Linshang Chemical
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4-Chlorobenzeneboronic Acid
Linshang Chemical
|
HS Code |
446160 |
| Chemical Formula | C6H6BClO2 |
| Molecular Weight | 156.38 |
| Appearance | White to off - white solid |
| Melting Point | 240 - 244 °C |
| Solubility In Water | Slightly soluble |
| Solubility In Organic Solvents | Soluble in some organic solvents like ethanol, dichloromethane |
| Pka Value | Around 8.5 |
| Boiling Point | Decomposes before boiling |
| Stability | Stable under normal conditions, but sensitive to strong oxidizing agents |
As an accredited 4-Chlorobenzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100g of 4 - chlorobenzeneboronic Acid packaged in a sealed, chemical - resistant bottle. |
| Storage | 4 - Chlorobenzeneboronic 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 over time. Store it separately from incompatible substances like strong oxidizing agents and bases to avoid chemical reactions that could compromise its quality. |
| Shipping | 4 - Chlorobenzeneboronic Acid is shipped in well - sealed containers, compliant with chemical transportation regulations. Packaging safeguards against breakage and leakage during transit to ensure safe delivery. |
Competitive 4-Chlorobenzeneboronic Acid prices that fit your budget—flexible terms and customized quotes for every order.
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What is the chemical structure of 4-chlorobenzeneboronic Acid?
4-chlorobenzeneboronic Acid is 4-chlorophenylboronic acid, and its chemical structure is as follows.
In this compound, the core is a benzene ring structure. The benzene ring is a planar hexagonal structure formed by connecting six carbon atoms in the form of conjugated double bonds, which is stable and aromatic. At position 1 of the benzene ring, a chlorine atom (Cl) is connected, and the chlorine atom has a certain electronegativity, which will affect the electron cloud distribution of the benzene ring. The electron-absorbing effect can reduce the electron cloud density of the benzene ring. At position 4 of the benzene ring, a boric acid group (-B (OH) -2) is connected. In the boric acid group, the outer layer of the boron atom (B) has three electrons, which are connected to two hydroxyl groups (-OH) and benzene rings. The boron atom does not reach an eight-electron stable structure and has a certain electron deficiency, which makes the boric acid group can be used as a Lewis acid to coordinate with substances with lone pairs of electrons. The overall structure of 4-chlorophenylboronic acid makes it have the properties of benzene ring, chlorine atom and boric acid group at the same time. In the field of organic synthesis, it is often used as an important intermediate to participate in the construction of carbon-carbon bonds, carbon-heteroatomic bonds and other reactions. Due to its unique structure, it can realize the transformation of specific functional groups and the construction of molecular skeletons.
In this compound, the core is a benzene ring structure. The benzene ring is a planar hexagonal structure formed by connecting six carbon atoms in the form of conjugated double bonds, which is stable and aromatic. At position 1 of the benzene ring, a chlorine atom (Cl) is connected, and the chlorine atom has a certain electronegativity, which will affect the electron cloud distribution of the benzene ring. The electron-absorbing effect can reduce the electron cloud density of the benzene ring. At position 4 of the benzene ring, a boric acid group (-B (OH) -2) is connected. In the boric acid group, the outer layer of the boron atom (B) has three electrons, which are connected to two hydroxyl groups (-OH) and benzene rings. The boron atom does not reach an eight-electron stable structure and has a certain electron deficiency, which makes the boric acid group can be used as a Lewis acid to coordinate with substances with lone pairs of electrons. The overall structure of 4-chlorophenylboronic acid makes it have the properties of benzene ring, chlorine atom and boric acid group at the same time. In the field of organic synthesis, it is often used as an important intermediate to participate in the construction of carbon-carbon bonds, carbon-heteroatomic bonds and other reactions. Due to its unique structure, it can realize the transformation of specific functional groups and the construction of molecular skeletons.
What are the main uses of 4-chlorobenzeneboronic Acid?
4-Chlorophenylboronic acid is an important organoboron compound with a wide range of uses in the field of organic synthesis. Its main use is to play a key role in various cross-coupling reactions.
In the Suzuki coupling reaction, 4-chlorophenylboronic acid can be efficiently coupled with halogenated aromatics or olefins under the condition of palladium catalysis and the presence of bases. With this reaction, carbon-carbon bonds can be easily formed, and then a series of biphenyl compounds with specific structures and functions can be synthesized. Such biphenyl compounds are of great significance in the field of materials science and can be used to prepare organic Light Emitting Diode (OLED) materials. Due to their unique molecular structure, they can endow the materials with good photoelectric properties, so that the OLED display has higher brightness, contrast and color saturation. In the field of medicinal chemistry, the core skeleton of many drug molecules also relies on Suzuki coupling reaction to participate in the construction of 4-chlorophenylboronic acid, which lays the foundation for the development of new drugs.
Furthermore, 4-chlorophenylboronic acid can be used as an important synthetic block when building complex organic molecular structures. Due to the presence of chlorine atoms and boric acid groups on the benzene ring, it endows the molecule with rich reaction check points. By rationally designing the reaction route, it can carry out multi-step derivatization reactions, and gradually build a complex and diverse organic molecular structure. This is crucial in the field of total synthesis of natural products, enabling chemists to start from simple starting materials and achieve artificial synthesis of natural products with complex structures and significant biological activities through exquisite synthesis strategies, providing a key material basis for new drug development and biological activity research.
In addition, in the field of material surface modification, 4-chlorophenylboronic acid can be grafted to the surface of the material by means of chemical reactions. In this way, the surface of the material has unique chemical properties and functions. For example, by modifying 4-chlorophenylboronic acid on the surface of some sensor materials, the specific interaction of boric acid groups with specific biomolecules (such as carbohydrates) is used to endow the sensor with the ability to selectively identify carbohydrates, thus realizing the sensitive detection of carbohydrates in biological systems, which has broad application prospects in the field of biomedical detection.
In the Suzuki coupling reaction, 4-chlorophenylboronic acid can be efficiently coupled with halogenated aromatics or olefins under the condition of palladium catalysis and the presence of bases. With this reaction, carbon-carbon bonds can be easily formed, and then a series of biphenyl compounds with specific structures and functions can be synthesized. Such biphenyl compounds are of great significance in the field of materials science and can be used to prepare organic Light Emitting Diode (OLED) materials. Due to their unique molecular structure, they can endow the materials with good photoelectric properties, so that the OLED display has higher brightness, contrast and color saturation. In the field of medicinal chemistry, the core skeleton of many drug molecules also relies on Suzuki coupling reaction to participate in the construction of 4-chlorophenylboronic acid, which lays the foundation for the development of new drugs.
Furthermore, 4-chlorophenylboronic acid can be used as an important synthetic block when building complex organic molecular structures. Due to the presence of chlorine atoms and boric acid groups on the benzene ring, it endows the molecule with rich reaction check points. By rationally designing the reaction route, it can carry out multi-step derivatization reactions, and gradually build a complex and diverse organic molecular structure. This is crucial in the field of total synthesis of natural products, enabling chemists to start from simple starting materials and achieve artificial synthesis of natural products with complex structures and significant biological activities through exquisite synthesis strategies, providing a key material basis for new drug development and biological activity research.
In addition, in the field of material surface modification, 4-chlorophenylboronic acid can be grafted to the surface of the material by means of chemical reactions. In this way, the surface of the material has unique chemical properties and functions. For example, by modifying 4-chlorophenylboronic acid on the surface of some sensor materials, the specific interaction of boric acid groups with specific biomolecules (such as carbohydrates) is used to endow the sensor with the ability to selectively identify carbohydrates, thus realizing the sensitive detection of carbohydrates in biological systems, which has broad application prospects in the field of biomedical detection.
What are the synthetic methods of 4-chlorobenzeneboronic Acid?
There are several common methods for the synthesis of 4-chlorophenylboronic acid (4-chlorobenzeneboronic Acid).
One is the Grignard reagent method. The Grignard reagent is prepared by reacting 4-chlorobromobenzene with magnesium chips in an organic solvent such as anhydrous ether or tetrahydrofuran. This reaction needs to be carried out in a harsh environment without water and oxygen. Because the Grignard reagent is extremely active, it reacts quickly in contact with water or oxygen and fails. After the Grignard reagent is prepared, it reacts with borate esters, such as trimethyl borate. After the reaction is completed, 4-chlorophenylboronic acid can be obtained through a hydrolysis step. The advantage of this method is that the reaction steps are relatively clear and the yield is acceptable; however, its disadvantages are also significant. The preparation conditions of Grignard reagent are harsh, and the quality and reactivity of magnesium chips have a great impact on the reaction.
The second is the palladium catalytic coupling method. Using 4-chlorohalobenzene and pinacol borate as raw materials, under the catalysis of palladium catalyst, such as tetra (triphenylphosphine) palladium, in an appropriate organic solvent, such as toluene, dioxane, etc., a base, such as potassium carbonate, sodium carbonate, etc., is added to heat the reaction. Palladium catalyst is crucial in this reaction, which can promote the coupling reaction between halobenzene and borate pinacol ester. The advantage of this method is that the reaction conditions are milder than the Grignard reagent method, and the requirements for the reaction environment are relatively loose; however, the palladium catalyst is expensive, which increases the reaction cost, and the separation and recovery of the catalyst after the reaction are more complicated.
The third is the lithium reagent method. 4-chlorohalobenzene is reacted with lithium reagents such as butyl lithium at low temperature to form a lithium intermediate. This reaction needs to be carried out at low temperature, such as - 78 ° C, because the lithium reagent is extremely active. Then, the lithium intermediate is reacted with borate ester, and then hydrolyzed to obtain 4-chlorophenylboronic acid. This method has high reactivity, but the low temperature conditions require high equipment, the operation is difficult, and the cost of lithium reagents is not low, and the safety needs to be paid special attention.
All these synthesis methods have their own advantages and disadvantages. In practical application, the appropriate synthesis path should be carefully selected according to specific circumstances, such as raw material availability, cost considerations, and equipment conditions.
One is the Grignard reagent method. The Grignard reagent is prepared by reacting 4-chlorobromobenzene with magnesium chips in an organic solvent such as anhydrous ether or tetrahydrofuran. This reaction needs to be carried out in a harsh environment without water and oxygen. Because the Grignard reagent is extremely active, it reacts quickly in contact with water or oxygen and fails. After the Grignard reagent is prepared, it reacts with borate esters, such as trimethyl borate. After the reaction is completed, 4-chlorophenylboronic acid can be obtained through a hydrolysis step. The advantage of this method is that the reaction steps are relatively clear and the yield is acceptable; however, its disadvantages are also significant. The preparation conditions of Grignard reagent are harsh, and the quality and reactivity of magnesium chips have a great impact on the reaction.
The second is the palladium catalytic coupling method. Using 4-chlorohalobenzene and pinacol borate as raw materials, under the catalysis of palladium catalyst, such as tetra (triphenylphosphine) palladium, in an appropriate organic solvent, such as toluene, dioxane, etc., a base, such as potassium carbonate, sodium carbonate, etc., is added to heat the reaction. Palladium catalyst is crucial in this reaction, which can promote the coupling reaction between halobenzene and borate pinacol ester. The advantage of this method is that the reaction conditions are milder than the Grignard reagent method, and the requirements for the reaction environment are relatively loose; however, the palladium catalyst is expensive, which increases the reaction cost, and the separation and recovery of the catalyst after the reaction are more complicated.
The third is the lithium reagent method. 4-chlorohalobenzene is reacted with lithium reagents such as butyl lithium at low temperature to form a lithium intermediate. This reaction needs to be carried out at low temperature, such as - 78 ° C, because the lithium reagent is extremely active. Then, the lithium intermediate is reacted with borate ester, and then hydrolyzed to obtain 4-chlorophenylboronic acid. This method has high reactivity, but the low temperature conditions require high equipment, the operation is difficult, and the cost of lithium reagents is not low, and the safety needs to be paid special attention.
All these synthesis methods have their own advantages and disadvantages. In practical application, the appropriate synthesis path should be carefully selected according to specific circumstances, such as raw material availability, cost considerations, and equipment conditions.
What are the physical properties of 4-chlorobenzeneboronic Acid?
4-Chlorophenylboronic acid, its physical properties are as follows:
This substance is mostly white to light yellow crystalline powder at room temperature. Looking at its shape, the powder is fine and uniform in texture.
When it comes to the melting point, it is about 245-250 ° C. Such a melting point indicates that it will melt from solid to liquid at a relatively high temperature. In this temperature range, the intermolecular force is gradually overcome, the lattice structure disintegrates, and the phase transition occurs.
In terms of solubility, it is slightly soluble in water. Water is a common polar solvent, and 4-chlorophenylboronic acid is slightly soluble in water, indicating that its molecular polarity is different from that of water molecules. Although there is a certain interaction, it is not enough to dissolve it in large quantities. However, it can be better dissolved in some common organic solvents, such as dichloromethane and ethanol. In dichloromethane, due to the interaction of Van der Waals forces between the two molecules, it can be uniformly dispersed to form a uniform and stable solution; in ethanol, it can also be dissolved by the interaction of hydrogen bonds with ethanol molecules.
In terms of density, its density is relatively moderate, and the specific value will vary slightly depending on the measurement conditions. Density reflects the mass of a substance per unit volume, which is of great significance in many chemical operations, such as separation and mixing.
Its physical properties such as appearance and texture, melting point, solubility and density are of great significance in the field of organic synthesis. In the organic synthesis reaction, the reaction temperature and post-treatment method can be reasonably selected according to its melting point; the solubility characteristics help to select the appropriate reaction solvent to promote the smooth progress of the reaction and improve the yield and product purity.
This substance is mostly white to light yellow crystalline powder at room temperature. Looking at its shape, the powder is fine and uniform in texture.
When it comes to the melting point, it is about 245-250 ° C. Such a melting point indicates that it will melt from solid to liquid at a relatively high temperature. In this temperature range, the intermolecular force is gradually overcome, the lattice structure disintegrates, and the phase transition occurs.
In terms of solubility, it is slightly soluble in water. Water is a common polar solvent, and 4-chlorophenylboronic acid is slightly soluble in water, indicating that its molecular polarity is different from that of water molecules. Although there is a certain interaction, it is not enough to dissolve it in large quantities. However, it can be better dissolved in some common organic solvents, such as dichloromethane and ethanol. In dichloromethane, due to the interaction of Van der Waals forces between the two molecules, it can be uniformly dispersed to form a uniform and stable solution; in ethanol, it can also be dissolved by the interaction of hydrogen bonds with ethanol molecules.
In terms of density, its density is relatively moderate, and the specific value will vary slightly depending on the measurement conditions. Density reflects the mass of a substance per unit volume, which is of great significance in many chemical operations, such as separation and mixing.
Its physical properties such as appearance and texture, melting point, solubility and density are of great significance in the field of organic synthesis. In the organic synthesis reaction, the reaction temperature and post-treatment method can be reasonably selected according to its melting point; the solubility characteristics help to select the appropriate reaction solvent to promote the smooth progress of the reaction and improve the yield and product purity.
4-chlorobenzeneboronic Acid during storage and transportation
4-Chlorophenylboronic acid is also a commonly used reagent in organic synthesis. When storing and transporting, many matters must be paid attention to.
First storage, this product should be placed in a cool, dry and well-ventilated place. Because it is quite sensitive to humidity, if it is in a humid environment, it is easy to absorb moisture and deteriorate, resulting in reduced chemical activity, which affects the subsequent use effect. And the temperature must also be controlled, too high temperature or cause adverse reactions such as decomposition, so it is generally suitable to store in a low temperature environment, such as refrigeration, but pay attention to moisture.
When transporting, there are also many points. Be sure to pack tightly to prevent leakage. Because of its certain chemical activity, if it leaks into contact with other substances, or triggers a chemical reaction, it will endanger the safety of transportation. Violent vibration and collision should be avoided during transportation to avoid package damage. And it must be carried out in accordance with the relevant dangerous chemical transportation regulations, and the transporter should also be familiar with its characteristics and emergency treatment methods, just in case.
In addition, whether it is stored or transported, it must be stored or transported separately from oxidants, acids, alkalis and other substances, because 4-chlorophenylboronic acid is prone to chemical reactions with such substances, which brings potential safety hazards. Only by paying careful attention to the above matters can we ensure the safety and stability of 4-chlorophenylboronic acid during storage and transportation, so as to prepare for subsequent organic synthesis and other work smoothly.
First storage, this product should be placed in a cool, dry and well-ventilated place. Because it is quite sensitive to humidity, if it is in a humid environment, it is easy to absorb moisture and deteriorate, resulting in reduced chemical activity, which affects the subsequent use effect. And the temperature must also be controlled, too high temperature or cause adverse reactions such as decomposition, so it is generally suitable to store in a low temperature environment, such as refrigeration, but pay attention to moisture.
When transporting, there are also many points. Be sure to pack tightly to prevent leakage. Because of its certain chemical activity, if it leaks into contact with other substances, or triggers a chemical reaction, it will endanger the safety of transportation. Violent vibration and collision should be avoided during transportation to avoid package damage. And it must be carried out in accordance with the relevant dangerous chemical transportation regulations, and the transporter should also be familiar with its characteristics and emergency treatment methods, just in case.
In addition, whether it is stored or transported, it must be stored or transported separately from oxidants, acids, alkalis and other substances, because 4-chlorophenylboronic acid is prone to chemical reactions with such substances, which brings potential safety hazards. Only by paying careful attention to the above matters can we ensure the safety and stability of 4-chlorophenylboronic acid during storage and transportation, so as to prepare for subsequent organic synthesis and other work smoothly.
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