Chemical Formula | C7H4ClF3 |
Molar Mass | 180.55 g/mol |
Appearance | Colorless liquid |
Odor | Pungent |
Density | 1.34 g/cm³ |
Boiling Point | 137 - 138 °C |
Melting Point | -43 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble |
Vapor Pressure | 1.33 kPa (20 °C) |
Flash Point | 32 °C |
Refractive Index | 1.429 |
What are the main uses of 2 - chloro -α,α,α - trifluorotoluene?
2- -α,α,α - trifluorotoluene, also known as 2-chlorotrifluorotoluene, is a crucial raw material in the field of organic synthesis and has shown wide use in many industries.
In the field of medicine, it is a key intermediate. Through a series of chemical reactions, structural units with specific pharmacological activities can be constructed, and then many drugs can be synthesized. Such as the preparation of some antibacterial drugs, 2-chlorotrifluorotoluene is involved in the synthesis of the core structure of antibacterial activity, giving the drug the ability to inhibit or kill specific bacteria.
In the field of pesticides, this compound also plays an important role. As a starting material for the synthesis of high-efficiency pesticides, it can be converted into pesticide products with excellent insecticidal, herbicidal or bactericidal properties through multi-step reactions. For example, the special chemical structure introduced by some new insecticides, 2-chloro -α,α,α - trifluorotoluene, can enhance the affinity of pesticides and pest target parts, improve the insecticidal effect, and reduce the impact on the environment, which is in line with the needs of modern green pesticide development.
In the field of materials science, 2-chloro -α,α,α - trifluorotoluene can be used to synthesize special polymer materials. Its fluorine-containing structure gives the material unique properties, such as excellent corrosion resistance, weather resistance and low surface energy. Such materials can be used in high-end fields such as aerospace and automobile manufacturing, such as the manufacture of aircraft exterior coatings, which protect aircraft bodies from harsh environments with their weather and corrosion resistance properties; used in automotive interior materials, low surface energy can make materials easier to clean, improve product quality and practicality.
In addition, in the dye industry, 2- -α,α,α - trifluorotoluene is involved in the synthesis of new dyes. Its special structure helps to improve the color brightness, light resistance and dyeing fastness of dyes, and is widely used in the textile printing and dyeing industry to make the fabric dyeing effect more ideal and meet the market demand for high-quality dyes.
What are the physical properties of 2 - chloro -α,α,α - trifluorotoluene
2-Chloro - α,α,α - trifluorotoluene is an important compound in organic chemistry. Its unique physical properties are worth exploring.
When it comes to its properties, under room temperature and pressure, 2-chloro - α,α,α - trifluorotoluene is mostly a colorless and transparent liquid. It looks clear and pure, like water in a mirror. Its smell is special, although it is difficult to describe accurately, but experienced chemical practitioners can know its unique smell at a glance.
In terms of boiling point, it is between 132 ° C and 134 ° C. This boiling point value is of great significance in chemical operations. When the compound is to be separated or purified, it can be precisely separated from the mixture by distillation according to its boiling point characteristics. Just like a sieve, it can be distinguished according to the particle size. Using the difference in boiling point, 2-chloro - α,α,α - trifluorotoluene can be effectively separated from other substances with different boiling points.
The melting point is about -47 ° C. This low temperature melting point indicates that it will transform from solid to liquid at a relatively low temperature. Like ice in a cold winter, it melts water in the warm sun. The characteristics of the melting point need special attention during storage and transportation. If the temperature is not properly controlled, it may affect its physical state, which in turn affects its chemical properties and use effect. < Br >
The density is about 1.38g/cm ³, which is higher than that of water. When mixed with water, it will be like a stone sinking to the bottom of the water and clearly delaminated. This density characteristic can be used as an important basis for distinction in some experiments or industrial processes involving liquid-liquid separation.
In terms of solubility, 2-chlorotrifluorotoluene is insoluble in water, but it can be miscible with most organic solvents. Just like oil and water are incompatible, it can be mixed with gasoline. Its good solubility in organic solvents makes it widely used in the field of organic synthesis. It is often used as a reaction solvent to provide a suitable environment for various chemical reactions and promote the smooth progress of the reaction.
The physical properties of 2-chloro - α,α,α - trifluorotoluene are interrelated and have their own uses. They play a key role in many fields such as chemical research and industrial production, and lay an important foundation for the development of organic chemistry.
2 - chloro -α,α,α - trifluorotoluene
2-Chloro -α,α,α - trifluorotoluene is an important compound in the field of organic chemistry. This compound has unique properties and exhibits different chemical behaviors in many chemical reactions and industrial applications.
From the structural point of view, its molecule contains chlorine atoms and trifluoromethyl groups, which give the compound significant characteristics. Chlorine atoms have certain electronegativity and lone pairs of electrons, which makes the local charge distribution of the molecule uneven, which in turn affects its reactivity. Trifluoromethyl is a strong electron-absorbing group, which can greatly change the electron cloud density of the benzene ring, reduce the electron cloud density of the benzene ring, and reduce the electrophilic substitution reactivity of the benzene ring.
In the electrophilic substitution reaction, due to the strong electron-absorbing effect of trifluoromethyl, the reaction check point mainly tends to the benzene ring interposition. For example, during the nitration reaction, the nitro group is mainly introduced into the benzene ring interposition, which is quite different from the nitration reaction check point of toluene. Due to the electron-giving effect of toluene, the nitration check point is mostly in the adjacent and para-position.
Its high chemical stability is due to the high C-F bond energy formed between the fluorine atom and the carbon atom. This stability allows 2- -α,α,α - trifluorotoluene to exist stably in some environments that need to resist chemical reactions. However, under certain conditions, such as high temperature, strong oxidizing agent or strong reducing agent, it can still react.
In the hydrolysis reaction, if the reaction conditions are suitable, the chlorine atom can be replaced by the hydroxyl group to form the corresponding phenolic derivative. However, due to the existence of trifluoromethyl, the reaction conditions are more severe than those of general chlorinated aromatics.
In addition, the physical properties of the compound are also related to its chemical properties. Its boiling point, melting point, solubility and other physical properties are different from compounds with similar structures due to the influence of chlorine atoms and trifluoromethyl. For example, due to the change of molecular polarity, its solubility in organic solvents and water is different from that of toluene derivatives without fluorine and chlorine substitution.
In organic synthesis, 2- -α,α,α - trifluorotoluene is often used as a key intermediate. Due to its unique chemical properties, it can construct complex organic molecular structures through various reactions and provide important starting materials for drug synthesis, materials science and other fields.
What are the preparation methods of 2 - chloro -α,α,α - trifluorotoluene
2-Chloro -α,α,α - trifluorotoluene, also known as trifluorobenzyl chloride, is prepared by various methods, as follows:
First, toluene is used as the initial raw material, and the preparation purpose is achieved through the reaction process of chlorination and fluorination. Specifically, toluene is first reacted with chlorine in the presence of light or a catalyst, such as ferric chloride, to generate benzyl chloride. The mechanism of this reaction is that chlorine gas generates chlorine radicals under the action of light or catalyst, and chlorine radicals attack the benzyl hydrogen of toluene, thereby generating benzyl chloride. The chemical reaction equation is: $C_ {6} H_ {5} CH_ {3} + Cl_ {2}\ xrightarrow [] {light or FeCl_ {3}} C_ {6} H_ {5} CH_ {2} Cl + HCl $. Subsequently, benzyl chloride reacts with anhydrous hydrogen fluoride under the catalyst, such as antimony pentachloride, to produce 2-chloro -α,α,α - trifluorotoluene. In this reaction, the fluorine atom in hydrogen fluoride replaces the chlorine atom in benzyl chloride. The chemical reaction equation is: $C_ {6} H_ {5} CH_ {2} Cl + 3HF\ xrightarrow [] {SbCl_ {5}} C_ {6} H_ {5} CF_ {3} Cl + HCl $.
Second, p-chlorotoluene is used as the starting reactant and is prepared by halogenation and fluorination of the side chain. First, p-chlorotoluene and bromine undergo side chain bromination reaction under the action of the initiator to generate p-chlorobrombenzyl. This reaction uses the initiator to generate free radicals, which initiates the substitution of hydrogen on the methyl side chain of p-chlorotoluene with bromine. The chemical reaction equation is: $CH_ {3} C_ {6} H_ {4} Cl + Br_ {2}\ xrightarrow [] {initiator} BrCH_ {2} C_ {6} H_ {4} Cl + HBr $. Then, p-chlorobenzyl bromide reacts with anhydrous hydrogen fluoride under specific conditions to obtain the target product 2-chloro -α,α,α - trifluorotoluene. In this reaction, fluorine atoms replace bromine atoms, and the chemical reaction equation is: $BrCH_ {2} C_ {6} H_ {4} Cl + 3HF\ xrightarrow [] {specific conditions} C_ {6} H_ {5} CF_ {3} Cl + HBr $.
Third, benzoic acid is used as the starting material and prepared through a series of reactions. Benzoic acid is first reacted with thionyl chloride to form benzoyl chloride. In this reaction, the chlorine atom of thionyl chloride replaces the hydroxyl group in benzoic acid. The chemical reaction equation is: $C_ {6} H_ {5} COOH + SOCl_ {2}\ rightarrow C_ {6} H_ {5} COCl + SO_ {2} ↑ + HCl ↑ $. After that, benzoyl chloride reacts with hydrogen fluoride gas under the action of a catalyst to obtain trifluoromethylphenyl ketone first. This reaction involves the gradual replacement of chlorine atoms in benzoyl chloride by fluorine atoms and the conversion of carbonyl groups. The chemical reaction equation is: $C_ {6} H_ {5} COCl + 3HF\ xrightarrow [] {catalyst} C_ {6} H_ {5} COCF_ {3} + HCl $. Finally, trifluoromethylphenyl ketones are reduced under the action of specific reducing agents, such as lithium aluminum hydride, to produce 2-chloro -α,α,α - trifluorotoluene. The chemical reaction equation is: $C_ {6} H_ {5} COCF_ {3} + LiAlH_ {4}\ xrightarrow [] {specific conditions} C_ {6} H_ {5} CH (OH) CF_ {3}\ xrightarrow [] {dehydration} C_ {6} H_ {5} CF_ {3} Cl $.
Fourth, with o-chlorotrifluorotoluene as raw material, the isomerization reaction can also be prepared under specific conditions. By selecting suitable catalysts, such as some metal salt catalysts and specific reaction temperature and pressure conditions, the intramolecular structure of o-chlorotrifluorotoluene is rearranged to obtain 2-chlorotrifluorotoluene. This reaction process is more complex, involving the readjustment of molecular structure and the breaking and formation of chemical bonds.
The above preparation methods have their own advantages. In actual production, it is necessary to comprehensively weigh many factors such as the availability of raw materials, the difficulty of controlling reaction conditions, production costs and product quality, and choose the most suitable preparation path.
2 - chloro -α,α,α - trifluorotoluene during storage and transportation
2-Chloro - α,α,α - trifluorotoluene, this material has certain hazards, and many matters need to be carefully paid attention to during storage and transportation.
It is active, and the first environment should be selected when storing. It should be placed in a cool and ventilated warehouse, away from fire and heat sources, to prevent it from evaporating or triggering reactions due to rising temperature. The temperature of the warehouse should be controlled within a specific range, and should not be too high. Because of its flammability, fireworks are strictly prohibited around it, and it needs to be stored separately from oxidants and alkalis. It must not be mixed in storage to avoid violent chemical reactions and the risk of fire or explosion.
Furthermore, the choice of storage containers is also crucial. A well-sealed container must be used to prevent it from leaking. This substance is corrosive to metals to a certain extent, and the material of the container should be carefully selected to ensure that it does not react with it. The storage area should be equipped with suitable materials to contain leaks in case of emergency.
When transporting, make sure that the packaging is complete and the loading is secure. The transportation vehicle should be equipped with the corresponding variety and quantity of fire protection equipment and leakage emergency treatment equipment. The driving route should also be carefully planned to avoid densely populated areas and important facilities. During transportation, it should be protected from exposure to the sun, rain and high temperature.
The escort personnel also need to be professionally trained to be familiar with its characteristics and emergency treatment methods. During transportation, always pay attention to the status of the goods. If there is any abnormality, it should be properly disposed of immediately.
In short, the storage and transportation of 2-chloro - α,α,α - trifluorotoluene need to be strictly operated in accordance with regulations, and all links should not be taken lightly, so as to ensure the safety of personnel and the environment.