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3-Chloro-5-(Trifluoromethyl)Benzeneboronic Acid
Linshang Chemical
|
HS Code |
709976 |
| Name | 3-Chloro-5-(Trifluoromethyl)Benzeneboronic Acid |
| Chemical Formula | C7H5BClF3O2 |
| Molecular Weight | 226.37 |
| Appearance | White to off - white solid |
| Melting Point | 129 - 133 °C |
| Solubility | Soluble in common organic solvents like dichloromethane, methanol |
| Purity | Typically high - purity products around 97%+ |
| Stability | Air - sensitive, should be stored under inert gas |
| Boiling Point | Decomposes before boiling |
As an accredited 3-Chloro-5-(Trifluoromethyl)Benzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100g of 3 - chloro - 5 - (trifluoromethyl)benzeneboronic acid in a sealed chemical - grade vial. |
| Storage | 3 - Chloro - 5 - (trifluoromethyl)benzeneboronic acid should be stored in a cool, dry place. Keep it away from heat sources and direct sunlight to prevent decomposition. Store in a tightly - sealed container to avoid moisture absorption. It should be isolated from incompatible substances like strong oxidizing agents and bases to maintain its chemical integrity. |
| Shipping | 3 - chloro - 5 - (trifluoromethyl)benzeneboronic acid is shipped in sealed, corrosion - resistant containers. Packaging adheres to strict chemical transport regulations to ensure safe transit, protecting from damage and leakage. |
Competitive 3-Chloro-5-(Trifluoromethyl)Benzeneboronic Acid prices that fit your budget—flexible terms and customized quotes for every order.
For samples, pricing, or more information, please call us at +8615365006308 or mail to info@alchemist-chem.com.
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Tel: +8615365006308
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What are the chemical properties of 3-chloro-5- (trifluoromethyl) benzeneboronic Acid
3-Chloro-5- (trifluoromethyl) phenylboronic acid, an important compound in organic chemistry. Its chemical properties are unique and interesting.
Discussing acidity, this compound has typical properties of boric acid, and boric acid substances are usually weak acids. The boric acid group of 3-chloro-5- (trifluoromethyl) phenylboronic acid gives protons, establishing the following equilibrium in aqueous solution: $R - B (OH) _2 + H_2O\ rightleftharpoons R - B (OH) _3 ^ - + H ^ + $, where $R $represents 3-chloro-5- (trifluoromethyl) phenyl. Due to the outer electronic structure of the boron atom, its empty $p $orbital can accept the lone pair of electrons of the hydroxyl oxygen atom in the water molecule, which prompts the dissociation of the proton. However, the degree of dissociation is small, so it is weakly acidic.
In terms of reactivity, the boric acid group in this compound can participate in many organic synthesis reactions. For example, in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling reaction, 3-chloro-5- (trifluoromethyl) phenylboronic acid can be coupled with halogenated aromatics or alkenes to form carbon-carbon bonds. In this reaction, the boric acid group is connected to another organic fragment through a series of oxidative addition, transmetallization and reduction elimination steps, providing an effective means for constructing complex organic molecular structures.
Furthermore, the chlorine atom and trifluoromethyl on the 3-chloro-5- (trifluoromethyl) benzene ring also give the compound a different reactivity. The chlorine atom can participate in the nucleophilic substitution reaction. Under appropriate nucleophilic reagents and reaction conditions, the chlorine atom can be replaced by other groups to modify the molecular structure. Trifluoromethyl has strong electron absorbency, which affects the electron cloud density distribution of the benzene ring, resulting in changes in the activity and selectivity of the electrophilic substitution reaction on the benzene ring. Generally, the electron cloud density of the benzene ring is reduced, and the electrophilic substitution reaction is relatively difficult to occur. And the position of the substituent is affected by its electronic effect and spatial effect.
In summary, 3-chloro-5 - (trifluoromethyl) phenylboronic acid has rich and diverse chemical properties and is widely used in the field of organic synthesis chemistry. By rationally utilizing its acidity and the reactivity of each group, it can achieve efficient synthesis and structural modification of a variety of organic compounds.
Discussing acidity, this compound has typical properties of boric acid, and boric acid substances are usually weak acids. The boric acid group of 3-chloro-5- (trifluoromethyl) phenylboronic acid gives protons, establishing the following equilibrium in aqueous solution: $R - B (OH) _2 + H_2O\ rightleftharpoons R - B (OH) _3 ^ - + H ^ + $, where $R $represents 3-chloro-5- (trifluoromethyl) phenyl. Due to the outer electronic structure of the boron atom, its empty $p $orbital can accept the lone pair of electrons of the hydroxyl oxygen atom in the water molecule, which prompts the dissociation of the proton. However, the degree of dissociation is small, so it is weakly acidic.
In terms of reactivity, the boric acid group in this compound can participate in many organic synthesis reactions. For example, in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling reaction, 3-chloro-5- (trifluoromethyl) phenylboronic acid can be coupled with halogenated aromatics or alkenes to form carbon-carbon bonds. In this reaction, the boric acid group is connected to another organic fragment through a series of oxidative addition, transmetallization and reduction elimination steps, providing an effective means for constructing complex organic molecular structures.
Furthermore, the chlorine atom and trifluoromethyl on the 3-chloro-5- (trifluoromethyl) benzene ring also give the compound a different reactivity. The chlorine atom can participate in the nucleophilic substitution reaction. Under appropriate nucleophilic reagents and reaction conditions, the chlorine atom can be replaced by other groups to modify the molecular structure. Trifluoromethyl has strong electron absorbency, which affects the electron cloud density distribution of the benzene ring, resulting in changes in the activity and selectivity of the electrophilic substitution reaction on the benzene ring. Generally, the electron cloud density of the benzene ring is reduced, and the electrophilic substitution reaction is relatively difficult to occur. And the position of the substituent is affected by its electronic effect and spatial effect.
In summary, 3-chloro-5 - (trifluoromethyl) phenylboronic acid has rich and diverse chemical properties and is widely used in the field of organic synthesis chemistry. By rationally utilizing its acidity and the reactivity of each group, it can achieve efficient synthesis and structural modification of a variety of organic compounds.
What are the main uses of 3-chloro-5- (trifluoromethyl) benzeneboronic Acid
3-Chloro-5- (trifluoromethyl) phenylboronic acid is an important organic boron compound in the field of organic synthesis. It is widely used and plays a key role in many chemical reactions and chemical production processes.
The primary use is the Suzuki-Miyaura coupling reaction. This reaction is a powerful tool for building carbon-carbon bonds and is widely used in drug synthesis, materials science and many other fields. 3-Chloro-5- (trifluoromethyl) phenylboronic acid can be used as an aryl boronic acid reagent to couple with aryl halides or alkenyl halides in the presence of palladium catalysts and bases to generate biaryl or alkenyl aryl compounds with specific structures. These products are often key intermediates in drug development, helping to create drug molecules with specific biological activities; in materials science, they are also used to synthesize organic materials with special photoelectric properties, such as organic Light Emitting Diode (OLED) materials, organic photovoltaic materials, etc.
Furthermore, it can be used to construct the skeleton structure of complex organic molecules. With the unique electronic effect and steric resistance of chlorine atoms and trifluoromethyl groups on the benzene ring, as well as the reactivity of boric acid groups, it can react with different nucleophiles or electrophiles through a series of organic synthesis steps to achieve precise modification and expansion of molecular structures. This is of great significance in the field of total synthesis of natural products. Researchers can gradually construct compounds with highly similar structures to natural products, and then carry out biological activity research and drug development.
In addition, in the exploration and development of new functional materials, 3-chloro-5 - (trifluoromethyl) phenylboronic acid has unique physical and chemical properties due to its trifluoromethyl content, such as improving the hydrophobicity, thermal stability and electrical properties of the material. Researchers can introduce it into polymer or other material systems to create functional materials with novel properties, which have potential applications in electronic devices, coatings, sensors, and other fields.
The primary use is the Suzuki-Miyaura coupling reaction. This reaction is a powerful tool for building carbon-carbon bonds and is widely used in drug synthesis, materials science and many other fields. 3-Chloro-5- (trifluoromethyl) phenylboronic acid can be used as an aryl boronic acid reagent to couple with aryl halides or alkenyl halides in the presence of palladium catalysts and bases to generate biaryl or alkenyl aryl compounds with specific structures. These products are often key intermediates in drug development, helping to create drug molecules with specific biological activities; in materials science, they are also used to synthesize organic materials with special photoelectric properties, such as organic Light Emitting Diode (OLED) materials, organic photovoltaic materials, etc.
Furthermore, it can be used to construct the skeleton structure of complex organic molecules. With the unique electronic effect and steric resistance of chlorine atoms and trifluoromethyl groups on the benzene ring, as well as the reactivity of boric acid groups, it can react with different nucleophiles or electrophiles through a series of organic synthesis steps to achieve precise modification and expansion of molecular structures. This is of great significance in the field of total synthesis of natural products. Researchers can gradually construct compounds with highly similar structures to natural products, and then carry out biological activity research and drug development.
In addition, in the exploration and development of new functional materials, 3-chloro-5 - (trifluoromethyl) phenylboronic acid has unique physical and chemical properties due to its trifluoromethyl content, such as improving the hydrophobicity, thermal stability and electrical properties of the material. Researchers can introduce it into polymer or other material systems to create functional materials with novel properties, which have potential applications in electronic devices, coatings, sensors, and other fields.
What is the synthesis method of 3-chloro-5- (trifluoromethyl) benzeneboronic Acid
The synthesis of 3-chloro-5- (trifluoromethyl) phenylboronic acid is a key issue in the field of organic synthesis. The synthesis process often needs to follow specific steps and methods to achieve the ideal yield and purity.
Common synthetic routes, one of which is the metallization of halogenated aromatic hydrocarbons. First, 3-chloro-5- (trifluoromethyl) bromobenzene is taken as the starting material, and at low temperature and in a suitable solvent environment, it interacts with metal reagents such as n-butyl lithium to form the corresponding organolithium intermediate. This intermediate is highly active and then reacts with borate esters such as trimethyl borate. After the reaction is completed, the target product 3-chloro-5- (trifluoromethyl) phenylboronic acid can be obtained through the hydrolysis step. In this process, the low temperature environment is crucial to ensure the selectivity of the reaction and the stability of the intermediate.
Another synthesis method is based on a palladium-catalyzed coupling reaction. The 3-chloro-5 - (trifluoromethyl) halobenzene and diphenacol borate are reacted in the presence of a palladium catalyst, such as tetra (triphenylphosphine) palladium (0), with the participation of an appropriate solvent and a base. The base can promote the reaction and adjust the pH of the reaction environment. After the reaction is completed, the product is purified by subsequent treatment, such as column chromatography, to obtain pure 3-chloro-5- (trifluoromethyl) phenylboronic acid.
When synthesizing, many factors need to be considered in detail. The purity of the raw material has a great influence on the reaction, and high-purity raw materials can reduce the occurrence of side reactions. Reaction temperature, time, and reagent dosage are also key parameters. Accurate control can optimize the reaction, improve the yield and product quality. And the post-treatment steps should not be underestimated. Appropriate separation and purification methods can effectively remove impurities and obtain high-quality 3-chloro-5- (trifluoromethyl) phenylboronic acid.
Common synthetic routes, one of which is the metallization of halogenated aromatic hydrocarbons. First, 3-chloro-5- (trifluoromethyl) bromobenzene is taken as the starting material, and at low temperature and in a suitable solvent environment, it interacts with metal reagents such as n-butyl lithium to form the corresponding organolithium intermediate. This intermediate is highly active and then reacts with borate esters such as trimethyl borate. After the reaction is completed, the target product 3-chloro-5- (trifluoromethyl) phenylboronic acid can be obtained through the hydrolysis step. In this process, the low temperature environment is crucial to ensure the selectivity of the reaction and the stability of the intermediate.
Another synthesis method is based on a palladium-catalyzed coupling reaction. The 3-chloro-5 - (trifluoromethyl) halobenzene and diphenacol borate are reacted in the presence of a palladium catalyst, such as tetra (triphenylphosphine) palladium (0), with the participation of an appropriate solvent and a base. The base can promote the reaction and adjust the pH of the reaction environment. After the reaction is completed, the product is purified by subsequent treatment, such as column chromatography, to obtain pure 3-chloro-5- (trifluoromethyl) phenylboronic acid.
When synthesizing, many factors need to be considered in detail. The purity of the raw material has a great influence on the reaction, and high-purity raw materials can reduce the occurrence of side reactions. Reaction temperature, time, and reagent dosage are also key parameters. Accurate control can optimize the reaction, improve the yield and product quality. And the post-treatment steps should not be underestimated. Appropriate separation and purification methods can effectively remove impurities and obtain high-quality 3-chloro-5- (trifluoromethyl) phenylboronic acid.
What are the precautions for 3-chloro-5- (trifluoromethyl) benzeneboronic Acid in storage and transportation?
3-Chloro-5- (trifluoromethyl) phenylboronic acid This material requires many matters to be paid attention to during storage and transportation.
First talk about storage. Due to its special nature, the first environment is dry. Moisture is very easy to cause it to deteriorate. If it is placed in a humid place or in excessive contact with water vapor, it may cause reactions such as hydrolysis and damage its purity and quality. Therefore, it should be selected in a dry, well-ventilated place and sealed to prevent the intrusion of external water vapor.
Furthermore, temperature is also critical. Do not leave it in a high temperature environment, high temperature or cause it to undergo adverse changes such as thermal decomposition. In general, it is recommended to store in a cool place, in the normal room temperature range (about 15-25 degrees Celsius) or more suitable. However, the specific temperature requirements need to refer to the detailed characteristics and relevant standards of this object.
As for transportation, the packaging must be solid and reliable. Containers that can resist vibration and collision are required to prevent the packaging from being damaged due to bumps and impacts during transportation, exposing or leaking 3-chloro-5- (trifluoromethyl) phenylboronic acid.
At the same time, the transportation environment should also meet its storage conditions. Keep it in a dry and suitable temperature state to avoid long-term exposure to harsh climate conditions. If passing through high temperature areas, appropriate cooling measures are required; in humid climates, moisture-proof means should also be used. And it must be properly isolated from other chemicals during transportation to prevent mutual reaction and cause danger. In this way, 3-chloro-5- (trifluoromethyl) phenylboronic acid is safe during storage and transportation.
First talk about storage. Due to its special nature, the first environment is dry. Moisture is very easy to cause it to deteriorate. If it is placed in a humid place or in excessive contact with water vapor, it may cause reactions such as hydrolysis and damage its purity and quality. Therefore, it should be selected in a dry, well-ventilated place and sealed to prevent the intrusion of external water vapor.
Furthermore, temperature is also critical. Do not leave it in a high temperature environment, high temperature or cause it to undergo adverse changes such as thermal decomposition. In general, it is recommended to store in a cool place, in the normal room temperature range (about 15-25 degrees Celsius) or more suitable. However, the specific temperature requirements need to refer to the detailed characteristics and relevant standards of this object.
As for transportation, the packaging must be solid and reliable. Containers that can resist vibration and collision are required to prevent the packaging from being damaged due to bumps and impacts during transportation, exposing or leaking 3-chloro-5- (trifluoromethyl) phenylboronic acid.
At the same time, the transportation environment should also meet its storage conditions. Keep it in a dry and suitable temperature state to avoid long-term exposure to harsh climate conditions. If passing through high temperature areas, appropriate cooling measures are required; in humid climates, moisture-proof means should also be used. And it must be properly isolated from other chemicals during transportation to prevent mutual reaction and cause danger. In this way, 3-chloro-5- (trifluoromethyl) phenylboronic acid is safe during storage and transportation.
What is the market price of 3-chloro-5- (trifluoromethyl) benzeneboronic Acid
3-Chloro-5- (trifluoromethyl) phenylboronic acid, the price of this product in the market is difficult to determine. There are many reasons for it, including the source of the material, the method of preparation, and the situation of supply and demand.
As far as the source of the material is concerned, if the raw material is convenient to obtain and the cost is low, the manufacturing cost may be slightly reduced, and the price will also be lower. On the contrary, if the raw material is rare, difficult to collect, or requires complicated refining processes, the price will be high.
The method of preparation is also the key. The delicate method can increase production, reduce waste, reduce energy consumption, and thus control costs. If the preparation process is lengthy, the technical requirements are strict, and the equipment cost is high, the price will be high.
The situation of supply and demand also affects the price. If the market has strong demand for this product, but the supply is limited, the demand exceeds the supply, and the price will rise; if the market demand is weak, the supply is sufficient, and the supply exceeds the demand, the price will tend to fall.
Furthermore, the state of market competition should not be ignored. If there are many peers in the market, the competition is fierce, and the price may be reduced in order to compete for share; if the market is almost monopolized, the decision of the price will be in the hands of a few, and the price may remain high.
Due to the intertwining of the above factors, the market price of 3-chloro-5- (trifluoromethyl) phenylboronic acid is changing like a cloud, and it is difficult to determine. For details, you should consult industry merchants, material brokers, or study the real-time market conditions on the chemical trading platform to get a more accurate price.
As far as the source of the material is concerned, if the raw material is convenient to obtain and the cost is low, the manufacturing cost may be slightly reduced, and the price will also be lower. On the contrary, if the raw material is rare, difficult to collect, or requires complicated refining processes, the price will be high.
The method of preparation is also the key. The delicate method can increase production, reduce waste, reduce energy consumption, and thus control costs. If the preparation process is lengthy, the technical requirements are strict, and the equipment cost is high, the price will be high.
The situation of supply and demand also affects the price. If the market has strong demand for this product, but the supply is limited, the demand exceeds the supply, and the price will rise; if the market demand is weak, the supply is sufficient, and the supply exceeds the demand, the price will tend to fall.
Furthermore, the state of market competition should not be ignored. If there are many peers in the market, the competition is fierce, and the price may be reduced in order to compete for share; if the market is almost monopolized, the decision of the price will be in the hands of a few, and the price may remain high.
Due to the intertwining of the above factors, the market price of 3-chloro-5- (trifluoromethyl) phenylboronic acid is changing like a cloud, and it is difficult to determine. For details, you should consult industry merchants, material brokers, or study the real-time market conditions on the chemical trading platform to get a more accurate price.
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