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What are the chemical properties of Benzeneacetonitrile, 2,4,6-Trifluoro-?
2% 2C4% 2C6-trifluorobenzene acetonitrile (Benzeneacetonitrile, 2,4,6-Trifluoro-) is an organic compound with unique physical and chemical properties and is widely used in the field of organic synthesis.
Looking at its physical properties, at room temperature and pressure, 2% 2C4% 2C6-trifluorobenzene acetonitrile is mostly colorless to light yellow liquid with a special odor. Its boiling point, melting point and other properties are closely related to the molecular structure. The existence of fluorine atoms in molecules is due to its high electronegativity, which affects the intermolecular force, resulting in physical parameters such as boiling point and melting point different from ordinary phenylacetonitrile derivatives. Generally speaking, the introduction of fluorine atoms will reduce the boiling point of compounds, because fluorine atoms weaken the intermolecular van der Waals force.
As for chemical properties, the cyanyl group (-CN) in this compound is extremely active. Cyanyl groups can undergo various chemical reactions, such as hydrolysis. Under acidic or alkaline conditions, cyanyl groups are hydrolyzed to form carboxylic acids or carboxylic salts. Taking basic hydrolysis as an example, 2% 2C4% 2C6-trifluorophenylacetonitrile is co-heated with a strong base (such as sodium hydroxide), and the cyanyl group is gradually converted into carboxylic salts. The corresponding carboxylic acid can be obtained by acidification.
Furthermore, the benzene ring of 2% 2C4% 2C6-trifluorophenylacetonitrile is affected by the substitution of fluorine atoms. The fluorine atom is an electron-withdrawing group, which reduces the electron cloud density of the benzene ring and weakens Compared with ordinary phenylacetonitrile, when the electrophilic substitution reaction occurs, the reaction conditions are more severe, and the substitution position is affected by the localization effect of fluorine atoms. Usually, the fluorine atom is an ortho-para-site locator, and although the benzene ring is passivated, the electrophilic reagents still tend to attack the ortho-site.
In addition, the carbon-fluorine bond in the molecule also has special chemical properties. The carbon-fluorine bond has high energy and is relatively stable. However, under certain conditions, such as the action of strong reducing agents or high temperatures and the presence of catalysts, the carbon-fluorine bond can be broken and participate in chemical reactions, thereby realizing the modification and transformation of the compound structure.
2% 2C4% 2C6-trifluorobenzene acetonitrile has rich chemical properties and can be used as a key intermediate in organic synthesis chemistry to prepare a variety of fluorinated organic compounds, providing an important basis for the research and development of new drugs, pesticides and functional materials.
What are the physical properties of Benzeneacetonitrile, 2,4,6-Trifluoro-?
2,4,6-Trifluorophenylacetonitrile, its physical properties are as follows:
This substance is mostly liquid at room temperature and has a certain volatility. Its appearance may be a colorless to pale yellow transparent liquid, due to the joint action of benzene ring, cyano group and fluorine atoms in the molecular structure. In terms of odor, it may emit a special pungent odor, which is due to the presence of cyano functional groups, which are often accompanied by a unique odor.
In terms of solubility, it exhibits good solubility in organic solvents. Due to the molecular structure containing hydrophobic benzene ring and polar cyano group, it can be soluble in organic solvents such as ethanol, ether, and dichloromethane according to the principle of similarity compatibility. However, the solubility in water is poor, and it is difficult for water to form a good interaction with it due to the difference between the polarity of the water molecule and the polarity of the substance.
With regard to density, 2,4,6-trifluorobenzene acetonitrile has a higher density than water. This is due to the dense structure of the benzene ring in the molecule and the relatively large atomic weight of the fluorine atom. Heavier fluorine atoms increase the mass of the entire molecule, which in turn results in a density greater than that of water.
Its boiling point is determined by the intermolecular forces. There are van der Waals forces between molecules, and the cyanide group can also form a weak hydrogen bond. The combined effect makes it have a certain boiling point, but the specific value will vary depending on the accuracy of the molecular structure. Usually under appropriate heating conditions, the substance will change from a liquid state to a gas state.
In terms of melting point, the regularity of molecular structure and intermolecular forces jointly affect the melting point. The planar structure of benzene rings and the spatial distribution of fluorine atoms will affect the way of molecular accumulation, which in turn determines the melting point. The specific melting point is also affected by the details of the molecular structure.
What is the main use of Benzeneacetonitrile, 2,4,6-Trifluoro-?
2,4,6-Trifluorophenylacetonitrile has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. Through a series of delicate chemical reactions, many organic compounds with unique structures and excellent properties can be derived. For example, when synthesizing drug molecules with specific biological activities, 2,4,6-trifluorophenylacetonitrile has a special structure that can endow newly generated drugs with unique pharmacological activities, or enhance their ability to bind to specific targets, enhancing drug efficacy.
It is also useful in the field of materials science. Using this as a raw material and carefully designed reaction paths, materials with special optical and electrical properties can be prepared. Such materials show potential application value in cutting-edge technology fields such as optoelectronic devices and electronic display screens, and may help to develop new materials with better performance and promote the progress of related technologies.
Furthermore, in the field of agricultural chemistry, it may be used to create new pesticides. With its structural characteristics, high-efficiency, low-toxicity and environmentally friendly pesticide varieties may be developed, which will contribute to the control of crop diseases and pests, and ensure stable and high-yield agriculture. In short, 2,4,6-trifluorobenzene acetonitrile has great application potential in many fields due to its unique structure. It is an important compound that cannot be ignored in the field of organic chemistry.
What are the synthesis methods of Benzeneacetonitrile, 2,4,6-Trifluoro-?
The method of preparing 2,4,6-trifluorobenzene acetonitrile can follow the following methods.
First, 2,4,6-trifluorobenzoic acid is used as the starting material. First, 2,4,6-trifluorobenzoic acid is co-heated with thionyl chloride, and the two are combined. The carboxyl group of the benzoic acid is converted into an acyl chloride to obtain 2,4,6-trifluorobenzyl chloride. During the reaction, it is necessary to pay attention to the control of temperature and ensure that the reaction environment is dry to prevent hydrolysis of the acid chloride. Then, 2,4,6-trifluorobenzoyl chloride is reacted with cuprous cyanide in a suitable organic solvent, and the cyano group replaces the chlorine atom of the acid chloride to obtain 2,4,6-trifluorobenzene acetonitrile. In this process, the choice of organic solvents is very critical. Polar aprotic solvents such as N, N-dimethylformamide can increase the reaction rate and increase the yield.
Second, start with 2,4,6-trifluorobromobenzene. First, 2,4,6-trifluorobrobenzene is reacted with magnesium chips in anhydrous ether to make Grignard's reagent 2,4,6-trifluorophenyl magnesium bromide. This reaction needs to be carried out in an anhydrous and oxygen-free environment. Due to the high activity of Grignard's reagent, it decomposes in contact with water or oxygen. Next, 2,4,6-trifluorophenyl magnesium bromide is reacted with bromoacetonitrile, and through nucleophilic substitution, a carbon-carbon bond is formed to form the target product 2,4,6-trifluorobenzene acetonitrile. However, this reaction requires strict requirements on the purity of the raw material and the reaction conditions, and the operation must be fine.
Third, 2,4,6-trifluoroaniline is used as the starting material. First, 2,4,6-trifluoroaniline is diazotized, and sodium nitrite and hydrochloric acid are treated at low temperature to obtain a diazonium salt. The diazonium salt is unstable and needs to be immediately reacted with a mixed solution of cuprous cyanide and potassium cyanide. The diazonium group is replaced by a cyano group to obtain 2,4,6-trifluorobenzene acetonitrile Although this route is a little complicated, the raw materials are easy to obtain, and it is also a feasible method. During operation, the low temperature control of the diazotization reaction and the connection of the subsequent reactions need to be carefully done to avoid the decomposition of diazonium salts affecting the yield.
Benzeneacetonitrile, 2,4,6-Trifluoro - in what fields is it used?
2,4,6-trifluorobenzene acetonitrile, this compound has important applications in many fields such as medicine, pesticides, and materials.
In the field of medicine, it is often used as a key intermediate for drug synthesis. Because of the fluorine atom, it can significantly change the physical, chemical and biological properties of the compound, such as enhancing lipophilicity, helping the drug to more easily penetrate the biofilm and improve bioavailability. For example, when developing new antibacterial drugs, 2,4,6-trifluorobenzene acetonitrile can be used to introduce fluorine-containing structures to enhance the drug's ability to penetrate bacterial cell membranes and enhance antibacterial activity.
In the field of pesticides, 2,4,6-trifluorobenzene acetonitrile is also an important raw material. The introduction of fluorine atoms can enhance the stability and biological activity of pesticides, making them more efficient in controlling pests and diseases. Like the synthesis of new insecticides, the use of this compound to build a core structure can improve the effect on the nervous system of pests, improve insecticidal efficiency, and because of its special structure, it may reduce the impact on the environment, which meets the needs of green pesticide development.
In the field of materials, 2,4,6-trifluorobenzene acetonitrile can participate in the synthesis of special polymer materials. The fluorine-containing structure can endow materials with unique properties, such as excellent weather resistance, chemical stability and low surface energy. For example, by preparing high-performance coatings or plastics and adding fluoropolymers synthesized from them, the surface of the material can be more wear-resistant, corrosion-resistant, and has self-cleaning characteristics, which are widely used in aerospace, automotive, and other industries that require strict material properties.