What are the main uses of 4-ethynyl-2,6-difluoro-aniline?

4-Ethynyl-2,6-difluoro-aniline, Chinese name 4-ethynyl-2,6-difluoro-aniline, is an organic compound widely used in the field of organic synthesis.

Its primary use lies in the field of pharmaceutical chemistry. In the process of creating new drugs, 4-ethynyl-2,6-difluoro-aniline can be used as a key intermediate. Because of its unique chemical structure, it contains ethynyl and difluoro substituents, which can endow the synthesized drugs with specific biological activities and pharmacological properties. For example, it can enhance the ability of the drug to bind to the target, improve the efficacy of the drug; or improve the metabolic properties of the drug, so that it can be metabolized more rationally in the body and reduce side effects. By means of structural modification and derivatization reactions, chemists can prepare many compounds with potential medicinal value, opening up a broad space for new drug research and development.

In the field of materials science, 4-ethynyl-2,6-difluoroaniline also has important uses. Can participate in the preparation of functional polymer materials. Ethynyl has high reactivity and can be polymerized or copolymerized with other monomers to build unique polymer structures. The obtained polymer materials may have special electrical, optical or mechanical properties. If used in the preparation of organic semiconductor materials, it is expected to be applied to optoelectronic devices such as Light Organic Emitting Diode (OLED) and Organic Field Effect Transistor (OFET) to promote the development of materials science.

Furthermore, in the field of organic synthesis chemistry, 4-ethynyl-2,6-difluoroaniline is an important synthetic building block. Each group in its structure can participate in a variety of classical organic reactions, such as nucleophilic substitution reactions, metal catalytic coupling reactions, etc. Through these reactions, more complex organic molecular structures can be constructed, providing organic synthesis chemists with rich synthesis strategies and means, assisting in the synthesis of various natural products and complex organic compounds, and promoting the progress of organic synthesis chemistry.

What are the physical properties of 4-ethynyl-2,6-difluoro-aniline?

4-Ethynyl-2,6-difluoroaniline, this is an organic compound. Its physical properties are quite important and it is widely used in the chemical industry and scientific research fields.

Looking at its properties, under normal temperature and pressure, it is mostly solid or viscous liquid. The color is usually colorless to light yellow, and this color characteristic can help researchers to initially distinguish. Its melting point and boiling point are also key physical properties. The melting point determines the temperature at which it changes from solid to liquid, and the boiling point is related to the condition at which it changes from liquid to gaseous. However, the exact value varies slightly due to experimental conditions. Generally speaking, the melting point is in a specific range, so that the substance remains solid in a certain temperature range, which is convenient for storage and transportation; the boiling point is correspondingly higher, reflecting its thermal stability.

The density of 4-ethynyl-2,6-difluoroaniline is also worthy of attention. Density reflects the mass of the substance per unit volume, which is of great significance to the ratio of reactants and the separation of products. Because it contains ethynyl and fluorine atoms, the intermolecular forces are unique, and the density is different from that of common organic compounds.

Furthermore, solubility is also an important physical property. The substance has a certain solubility in organic solvents such as ethanol, ether, dichloromethane, etc. This property helps to select a suitable solvent and promote the reaction in organic synthesis reactions. However, the solubility in water is very small, because the molecular polarity is quite different from water, it follows the principle of "similar miscibility".

In addition, the compound has a certain volatility. Although the volatility is not strong, it will still be emitted into the air in a poorly ventilated environment, so attention should be paid during experiments and production. Its vapor pressure is small, indicating that the tendency of molecules to escape from the liquid phase and enter the gas phase is low.

In summary, the physical properties of 4-ethynyl-2,6-difluoroaniline, such as color, melting point, boiling point, density, solubility and volatility, are of great significance for its storage, transportation, use and related chemical reaction design. Scientific research and chemical practitioners should understand in detail.

What are the chemical properties of 4-ethynyl-2,6-difluoro-aniline?

4-Ethynyl-2,6-difluoro-aniline (4-ethynyl-2,6-difluoroaniline) is an organic compound with interesting chemical properties and important significance in the field of organic synthesis.

From the structural point of view, this compound contains ethynyl group (-C ≡ CH) and difluoro-substituted aniline group (2,6-difluoro-aniline group). The introduction of ethynyl groups endows the molecule with unique reactivity. Due to its rich electron-carbon triple bond, it is easy to react with electrophilic reagents. For example, electrophilic addition can occur with hydrogen halides (such as HBr, HCl), and one of the three bonds is opened to connect the hydrogen atom and the halogen atom, respectively, to form halogenated olefin derivatives. This reaction is easier to carry out in the presence of suitable catalysts (such as some transition metal salts), and can efficiently prepare halogenated products with specific structures.

Furthermore, the substitution of fluorine atoms on the aniline group affects the distribution of molecular electron clouds. Fluorine atoms have strong electronegativity, which decreases the electron cloud density of the benzene ring and weakens the electron conjugation effect of the aniline amino group on the benzene ring. This change leads to changes in the electrophilic substitution activity of the benzene ring. Compared with the non-fluorinated aniline, it is more difficult to undergo electrophilic substitution, and the reaction For example, in the nitrification reaction, the electron-withdrawing action of the fluorine atom guides the nitro group mainly into the meso-site, rather than being easily substituted in the ortho and para-sites like aniline.

At the same time, the amino group of 4-ethynyl-2,6-difluoroaniline (-NH ²) has certain alkalinity and nucleophilicity. Under acidic conditions, the amino group can be protonated to form ammonium salts. The nucleophilicity enables it to undergo nucleophilic substitution reactions with electrophilic reagents such as halogenated hydrocarbons and acid anhydrides. For example, when reacting with acid chloride, the amino nitrogen atom attacks the acid chloride carbonyl carbon, and the chloride ion leaves to form amide compounds. This is an important method for preparing fluoramide derivatives and has potential applications in the fields of medic

In addition, due to the interaction of different groups in the molecule, 4-ethynyl-2,6-difluoroaniline may exhibit specific physical properties and chemical stability. The presence of fluorine atoms usually enhances the thermal and chemical stability of compounds, which helps them maintain structural integrity under some more harsh reaction conditions or application environments, laying the foundation for their application in high temperature and high chemical activity systems.

What are the synthesis methods of 4-ethynyl-2,6-difluoro-aniline?

The synthesis method of 4-ethynyl-2,6-difluoroaniline has been used by many parties throughout the ages.

First, fluorine-containing aniline derivatives are used as starting materials. First, it is reacted with suitable halogenated acetylene in a palladium-catalyzed system, which often contains palladium salts and ligands. If palladium acetate is used as palladium source and bipyridine is used as ligand, in an alkaline environment, the alkynyl group of halogenated acetylene can replace the hydrogen atom in the specific position of the aniline derivative, and then the ethynyl group is introduced to form the target product 4-ethynyl-2,6-difluoroaniline. The reaction conditions are quite critical, and the type and dosage of basic reagents, reaction temperature and time need to be fine-tuned.

Second, starting from fluoroaromatic hydrocarbons. First, the aromatic hydrocarbons are nitrified, and the nitro group is introduced, and then the nitro group is converted into an amino group by reduction to obtain 2,6-difluoroaniline. Then, through suitable alkynylation reagents, such as Grignard reagents such as acetynyl magnesium bromide, in a low temperature and anhydrous and oxygen-free environment, the reaction with 2,6-difluoroaniline, the ethynyl group is introduced to successfully obtain 4-ethynyl-2,6-difluoroaniline. In this process, the separation and purification of each step of the reaction cannot be ignored, and suitable separation methods, such as column chromatography, recrystallization, etc., need to be used to ensure the purity of the product.

Third, the cross-coupling reaction catalyzed by transition metals. React with 2,6-difluorohalobenzene with ethynyl borate or acetylene fund reagents catalyzed by transition metals (such as nickel, copper, etc.). When catalyzed by nickel, specific phosphorus ligands can be matched to optimize the reaction conditions, so that the two cross-coupling occurs to generate an intermediate of 4-ethynyl-2,6-difluorobenzene, and then through appropriate functional group conversion, the halogen atom on the benzene ring is replaced with an amino group, and finally 4-ethynyl-2,6-difluoroaniline is obtained. This synthesis path requires in-depth investigation of the activity and selectivity of transition metal catalysts to improve the reaction efficiency and product yield.

What is the price range of 4-ethynyl-2,6-difluoro-aniline in the market?

The price of 4-ethynyl-2,6-difluoroaniline in the market is difficult to determine. This is due to the changeable market conditions, and its price is often determined by various factors.

Looking at the price state of various chemical substances in the past, the abundance of raw materials is a key. If the raw materials for producing this 4-ethynyl-2,6-difluoroaniline are abundant and easy to obtain over time and place, the price may decrease; on the contrary, if the raw materials are scarce and need to be purchased, the price will be high.

And production methods. New and clever methods may reduce its energy consumption and increase its yield, so that the cost will also decrease. And if the old law is difficult and expensive, the price is difficult to suppress.

Furthermore, the supply and demand of the city is also the main factor. If many businesses need this as a material, the demand is greater than the supply, and the price will rise; if the supply exceeds the demand, the merchants will sell their goods or reduce the price to promote.

And the price varies from region to region. Distant transportation, coupled with the difference in local taxes, makes it different from place to place.

Although it is difficult to determine the price of the domain, the price of various types of chemical products, or because of the above, ranges from a few yuan to tens of yuan per gram, or even more expensive due to special circumstances. The market is ever-changing, and the price is also volatile. To know the exact number, you need to consult the chemical market merchants, brokers, or check the details of recent transactions.