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3-Chloro-4-(Trifluoromethyl)Benzeneboronic Acid
Linshang Chemical
|
HS Code |
466997 |
| Chemical Formula | C7H5BClF3O2 |
| Molecular Weight | 224.37 |
| Appearance | Solid |
| Cas Number | 1256356-77-5 |
| Melting Point | 144-148°C |
| Solubility In Water | Poorly soluble |
| Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane |
| Purity | Typically high - >95% |
| Stability | Stable under normal conditions but may react with strong oxidizing agents |
| Usage | Used in Suzuki - Miyaura cross - coupling reactions |
As an accredited 3-Chloro-4-(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 - 4 - (trifluoromethyl)benzeneboronic acid in sealed, labeled container. |
| Storage | 3 - Chloro - 4 - (trifluoromethyl)benzeneboronic acid should be stored in a cool, dry place away from heat and ignition sources. Keep it in a tightly - sealed container to prevent moisture absorption, as boronic acids can react with water. Store separately from incompatible substances like strong oxidizing agents and bases to avoid chemical reactions that could degrade the compound. |
| Shipping | 3 - chloro - 4 - (trifluoromethyl)benzeneboronic acid should be shipped in properly sealed containers, following all hazardous chemical regulations. Ensure appropriate cushioning to prevent breakage during transit. |
Competitive 3-Chloro-4-(Trifluoromethyl)Benzeneboronic Acid prices that fit your budget—flexible terms and customized quotes for every order.
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What are the main uses of 3-chloro-4- (trifluoromethyl) benzeneboronic Acid?
3-Chloro-4- (trifluoromethyl) phenylboronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. It can participate in many important reactions, such as the Suzuki coupling reaction, which is of great significance and can form carbon-carbon bonds. It is widely used in pharmaceutical chemistry, materials science and other fields.
In drug development, Suzuki coupling reaction can be used to couple with other suitable organic halides to create novel compounds with novel structures, providing an effective way to explore lead compounds with potential biological activities, and helping to develop more efficient and low-toxicity new drugs.
In the field of materials science, the special structural compounds formed by its participation in the reaction can be used to prepare materials with specific photoelectric properties, such as organic Light Emitting Diode (OLED) materials, conductive polymers, etc., which are of great significance for improving material properties and expanding the application range of materials.
In addition, in the synthesis of fine chemicals, 3-chloro-4- (trifluoromethyl) phenylboronic acid also plays an important role, which can be used to synthesize fine chemicals with special functions to meet the needs of different industries for special chemicals.
In drug development, Suzuki coupling reaction can be used to couple with other suitable organic halides to create novel compounds with novel structures, providing an effective way to explore lead compounds with potential biological activities, and helping to develop more efficient and low-toxicity new drugs.
In the field of materials science, the special structural compounds formed by its participation in the reaction can be used to prepare materials with specific photoelectric properties, such as organic Light Emitting Diode (OLED) materials, conductive polymers, etc., which are of great significance for improving material properties and expanding the application range of materials.
In addition, in the synthesis of fine chemicals, 3-chloro-4- (trifluoromethyl) phenylboronic acid also plays an important role, which can be used to synthesize fine chemicals with special functions to meet the needs of different industries for special chemicals.
What are the physical properties of 3-chloro-4- (trifluoromethyl) benzeneboronic Acid
3-Chloro-4- (trifluoromethyl) phenylboronic acid is an important intermediate in organic synthesis. Its physical properties are unique and have certain practical value.
Looking at its properties, it is mostly white to off-white solids under normal conditions. This state makes it relatively stable during storage and transportation, and it is not easy to be lost or deteriorated due to changes in morphology.
When it comes to melting point, it is usually within a specific range, and this property is of great significance for its purification and identification. By measuring the melting point, the purity of the substance can be determined. If the measured melting point is similar to the theoretical value, it indicates that the purity is quite high; if the deviation is large, further purification is required.
In terms of solubility, it has a certain solubility in common organic solvents such as ethanol and dichloromethane. This property is conducive to its use as a reactant or catalyst in organic synthesis reactions, and it can be fully mixed with other organic reagents to make the reaction proceed smoothly. However, its solubility in water is relatively limited, which limits its application in aqueous systems. When designing the reaction system, this point needs to be fully considered to ensure that it plays the best role.
Furthermore, its stability cannot be ignored. Under conventional conditions, the stability of the substance is good, but when it encounters strong oxidizing agents, strong acids and bases, it is easy to react, resulting in structural changes and loss of original activity. Therefore, when storing and using, it is necessary to avoid contact with such substances and choose a suitable environment to ensure their quality and performance.
Looking at its properties, it is mostly white to off-white solids under normal conditions. This state makes it relatively stable during storage and transportation, and it is not easy to be lost or deteriorated due to changes in morphology.
When it comes to melting point, it is usually within a specific range, and this property is of great significance for its purification and identification. By measuring the melting point, the purity of the substance can be determined. If the measured melting point is similar to the theoretical value, it indicates that the purity is quite high; if the deviation is large, further purification is required.
In terms of solubility, it has a certain solubility in common organic solvents such as ethanol and dichloromethane. This property is conducive to its use as a reactant or catalyst in organic synthesis reactions, and it can be fully mixed with other organic reagents to make the reaction proceed smoothly. However, its solubility in water is relatively limited, which limits its application in aqueous systems. When designing the reaction system, this point needs to be fully considered to ensure that it plays the best role.
Furthermore, its stability cannot be ignored. Under conventional conditions, the stability of the substance is good, but when it encounters strong oxidizing agents, strong acids and bases, it is easy to react, resulting in structural changes and loss of original activity. Therefore, when storing and using, it is necessary to avoid contact with such substances and choose a suitable environment to ensure their quality and performance.
What are the chemical properties of 3-chloro-4- (trifluoromethyl) benzeneboronic Acid
3-Chloro-4- (trifluoromethyl) phenylboronic acid, this substance is white to off-white solid. It has the chemical properties of typical phenylboronic acid.
At room temperature and pressure, the substance is relatively stable. However, it should be noted that it should be avoided from mixing with strong oxidants, strong bases, etc. Because the structure of phenylboronic acid contains a boron-oxygen bond, when it encounters a strong base, this bond is easily damaged, causing structural changes, affecting its chemical properties and applications.
It has the weak acidity of boric acid. In aqueous solution, hydrogen ions can be slightly ionized, showing acidity. This property enables it to neutralize with bases to form corresponding borates. For example, when reacted with sodium hydroxide, 3-chloro-4- (trifluoromethyl) sodium phenylborate and water will be formed.
On the benzene ring of 3-chloro-4- (trifluoromethyl) phenylboronic acid, both the chlorine atom and the trifluoromethyl group are electron-withdrawing groups. Affected by this, the electron cloud density of the benzene ring decreases, which changes the electrophilic substitution activity on the aromatic ring of the substance. Compared with ordinary phenylboronic acid, when the electrophilic substitution reaction occurs, the reaction check point and rate will be different. Usually, the electron-withdrawing group will reduce the electron cloud density of the benzene ring ortho and para-position to a greater extent than the meso, so the electrophilic reagents are more likely to attack the meso.
This compound is widely used in the field of organic synthesis. It is often used as an organoboron reagent. Through the Suzuki-Miyaura coupling reaction, it is coupled with halogenated aromatics and halogenated olefins to form carbon-carbon bonds to synthesize complex organic molecular structures. It has important value in many fields such as medicinal chemistry and materials science.
At room temperature and pressure, the substance is relatively stable. However, it should be noted that it should be avoided from mixing with strong oxidants, strong bases, etc. Because the structure of phenylboronic acid contains a boron-oxygen bond, when it encounters a strong base, this bond is easily damaged, causing structural changes, affecting its chemical properties and applications.
It has the weak acidity of boric acid. In aqueous solution, hydrogen ions can be slightly ionized, showing acidity. This property enables it to neutralize with bases to form corresponding borates. For example, when reacted with sodium hydroxide, 3-chloro-4- (trifluoromethyl) sodium phenylborate and water will be formed.
On the benzene ring of 3-chloro-4- (trifluoromethyl) phenylboronic acid, both the chlorine atom and the trifluoromethyl group are electron-withdrawing groups. Affected by this, the electron cloud density of the benzene ring decreases, which changes the electrophilic substitution activity on the aromatic ring of the substance. Compared with ordinary phenylboronic acid, when the electrophilic substitution reaction occurs, the reaction check point and rate will be different. Usually, the electron-withdrawing group will reduce the electron cloud density of the benzene ring ortho and para-position to a greater extent than the meso, so the electrophilic reagents are more likely to attack the meso.
This compound is widely used in the field of organic synthesis. It is often used as an organoboron reagent. Through the Suzuki-Miyaura coupling reaction, it is coupled with halogenated aromatics and halogenated olefins to form carbon-carbon bonds to synthesize complex organic molecular structures. It has important value in many fields such as medicinal chemistry and materials science.
What are the synthesis methods of 3-chloro-4- (trifluoromethyl) benzeneboronic Acid
The common methods for synthesizing 3-chloro-4- (trifluoromethyl) phenylboronic acid are as follows.
One of them is the related derivation method of Suzuki reaction. The halogenated aromatic hydrocarbon containing 3-chloro-4- (trifluoromethyl) is used as the starting material. The halogenated aromatic hydrocarbon and the organoboron reagent undergo a coupling reaction under the action of palladium catalyst and base. Palladium catalysts are commonly used, such as tetra (triphenylphosphine) palladium, which can effectively promote the formation of carbon-boron bonds in the reaction system. Potassium carbonate, sodium carbonate, etc. can be selected as the base. The function of the base is to activate the organoboron reagent and promote the smooth progress of the reaction. The reaction needs to be carried out in suitable solvents, such as dioxane, mixed solvent of toluene and water, etc. These solvents can provide a good environment for the reaction, so that the reactants can be fully contacted. By fine regulation of reaction temperature, time and other conditions, the target product 3-chloro-4- (trifluoromethyl) phenylboronic acid can be obtained.
Second, it can be prepared by the Grignard reagent method. First, 3-chloro-4- (trifluoromethyl) halobenzene is reacted with magnesium to make Grignard reagent. This process needs to be carried out under strict conditions of anhydrous and oxygen-free to ensure the stability of Grignard reagent. Commonly used anhydrous solvents, such as anhydrous ether or tetrahydrofuran, etc. The prepared Grignard reagent is then reacted with borate esters, and then hydrolyzed to obtain 3-chloro-4- (trifluoromethyl) phenylboronic acid. In the hydrolysis step, the hydrolysis conditions need to be controlled to ensure the purity and yield of the product.
Third, aromatics containing 3-chloro-4- (trifluoromethyl) are prepared by lithium reaction. Under low temperature conditions, reagents such as butyl lithium are used to lithium the aromatics to form a lithium intermediate. This intermediate is then reacted with borate esters and finally acidified to obtain the target phenylboronic acid. This method requires high control of reaction temperature and reagent dosage. Low temperature environment is conducive to the selective formation of lithiated products, and precise control of reagent dosage can avoid side reactions and improve product yield and purity.
One of them is the related derivation method of Suzuki reaction. The halogenated aromatic hydrocarbon containing 3-chloro-4- (trifluoromethyl) is used as the starting material. The halogenated aromatic hydrocarbon and the organoboron reagent undergo a coupling reaction under the action of palladium catalyst and base. Palladium catalysts are commonly used, such as tetra (triphenylphosphine) palladium, which can effectively promote the formation of carbon-boron bonds in the reaction system. Potassium carbonate, sodium carbonate, etc. can be selected as the base. The function of the base is to activate the organoboron reagent and promote the smooth progress of the reaction. The reaction needs to be carried out in suitable solvents, such as dioxane, mixed solvent of toluene and water, etc. These solvents can provide a good environment for the reaction, so that the reactants can be fully contacted. By fine regulation of reaction temperature, time and other conditions, the target product 3-chloro-4- (trifluoromethyl) phenylboronic acid can be obtained.
Second, it can be prepared by the Grignard reagent method. First, 3-chloro-4- (trifluoromethyl) halobenzene is reacted with magnesium to make Grignard reagent. This process needs to be carried out under strict conditions of anhydrous and oxygen-free to ensure the stability of Grignard reagent. Commonly used anhydrous solvents, such as anhydrous ether or tetrahydrofuran, etc. The prepared Grignard reagent is then reacted with borate esters, and then hydrolyzed to obtain 3-chloro-4- (trifluoromethyl) phenylboronic acid. In the hydrolysis step, the hydrolysis conditions need to be controlled to ensure the purity and yield of the product.
Third, aromatics containing 3-chloro-4- (trifluoromethyl) are prepared by lithium reaction. Under low temperature conditions, reagents such as butyl lithium are used to lithium the aromatics to form a lithium intermediate. This intermediate is then reacted with borate esters and finally acidified to obtain the target phenylboronic acid. This method requires high control of reaction temperature and reagent dosage. Low temperature environment is conducive to the selective formation of lithiated products, and precise control of reagent dosage can avoid side reactions and improve product yield and purity.
Precautions for 3-chloro-4- (trifluoromethyl) benzeneboronic Acid during Storage and Transportation
For 3-chloro-4- (trifluoromethyl) phenylboronic acid, pay attention to many matters during storage and transportation.
This product should be stored in a cool, dry and well-ventilated place. Because of its active chemical nature, it is easy to deteriorate when heated, so it is necessary to avoid high temperature and fire sources. If placed in a hot place, or due to excessive temperature, chemical reactions will be caused, which will damage its quality.
Furthermore, strict moisture protection is required. Because water can react with phenylboronic acid substances, its structure will change and its efficacy will be damaged. The storage place should be kept dry, and a desiccant can be placed next to it to keep the environment dry.
When transporting, it should not be ignored. It is necessary to ensure that the packaging is intact to prevent leakage. If it leaks outside, it will not only pollute the environment, but also cause danger due to its certain chemical activity or reaction with surrounding substances. During handling, it should be handled with care to avoid violent vibration and collision to prevent package damage.
In addition, pay attention to its compatibility with other substances. Do not co-store and transport with strong oxidants, strong alkalis, etc. Due to their chemical properties, contact with them is prone to violent reactions, endangering safety. Only by carefully engaging in such storage and transportation can the quality and safety of 3-chloro-4- (trifluoromethyl) phenylboronic acid be guaranteed.
This product should be stored in a cool, dry and well-ventilated place. Because of its active chemical nature, it is easy to deteriorate when heated, so it is necessary to avoid high temperature and fire sources. If placed in a hot place, or due to excessive temperature, chemical reactions will be caused, which will damage its quality.
Furthermore, strict moisture protection is required. Because water can react with phenylboronic acid substances, its structure will change and its efficacy will be damaged. The storage place should be kept dry, and a desiccant can be placed next to it to keep the environment dry.
When transporting, it should not be ignored. It is necessary to ensure that the packaging is intact to prevent leakage. If it leaks outside, it will not only pollute the environment, but also cause danger due to its certain chemical activity or reaction with surrounding substances. During handling, it should be handled with care to avoid violent vibration and collision to prevent package damage.
In addition, pay attention to its compatibility with other substances. Do not co-store and transport with strong oxidants, strong alkalis, etc. Due to their chemical properties, contact with them is prone to violent reactions, endangering safety. Only by carefully engaging in such storage and transportation can the quality and safety of 3-chloro-4- (trifluoromethyl) phenylboronic acid be guaranteed.
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