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What are the main uses of 5-Fluoro-2-formylpyridine?
5-Fluoro-2-formylpyridine has a wide range of uses. In the field of medicinal chemistry, it is a key intermediate for the synthesis of many drugs. Because the introduction of fluorine atoms can change the physical, chemical and biological activities of compounds, it is often relied on for the development of new drug molecules. For example, in the development of anti-tumor drugs, or through its structure to build a specific active parent nucleus, in order to increase the affinity between the drug and the target and improve the efficacy.
In the field of materials science, it also has its uses. It can be integrated into the polymer material structure through specific chemical reactions, giving the material unique optical and electrical properties. For example, in the design of organic Light Emitting Diode (OLED) materials, the special structure of 5-fluoro-2-formylpyridine may optimize the luminous efficiency and stability of the material, providing the possibility for the preparation of high-performance display materials.
In the field of organic synthetic chemistry, as an important starting material, it can participate in various reactions, such as nucleophilic addition and condensation, to construct complex organic molecular structures, providing an effective path for the synthesis of organic compounds with specific functions, and facilitating the creation of new functional materials and fine chemicals.
What are 5-Fluoro-2-formylpyridine synthesis methods?
There are various ways to synthesize 5-fluoro-2-formylpyridine. First, 5-fluoropyridine-2-methanol can be used as the starting material, with a suitable oxidant, such as Dess-Martin periodinane, in a suitable organic solvent, such as dichloromethane, and the alcohol group can be oxidized to an aldehyde group to obtain 5-fluoro-2-formylpyridine. This reaction condition is milder, there are few side reactions, and the product is easy to separate and purify.
Second, 5-fluoro-2-methylpyridine is used as the starting material, and the bromination reaction is carried out in carbon tetrachloride by a brominating reagent, such as N-bromosuccinimide (NBS), in the presence of an initiator, to obtain 5-fluoro-2- (bromomethyl) pyridine. Subsequently, the reaction with ulotropine and acid hydrolysis can convert the bromomethyl group into an aldehyde group to obtain the target product. This route has a little more steps, but the raw materials are more common and easy to obtain.
Third, starting from 5-fluoro-2-nitrile pyridine, a mild reduction method can be used, such as in the synergistic action of lithium aluminum hydride (LiAlH) or sodium borohydride (NaBH) and aluminum trichloride (AlCl 🥰), the nitrile group is reduced to aldehyde group, and then 5-fluoro-2-formylpyridine is synthesized. However, lithium aluminum hydride has high activity, and safety needs to be paid attention to during operation, and the reaction conditions need to be precisely controlled.
All synthesis methods have their own advantages and disadvantages. The appropriate synthesis path should be carefully selected according to actual needs, considering factors such as the availability of raw materials, the difficulty of reaction conditions, and the high cost.
What are the physical properties of 5-Fluoro-2-formylpyridine?
5-Fluoro-2-formylpyridine is an organic compound with interesting physical properties and great significance for chemical research and related industrial applications.
The appearance of this compound is often liquid, under standard conditions, it may have a specific color and transparency, but the specific appearance may vary depending on purity. Its odor is unique, or it has a faint aromatic smell, but it may also have a pungent odor, due to the chemical structure of the pyridine ring and aldehyde group.
The boiling point and melting point of 5-Fluoro-2-formylpyridine are key physical properties. The boiling point determines the temperature at which it changes from liquid to gas under a specific pressure, and the melting point indicates the temperature at which it melts from solid to liquid. These values depend on intermolecular forces, including van der Waals forces, hydrogen bonds, etc. The conjugated structure of the pyridine ring and the presence of fluorine atoms and aldehyde groups affect the interaction between molecules, resulting in a specific range of boiling and melting points. However, accurate values need to be determined experimentally or referred to professional chemical data.
In terms of solubility, 5-Fluoro-2-formylpyridine may have good solubility in organic solvents such as ethanol, ether, and dichloromethane. Due to the principle of similar miscibility, its organic structure is compatible with the structure of organic solvents. Solubility in water may be limited. Due to the non-highly polar molecules, the ability to form hydrogen bonds with water molecules is weak.
Density is the mass per unit volume, which is important for its material measurement and process design. 5-Fluoro-2-formylpyridine density or due to temperature and pressure changes, the standard density value is usually measured under specific conditions to provide basic data for practical applications.
This compound is widely used in the field of chemical synthesis. Its aldehyde group and pyridine ring can participate in various chemical reactions, such as nucleophilic addition, condensation reaction, etc. It is an important intermediate for the preparation of complex organic compounds. Understanding its physical properties can help chemists optimize reaction conditions and improve product yield and purity.
What are the chemical properties of 5-Fluoro-2-formylpyridine?
5-Fluoro-2-formylpyridine is an organic compound with many unique chemical properties.
This compound contains fluorine atoms, which are highly electronegative and have a significant impact on the distribution of molecular electron clouds. Due to its strong electron-absorbing properties, the electron cloud density of the pyridine ring will decrease, resulting in the change of the activity of the electrophilic substitution reaction of the pyridine ring, and the electrophilic substitution reaction is more likely to occur at the relatively high electron cloud density of the pyridine ring.
Furthermore, the aldehyde group in the 2-formylpyridine part is active. The carbon-oxygen double bond in the aldehyde group is polar, and the carbon is partially positively charged. It is easily attacked by nucleophiles and can undergo nucleophilic addition reactions. For example, when catalyzed by acid with alcohols, acetals can be formed; when reacted with Grignard reagents, new carbon-carbon bonds can be formed to construct complex organic structures. The aldehyde group is also easily oxidized, and weak oxidants such as Torun reagent or Feilin reagent can oxidize it to carboxyl groups; in case of strong oxidants, the degree of oxidation may be more severe.
The pyridine ring of 5-Fluoro-2-formylpyridine is weakly basic due to the presence of nitrogen atoms and can react with acids to form pyridine salts. This property makes it exist in different forms under specific acid-base environments, affecting its solubility and reactivity.
In addition, fluorine atoms and aldehyde groups in the molecule can interact with each other. The electron-withdrawing effect of fluorine atoms may enhance the activity of aldehyde groups, making them more prone to reactions; conversely, the existence of aldehyde groups may also affect the electron cloud density of fluorine atoms at ortho and para-sites, changing the related position reactivity.
In summary, 5-Fluoro-2-formylpyridine exhibits diverse and unique chemical properties due to the synergistic effect of fluorine atoms with aldehyde groups and pyridine rings, and has broad application prospects in the field of organic synthesis.
What is the price range of 5-Fluoro-2-formylpyridine in the market?
What is the price of 5-fluoro-2-formylpyridine in the market? This question needs to be studied in detail. In the past market conditions, the price often fluctuated due to various reasons.
First, the price of raw materials is related to availability. If the raw materials used to synthesize this pyridine are expensive and scarce, the price of the finished product will be high. Furthermore, the preparation technique is also heavy. If the synthesis method is complicated, many steps are required, and the yield is not good, the cost will increase and the price will also rise.
In addition, the supply and demand of the market also affects its price. If everyone is competing to buy, the demand is strong, and the supply is limited, the price will be high; on the contrary, if the supply exceeds the demand, the price will decline.
According to past market conditions, the price of this 5-fluoro-2-formylpyridine may be between tens and hundreds of yuan per gram. However, this is only a rough number, not an exact value. Due to the unpredictable market conditions, the price also fluctuates. To know the exact price, consult the chemical material suppliers in detail, and the real-time market shall prevail before obtaining the exact price.