. The conjugated structure of the pyridine ring, together with the specific electronic effects of formyl and bromine atoms, can effectively regulate the optical and electrical properties of the material. By polymerizing or modifying with other organic molecules, materials with specific luminescence properties and charge transport properties can be prepared, which can be used in organic Light Emitting Diodes (OLEDs), organic solar cells and other devices to improve the performance of such devices.
In addition, 3-formyl-5-bromopyridine also plays an important role in the synthesis of fine chemicals. It can be used to synthesize high-end dyes, fragrances and special chemicals. Its unique structure can give the final product a different color, smell or special chemical properties, meeting the special needs of different industries for fine chemicals. In conclusion, 3-formyl-5-bromopyridine, with its unique molecular structure, has shown great application value in many fields such as medicinal chemistry, materials science, and fine chemical synthesis, promoting the sustainable development and progress of various related fields.
What are 3-Formyl-5-bromopyridine synthesis methods?
The synthesis of 3-formyl-5-bromopyridine is an important topic in the field of organic synthesis. In the past, many researchers have investigated this, and now they will describe their common methods.
First, 5-bromopyridine is used as the starting material. Shilling 5-bromopyridine reacts with appropriate reagents to introduce formyl groups. For example, the Vilsmeier-Haack reaction is used. In this reaction, 5-bromopyridine is co-heated with N, N-dimethylformamide (DMF) and phosphorus oxychloride (POCl). POCl and DMF interact to form an active intermediate, and then an electrophilic substitution reaction occurs at a specific position (ie, 3-position) on the pyridine ring of 5-bromopyridine, and a formyl group is introduced to obtain 3-formyl-5-bromopyridine. This reaction condition is mild and the yield is acceptable, but the post-reaction treatment is slightly cumbersome, and the by-products generated in the reaction need to be carefully removed.
Second, the pyridine derivative can also be used as the starting material, and the target product can be constructed through a multi-step reaction. First, the pyridine ring of the pyridine derivative is modified, and the bromine atom is introduced at a specific position, and then the formyl group is introduced at another position. This strategy is highly flexible, and the reaction steps and reagents can be adjusted according to specific needs. However, there are many steps, and the total yield may be affected by the multi-step reaction. Each step of the reaction needs to be precisely controlled to ensure the selectivity and yield of the reaction.
Third, there is a reaction path catalyzed by transition metals. Using bromine-containing pyridine derivatives as substrates, with the help of transition metals (such as palladium, etc.) as catalysts, the substrate is coupled to the formylation reagent. This method has the advantages of relatively mild reaction conditions and high selectivity. However, the cost of transition metal catalysts is higher, and the amount of catalyst in the reaction and the reaction conditions need to be carefully adjusted to obtain ideal results.
The above synthesis methods have their own advantages and disadvantages. Experimenters should carefully choose the appropriate synthesis path according to their own experimental conditions, the purity and yield requirements of the target product, etc., in order to achieve the best synthesis effect.
What are the physical properties of 3-Formyl-5-bromopyridine?
3-Formyl-5-bromopyridine, this is an organic compound. Its physical properties are quite important and are related to many chemical applications.
First of all, the appearance is often white to light yellow crystalline powder. This appearance characteristic can be used as an important basis for the preliminary identification of the substance. In actual operation and observation, it is easy to distinguish it from many compounds by virtue of its color and morphology.
And the melting point is about 119-121 ° C. The melting point is the inherent characteristic of the substance. For this compound, accurate melting point data can not only assist in confirming its purity, but also in the process of material separation and purification. Melting point determination is a key detection method. If the melting point deviates from this range, or implies that the compound is mixed with impurities.
Next, on solubility, 3-formyl-5-bromopyridine is soluble in common organic solvents, such as dichloromethane, N, N-dimethylformamide (DMF), etc. In the field of organic synthesis, solubility is extremely important. Because it is soluble in a specific organic solvent, it can be fully contacted and mixed with other reactants in the reaction system, thereby promoting the smooth progress of the reaction. For example, in the reaction with dichloromethane as a solvent, the compound can be uniformly dispersed, which is conducive to the efficient occurrence of the reaction.
In terms of volatility, its volatility is low. This property determines that it is not easy to evaporate and dissipate at room temperature and pressure. This has significant advantages in storage and transportation, and can reduce losses and safety risks caused by volatilization. There is no need to worry too much about its large-scale volatilization under conventional conditions, resulting in content changes or safety issues.
In addition, the compound has certain stability, but in the case of strong oxidizing agents, strong acids, and strong bases, the stability will be affected. When storing, avoid contact with these substances, and store in a cool, dry, and well-ventilated place to prevent chemical reactions from occurring and causing material deterioration.
In summary, the physical properties of 3-formyl-5-bromopyridine, from its appearance to its melting point, solubility, volatility, and stability, play a key role in its application and treatment in chemical research, organic synthesis, and related fields.
What are the chemical properties of 3-Formyl-5-bromopyridine?
3-formyl-5-bromopyridine, this is an organic compound with unique chemical properties. Its molecules contain bromine atoms and formyl groups, which endow the substance with active chemical activity.
formyl group is a strong electron-absorbing group, which can reduce the electron cloud density of the pyridine ring and change the activity of the electrophilic substitution reaction on the ring. Due to its electron-absorbing effect, electrophilic reagents tend to attack specific positions of the pyridine ring, thereby affecting the selectivity of the reaction region.
Bromine atoms are also electron-withdrawing groups, but they can participate in a variety of reactions. For example, under suitable conditions, nucleophilic substitution reactions can occur, and bromine atoms are replaced by other nucleophiles to form new derivatives. At the same time, bromine atoms can be used to construct carbon-carbon bonds, such as through metal-catalyzed coupling reactions with carbon-containing nucleophiles to expand the molecular carbon skeleton.
The formyl group of 3-formyl-5-bromopyridine can participate in many classical organic reactions. It can be reduced to alcohol hydroxyl groups; it can also undergo condensation reactions with active hydrogen-containing compounds, such as condensation with amine compounds to form imines. Such imines are often used as intermediates in organic synthesis to further transform into complex nitrogen-containing compounds.
In addition, due to the presence of pyridine rings, the compound has a certain alkalinity and can react with acids to form salts. Its chemical properties enable it to demonstrate important application potential in drug synthesis, materials science, and other fields, or as a key intermediate for the synthesis of new drugs and functional materials.
What is the price range of 3-Formyl-5-bromopyridine in the market?
The price range of 3-formyl-5-bromopyridine in the market is difficult to determine. The price of 3-formyl-5-bromopyridine often varies due to various factors, such as the purity of the material, the amount purchased, the fluctuation of market conditions, and the situation of supply and demand.
Looking at the past, in the chemical raw material market, the purity of the material is always the main factor for pricing. High-purity 3-formyl-5-bromopyridine, due to its difficulty in preparation and complexity of the process, often ranks high. If the purity reaches excellent grade, the price per gram may reach tens of gold; while if the purity is slightly inferior, the price may be halved.
The amount of purchase also has a significant effect on the price. Merchants often set prices by quantity. If you buy in bulk, such as the number of kilograms, the merchant can reduce the price per gram by several percent in order to promote transactions or give discounts.
Market conditions and the state of supply and demand are also key. When the market has strong demand for this product and the supply is limited, the price will rise; conversely, if the supply exceeds the demand, the merchant will sell inventory or cut prices to promote circulation.
Also, the price varies from place to place and at different times. In prosperous commercial ports, due to the convenience of logistics and the frequency of transactions, the price may be relatively easy; in remote places, due to transportation costs and slow circulation, the price may be slightly higher. And the price of chemical raw materials often changes with seasons, policies, etc., and it is difficult to generalize.
Therefore, in order to know the exact price of 3-formyl-5-bromopyridine, it is necessary to carefully observe the market situation and consult various suppliers in order to obtain a more accurate number.