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4-Chloro-2-Methylbenzeneboronic Acid
Linshang Chemical
|
HS Code |
262380 |
| Name | 4-Chloro-2-Methylbenzeneboronic Acid |
| Chemical Formula | C7H8BClO2 |
| Molar Mass | 170.40 g/mol |
| Appearance | Solid |
| Melting Point | 149 - 154 °C |
| Solubility In Water | Slightly soluble |
| Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, dichloromethane |
| Pka Value | ~8.8 (boronic acid group) |
As an accredited 4-Chloro-2-Methylbenzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100g of 4 - chloro - 2 - methylbenzeneboronic acid in a sealed, labeled chemical container. |
| Storage | 4 - chloro - 2 - methylbenzeneboronic acid should be stored in a cool, dry place, away from heat sources and direct sunlight. Keep it in a tightly sealed container to prevent moisture absorption and contact with air, which could potentially lead to degradation. Store it separately from incompatible substances, such as strong oxidizing agents and bases, to avoid chemical reactions. |
| Shipping | 4 - chloro - 2 - methylbenzeneboronic acid is shipped in well - sealed containers, following strict chemical transport regulations. Packaging ensures protection from moisture and damage during transit to prevent any chemical leakage or degradation. |
Competitive 4-Chloro-2-Methylbenzeneboronic 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-chloro-2-methylbenzeneboronic Acid?
4-Chloro-2-methylphenylboronic acid, its chemical structure can be regarded as a benzene ring as a base, on the benzene ring, a chlorine atom at position 4, a methyl at position 2, and a boric acid group ($-B (OH) _2 $) at another position of the benzene ring.
In this compound, the benzene ring has a six-membered ring structure, which is composed of six carbon atoms interconnected by covalent bonds. The carbon-carbon bond is a unique conjugated system, which makes the benzene ring stable. The chlorine atom at position 4 is a halogen element atom with certain electronegativity, which has an impact on the electron cloud distribution of the benzene ring, which can change the chemical activity of the benzene ring, and the presence of chlorine atoms makes the compound in some reactions can be used as a check point for electrophilic substitution reactions, because it can leave under suitable conditions and participate in nucleophilic substitution and other reactions. The methyl group at position
2 is an alkyl substituent, which has a electron-giving effect. It will increase the electron cloud density of the benzene ring and affect the reactivity of other substituents on the benzene ring, especially the ortho and para-sites. The boric acid group ($-B (OH) _2 $), in which the boron atom has electron-deficient properties, makes the group able to complex with some molecules or ions containing lone pairs of electrons. This property is extremely important in the field of organic synthesis. It is often used to construct carbon-carbon bonds and other reactions, such as the Suzuki reaction. Boric acid groups can be coupled with halogenated aromatics under the action of palladium catalysts to realize the effective construction of carbon-carbon bonds. It is widely used in many fields such as drug synthesis and materials science.
In this way, the unique chemical structure of 4-chloro-2-methylphenylboronic acid endows it with diverse chemical properties and a wide range of application prospects.
In this compound, the benzene ring has a six-membered ring structure, which is composed of six carbon atoms interconnected by covalent bonds. The carbon-carbon bond is a unique conjugated system, which makes the benzene ring stable. The chlorine atom at position 4 is a halogen element atom with certain electronegativity, which has an impact on the electron cloud distribution of the benzene ring, which can change the chemical activity of the benzene ring, and the presence of chlorine atoms makes the compound in some reactions can be used as a check point for electrophilic substitution reactions, because it can leave under suitable conditions and participate in nucleophilic substitution and other reactions. The methyl group at position
2 is an alkyl substituent, which has a electron-giving effect. It will increase the electron cloud density of the benzene ring and affect the reactivity of other substituents on the benzene ring, especially the ortho and para-sites. The boric acid group ($-B (OH) _2 $), in which the boron atom has electron-deficient properties, makes the group able to complex with some molecules or ions containing lone pairs of electrons. This property is extremely important in the field of organic synthesis. It is often used to construct carbon-carbon bonds and other reactions, such as the Suzuki reaction. Boric acid groups can be coupled with halogenated aromatics under the action of palladium catalysts to realize the effective construction of carbon-carbon bonds. It is widely used in many fields such as drug synthesis and materials science.
In this way, the unique chemical structure of 4-chloro-2-methylphenylboronic acid endows it with diverse chemical properties and a wide range of application prospects.
What are the main uses of 4-chloro-2-methylbenzeneboronic Acid?
4-Chloro-2-methylphenylboronic acid, a crucial reagent in organic synthesis, has a wide range of uses and involves many fields.
First, in the field of medicinal chemistry, it is often used as a key intermediate. The structure of Gein phenylboronic acid can participate in a variety of organic reactions, such as the Suzuki-Miyaura coupling reaction. This reaction can form a carbon-carbon bond. When synthesizing complex drug molecular structures, 4-chloro-2-methylphenylboronic acid can precisely introduce a specific aryl structure, laying the foundation for the creation of new drugs. The synthesis process of many biologically active drug molecules relies on such reactions to build molecular frameworks with specific drug effects.
Second, in the field of materials science, it also has important functions. It can be used to prepare functional materials, such as photovoltaic materials. By coupling with other halogenated aromatics, polymers with specific conjugated structures can be synthesized. Due to their unique electronic structure, such polymers exhibit excellent photoelectric properties, such as fluorescence emission, charge transport, etc., which have great application potential in the fabrication of organic Light Emitting Diode (OLED), organic solar cells and other devices.
Third, in organic synthesis chemistry, it is a powerful tool for organic synthesis chemists. It can react with many compounds such as halogenated hydrocarbons and olefins to achieve the construction of diverse molecular structures. By rationally designing reaction routes and taking advantage of their characteristics, a series of organic compounds with novel structures and unique functions can be synthesized, expanding the variety and application range of organic compounds.
In summary, 4-chloro-2-methylphenylboronic acid, with its unique reactivity and structural characteristics, plays an indispensable role in many fields such as drug development, material creation and organic synthesis, and promotes the continuous development and progress of related fields.
First, in the field of medicinal chemistry, it is often used as a key intermediate. The structure of Gein phenylboronic acid can participate in a variety of organic reactions, such as the Suzuki-Miyaura coupling reaction. This reaction can form a carbon-carbon bond. When synthesizing complex drug molecular structures, 4-chloro-2-methylphenylboronic acid can precisely introduce a specific aryl structure, laying the foundation for the creation of new drugs. The synthesis process of many biologically active drug molecules relies on such reactions to build molecular frameworks with specific drug effects.
Second, in the field of materials science, it also has important functions. It can be used to prepare functional materials, such as photovoltaic materials. By coupling with other halogenated aromatics, polymers with specific conjugated structures can be synthesized. Due to their unique electronic structure, such polymers exhibit excellent photoelectric properties, such as fluorescence emission, charge transport, etc., which have great application potential in the fabrication of organic Light Emitting Diode (OLED), organic solar cells and other devices.
Third, in organic synthesis chemistry, it is a powerful tool for organic synthesis chemists. It can react with many compounds such as halogenated hydrocarbons and olefins to achieve the construction of diverse molecular structures. By rationally designing reaction routes and taking advantage of their characteristics, a series of organic compounds with novel structures and unique functions can be synthesized, expanding the variety and application range of organic compounds.
In summary, 4-chloro-2-methylphenylboronic acid, with its unique reactivity and structural characteristics, plays an indispensable role in many fields such as drug development, material creation and organic synthesis, and promotes the continuous development and progress of related fields.
What are the synthetic methods of 4-chloro-2-methylbenzeneboronic Acid?
There are several methods for synthesizing 4-chloro-2-methylphenylboronic acid as follows.
First, it can be prepared by reacting halogenated aromatics with organometallic reagents. Take 4-chloro-2-methylbromobenzene first, react with magnesium at low temperature and in the presence of a suitable catalyst such as palladium catalyst to make Grignard reagent. Then the Grignard reagent is reacted with borates, such as trimethyl borate, in a suitable solvent such as tetrahydrofuran. After the reaction is completed, the reaction mixture is treated with dilute acid through a hydrolysis step to obtain 4-chloro-2-methylphenylboronic acid. In this process, it is necessary to pay attention to the control of the reaction temperature. Too low or too high temperature may affect the yield and selectivity of the reaction.
Second, the synthesis is carried out with the help of the principle of Suzuki-Miyaura reaction. 4-Chloro-2-methyl halobenzene and borate are reacted with alkali and palladium catalysts. Basic substances such as potassium carbonate are selected, and dichloromethane or toluene are used as solvents. Before the reaction starts, it is crucial to remove oxygen from the reaction system, because oxygen will interfere with the activity of the palladium catalyst, which in turn affects the reaction process. During the reaction, it is necessary to continuously stir to make the reactants fully contact to promote the smooth progress of the reaction. After the reaction is completed, the product is separated and purified by means of column chromatography or recrystallization.
Third, the aromatic hydrocarbon is directly boronized with metal boron reagent. Select a suitable metal boron reagent, and boronize 4-chloro-2-methylbenzene under the action of a guide group or a special catalyst. This method requires harsh reaction conditions. It is necessary to precisely adjust the reaction temperature, time and reagent dosage to obtain a higher yield of 4-chloro-2-methylphenylboronic acid. The post-reaction process also requires fine operation to ensure the purity of the product.
First, it can be prepared by reacting halogenated aromatics with organometallic reagents. Take 4-chloro-2-methylbromobenzene first, react with magnesium at low temperature and in the presence of a suitable catalyst such as palladium catalyst to make Grignard reagent. Then the Grignard reagent is reacted with borates, such as trimethyl borate, in a suitable solvent such as tetrahydrofuran. After the reaction is completed, the reaction mixture is treated with dilute acid through a hydrolysis step to obtain 4-chloro-2-methylphenylboronic acid. In this process, it is necessary to pay attention to the control of the reaction temperature. Too low or too high temperature may affect the yield and selectivity of the reaction.
Second, the synthesis is carried out with the help of the principle of Suzuki-Miyaura reaction. 4-Chloro-2-methyl halobenzene and borate are reacted with alkali and palladium catalysts. Basic substances such as potassium carbonate are selected, and dichloromethane or toluene are used as solvents. Before the reaction starts, it is crucial to remove oxygen from the reaction system, because oxygen will interfere with the activity of the palladium catalyst, which in turn affects the reaction process. During the reaction, it is necessary to continuously stir to make the reactants fully contact to promote the smooth progress of the reaction. After the reaction is completed, the product is separated and purified by means of column chromatography or recrystallization.
Third, the aromatic hydrocarbon is directly boronized with metal boron reagent. Select a suitable metal boron reagent, and boronize 4-chloro-2-methylbenzene under the action of a guide group or a special catalyst. This method requires harsh reaction conditions. It is necessary to precisely adjust the reaction temperature, time and reagent dosage to obtain a higher yield of 4-chloro-2-methylphenylboronic acid. The post-reaction process also requires fine operation to ensure the purity of the product.
What are the physical properties of 4-chloro-2-methylbenzeneboronic Acid?
4-Chloro-2-methylphenylboronic acid is an important reagent in the field of organic synthesis. It has the following physical properties:
Looking at its properties, it is mostly white to white solid powder under normal conditions. This form is conducive to storage and use, and it has good dispersibility in most organic solvents, making it easy to participate in various chemical reactions.
When it comes to melting point, it is between 240-245 ° C. As one of the characteristics of matter, this temperature range can help identify the purity of the compound. If there are few impurities, the melting point is stable in this range. The melting point of impurities increases or decreases and the melting range becomes wider.
Its solubility is also worthy of attention, slightly soluble in water. Due to the molecular structure, the substituents on the benzene ring and boron atoms are hydrophobic groups, resulting in weak interaction with water molecules. However, the substance is soluble in some organic solvents, such as dichloromethane, tetrahydrofuran, toluene, etc. It has good solubility in dichloromethane because dichloromethane is a polar organic solvent and can interact with 4-chloro-2-methylphenylboronic acid molecules by van der Waals force, making it uniformly disperse and dissolve, which provides convenience for the choice of reaction medium in organic synthesis. 4-Chloro-2-methylphenylboronic acid is stable in air, but it may be slowly hydrolyzed after prolonged exposure or exposure to moisture. Therefore, it should be stored in a dry, cool and sealed place to prevent deterioration from affecting the use effect.
Looking at its properties, it is mostly white to white solid powder under normal conditions. This form is conducive to storage and use, and it has good dispersibility in most organic solvents, making it easy to participate in various chemical reactions.
When it comes to melting point, it is between 240-245 ° C. As one of the characteristics of matter, this temperature range can help identify the purity of the compound. If there are few impurities, the melting point is stable in this range. The melting point of impurities increases or decreases and the melting range becomes wider.
Its solubility is also worthy of attention, slightly soluble in water. Due to the molecular structure, the substituents on the benzene ring and boron atoms are hydrophobic groups, resulting in weak interaction with water molecules. However, the substance is soluble in some organic solvents, such as dichloromethane, tetrahydrofuran, toluene, etc. It has good solubility in dichloromethane because dichloromethane is a polar organic solvent and can interact with 4-chloro-2-methylphenylboronic acid molecules by van der Waals force, making it uniformly disperse and dissolve, which provides convenience for the choice of reaction medium in organic synthesis. 4-Chloro-2-methylphenylboronic acid is stable in air, but it may be slowly hydrolyzed after prolonged exposure or exposure to moisture. Therefore, it should be stored in a dry, cool and sealed place to prevent deterioration from affecting the use effect.
4-chloro-2-methylbenzeneboronic Acid during storage and transportation
4-Chloro-2-methylphenylboronic acid is a commonly used reagent in organic synthesis. When storing and transporting, pay attention to the following things:
First, keep it dry when storing. This reagent is prone to moisture absorption, and moisture absorption may affect its purity and reactivity. It should be stored in a dry, cool and well-ventilated place, away from water sources and moisture. If conditions permit, it can be placed in a dryer with a desiccant to keep the environment dry.
Second, temperature control is critical. Avoid high temperatures and extreme low temperatures. High temperatures may cause the reagent to decompose and deteriorate, and extreme low temperatures may crystallize the reagent, which also affects its performance. Generally speaking, it is better to refrigerate at 2-8 ° C. If there is no refrigeration condition, it should also be placed in a cool place, and the temperature should not exceed 30 ° C.
Third, during transportation, shock resistance is extremely important. Because it is a chemical reagent, vibration or damage to the package, resulting in leakage of reagents. It needs to be properly fixed in the container and filled with soft and shock-proof materials around.
Fourth, the packaging must be tight. To prevent contact with air, because it contains boron atoms or reacts with oxygen and water vapor in the air. The packaging material also needs to be resistant to chemical corrosion to ensure that it does not react with the reagent during transportation and storage.
Fifth, clear marking is indispensable. The name, nature, hazard and other information of the reagent should be clearly marked on the outside of the package. In the event of an accident, others can quickly know the situation and take appropriate measures.
Sixth, follow the regulations. Whether it is storage or transportation, it is necessary to strictly follow the relevant chemical reagent management regulations and safety standards, and must not operate in violation of regulations to avoid brewing safety accidents.
First, keep it dry when storing. This reagent is prone to moisture absorption, and moisture absorption may affect its purity and reactivity. It should be stored in a dry, cool and well-ventilated place, away from water sources and moisture. If conditions permit, it can be placed in a dryer with a desiccant to keep the environment dry.
Second, temperature control is critical. Avoid high temperatures and extreme low temperatures. High temperatures may cause the reagent to decompose and deteriorate, and extreme low temperatures may crystallize the reagent, which also affects its performance. Generally speaking, it is better to refrigerate at 2-8 ° C. If there is no refrigeration condition, it should also be placed in a cool place, and the temperature should not exceed 30 ° C.
Third, during transportation, shock resistance is extremely important. Because it is a chemical reagent, vibration or damage to the package, resulting in leakage of reagents. It needs to be properly fixed in the container and filled with soft and shock-proof materials around.
Fourth, the packaging must be tight. To prevent contact with air, because it contains boron atoms or reacts with oxygen and water vapor in the air. The packaging material also needs to be resistant to chemical corrosion to ensure that it does not react with the reagent during transportation and storage.
Fifth, clear marking is indispensable. The name, nature, hazard and other information of the reagent should be clearly marked on the outside of the package. In the event of an accident, others can quickly know the situation and take appropriate measures.
Sixth, follow the regulations. Whether it is storage or transportation, it is necessary to strictly follow the relevant chemical reagent management regulations and safety standards, and must not operate in violation of regulations to avoid brewing safety accidents.
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