Linshang Chemical
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3-Chlorobenzeneboronic Acid
Linshang Chemical
|
HS Code |
301989 |
| Chemical Formula | C6H6BClO2 |
| Molar Mass | 156.38 g/mol |
| Appearance | White to off - white solid |
| Solubility In Water | Slightly soluble |
| Solubility In Organic Solvents | Soluble in many organic solvents like ethanol, dichloromethane |
| Melting Point | 123 - 128 °C |
| Boiling Point | Decomposes before boiling |
| Pka | ~8.8 (boronic acid group) |
| Stability | Stable under normal conditions, but moisture - sensitive |
As an accredited 3-Chlorobenzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100g of 3 - chlorobenzeneboronic Acid in a sealed, chemical - resistant plastic bottle. |
| Storage | 3 - 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 and contact with air, which could lead to degradation. Store separately from incompatible substances like strong oxidizing agents and bases to avoid potential reactions. |
| Shipping | 3 - Chlorobenzeneboronic Acid is shipped in well - sealed containers, often within a secondary protective packaging. It's transported under conditions that prevent exposure to moisture and extreme temperatures to maintain its stability. |
Competitive 3-Chlorobenzeneboronic Acid prices that fit your budget—flexible terms and customized quotes for every order.
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Tel: +8615365006308
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As a leading 3-Chlorobenzeneboronic Acid supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What are the chemical properties of 3-chlorobenzeneboronic Acid?
3-Chlorophenylboronic acid is a crucial reagent in organic synthesis. It has the following chemical properties:
1. ** Acidic **: Because of the boric acid group ($-B (OH) _2 $), it can be weakly ionized in water, releasing protons, showing a certain acidity. This acidity allows it to react with bases to form corresponding borates. If reacted with sodium hydroxide ($NaOH $), sodium 3-chlorophenylborate and water can be formed.
2. ** Nucleophilic Substitution Reaction **: The chlorine atom on the benzene ring has a certain activity, and under suitable conditions, a nucleophilic substitution reaction can occur. Nucleophiles such as alcohols and amines can attack the carbon atoms connected to chlorine, and the chlorine atoms leave to form new replacement products. This reaction is quite commonly used in the construction of carbon-heteroatom bonds.
3. ** Coupling Reaction **: 3-chlorophenylboronic acid can be coupled with halogenated aromatics, olefins, etc. under the catalysis of transition metals, which is the famous Suzuki coupling reaction. With the help of this reaction, carbon-carbon bonds can be efficiently formed, which is widely used in drug synthesis, materials science and other fields to construct complex organic molecular structures.
4. ** Redox Properties **: Under specific conditions, 3-chlorophenylboronic acid can participate in redox reactions. For example, it can be oxidized by certain oxidants, and the oxidation state of the boric acid group changes to form boron compounds with different oxidation states; in some reduction systems, it can also be reduced, but such reactions are relatively rare and require specific reaction conditions and reducing agents.
5. ** Coordination Capacity **: The oxygen atom of the boric acid group contains lone pairs of electrons, which can be used as ligands to coordinate with metal ions. This coordination ability can be used to synthesize metal complexes. In catalysis and materials science, it affects the activity and selectivity of metal ions, which is of great significance for the development of new catalysts or functional materials.
1. ** Acidic **: Because of the boric acid group ($-B (OH) _2 $), it can be weakly ionized in water, releasing protons, showing a certain acidity. This acidity allows it to react with bases to form corresponding borates. If reacted with sodium hydroxide ($NaOH $), sodium 3-chlorophenylborate and water can be formed.
2. ** Nucleophilic Substitution Reaction **: The chlorine atom on the benzene ring has a certain activity, and under suitable conditions, a nucleophilic substitution reaction can occur. Nucleophiles such as alcohols and amines can attack the carbon atoms connected to chlorine, and the chlorine atoms leave to form new replacement products. This reaction is quite commonly used in the construction of carbon-heteroatom bonds.
3. ** Coupling Reaction **: 3-chlorophenylboronic acid can be coupled with halogenated aromatics, olefins, etc. under the catalysis of transition metals, which is the famous Suzuki coupling reaction. With the help of this reaction, carbon-carbon bonds can be efficiently formed, which is widely used in drug synthesis, materials science and other fields to construct complex organic molecular structures.
4. ** Redox Properties **: Under specific conditions, 3-chlorophenylboronic acid can participate in redox reactions. For example, it can be oxidized by certain oxidants, and the oxidation state of the boric acid group changes to form boron compounds with different oxidation states; in some reduction systems, it can also be reduced, but such reactions are relatively rare and require specific reaction conditions and reducing agents.
5. ** Coordination Capacity **: The oxygen atom of the boric acid group contains lone pairs of electrons, which can be used as ligands to coordinate with metal ions. This coordination ability can be used to synthesize metal complexes. In catalysis and materials science, it affects the activity and selectivity of metal ions, which is of great significance for the development of new catalysts or functional materials.
What are the main uses of 3-chlorobenzeneboronic Acid?
3-Chlorophenylboronic acid has a wide range of uses. In the field of organic synthesis, it is often a key reagent. It can participate in the Suzuki coupling reaction, which is an important means of constructing carbon-carbon bonds. Through this reaction, 3-chlorophenylboronic acid can be used with substrates such as halogenated aromatics or alkenyl halides, and in the presence of palladium catalysts and bases to efficiently generate biaryl or alkenyl aromatics, which is of key significance in pharmaceutical chemistry, materials science and many other aspects.
In the field of drug development, the reaction products involved in 3-chlorophenylboronic acid may have unique biological activities. The synthesis of many drug molecules relies on the reactions they participate in to build a specific molecular skeleton, thus providing the possibility for the creation of new drugs.
In the field of materials science, the products it participates in the synthesis may endow materials with special photoelectric properties. For example, the synthesis of conjugated polymer materials with specific structures can be used in organic Light Emitting Diodes (OLEDs), solar cells and other devices to improve the properties of materials such as charge transport and luminous efficiency.
Furthermore, in chemical production, 3-chlorophenylboronic acid can also be an important intermediate for the synthesis of fine chemicals. Through its further derivatization reaction, various functional compounds can be prepared to meet different industrial needs.
In the field of drug development, the reaction products involved in 3-chlorophenylboronic acid may have unique biological activities. The synthesis of many drug molecules relies on the reactions they participate in to build a specific molecular skeleton, thus providing the possibility for the creation of new drugs.
In the field of materials science, the products it participates in the synthesis may endow materials with special photoelectric properties. For example, the synthesis of conjugated polymer materials with specific structures can be used in organic Light Emitting Diodes (OLEDs), solar cells and other devices to improve the properties of materials such as charge transport and luminous efficiency.
Furthermore, in chemical production, 3-chlorophenylboronic acid can also be an important intermediate for the synthesis of fine chemicals. Through its further derivatization reaction, various functional compounds can be prepared to meet different industrial needs.
What is the synthesis method of 3-chlorobenzeneboronic Acid?
There are several common methods for the synthesis of 3-chlorophenylboronic acid (3-chlorobenzeneboronic Acid) as follows.
First, 3-chlorobrobenzene is used as the starting material. First, 3-chlorobrobenzene and magnesium chips are mixed in anhydrous ether or tetrahydrofuran in a solvent such as low temperature and nitrogen protection. The magnesium atom is inserted between the carbon-bromine bond to form 3-chlorophenylmagnesium bromide. This reaction needs to be handled carefully because the Grignard reagent is extremely active and easy to react with water and oxygen. Then, the generated 3-chlorophenylmagnesium bromide is slowly added dropwise to trimethyl borate at low temperature. The boron atom of trimethyl borate is combined with the carbon anion in Grignard's reagent to form an intermediate. After a hydrolysis step, the intermediate is converted into 3-chlorophenylboronic acid with dilute acid such as dilute hydrochloric acid or dilute sulfuric acid, and methanol by-products are generated. After the reaction is completed, the product is purified by extraction, distillation, recrystallization, etc.
Second, 3-chloroiodobenzene is used as a raw material and reacts with pinacol diborate in the presence of a palladium catalyst such as tetra (triphenylphosphine) palladium (0). This reaction is carried out in an organic solvent such as dioxane or toluene, and a base such as potassium carbonate is added as an auxiliary agent. Palladium catalyst activates the carbon-iodine bond in 3-chloroiodobenzene, and pinacol diborate provides the boron source, and the boration reaction occurs to form the intermediate of 3-chlorophenylboronic acid pinacol ester. Subsequent hydrolysis of the intermediate with dilute acid can obtain 3-chlorophenylboronic acid. After hydrolysis, it also needs to go through separation and purification steps to obtain a pure product.
Third, if 3-chloroaniline is used as the starting material, it is first converted into diazonium salt through diazotization reaction. At low temperature, 3-chloroaniline reacts with sodium nitrite and dilute acid to form 3-chlorobenzene diazoate. Then, the diazonium salt reacts with boron-containing reagents such as sodium borohydride, so that the diazonium group is replaced by boron group to generate 3-chlorophenylboronic acid. This process requires strict control of the reaction temperature to avoid the decomposition of diazonium salts. After the reaction is completed, the target product 3-chlorophenylboronic acid is obtained through separation and purification operations.
All synthesis methods have their own advantages and disadvantages. In practical application, the most suitable method should be selected according to factors such as raw material availability, cost, reaction conditions and product purity requirements.
First, 3-chlorobrobenzene is used as the starting material. First, 3-chlorobrobenzene and magnesium chips are mixed in anhydrous ether or tetrahydrofuran in a solvent such as low temperature and nitrogen protection. The magnesium atom is inserted between the carbon-bromine bond to form 3-chlorophenylmagnesium bromide. This reaction needs to be handled carefully because the Grignard reagent is extremely active and easy to react with water and oxygen. Then, the generated 3-chlorophenylmagnesium bromide is slowly added dropwise to trimethyl borate at low temperature. The boron atom of trimethyl borate is combined with the carbon anion in Grignard's reagent to form an intermediate. After a hydrolysis step, the intermediate is converted into 3-chlorophenylboronic acid with dilute acid such as dilute hydrochloric acid or dilute sulfuric acid, and methanol by-products are generated. After the reaction is completed, the product is purified by extraction, distillation, recrystallization, etc.
Second, 3-chloroiodobenzene is used as a raw material and reacts with pinacol diborate in the presence of a palladium catalyst such as tetra (triphenylphosphine) palladium (0). This reaction is carried out in an organic solvent such as dioxane or toluene, and a base such as potassium carbonate is added as an auxiliary agent. Palladium catalyst activates the carbon-iodine bond in 3-chloroiodobenzene, and pinacol diborate provides the boron source, and the boration reaction occurs to form the intermediate of 3-chlorophenylboronic acid pinacol ester. Subsequent hydrolysis of the intermediate with dilute acid can obtain 3-chlorophenylboronic acid. After hydrolysis, it also needs to go through separation and purification steps to obtain a pure product.
Third, if 3-chloroaniline is used as the starting material, it is first converted into diazonium salt through diazotization reaction. At low temperature, 3-chloroaniline reacts with sodium nitrite and dilute acid to form 3-chlorobenzene diazoate. Then, the diazonium salt reacts with boron-containing reagents such as sodium borohydride, so that the diazonium group is replaced by boron group to generate 3-chlorophenylboronic acid. This process requires strict control of the reaction temperature to avoid the decomposition of diazonium salts. After the reaction is completed, the target product 3-chlorophenylboronic acid is obtained through separation and purification operations.
All synthesis methods have their own advantages and disadvantages. In practical application, the most suitable method should be selected according to factors such as raw material availability, cost, reaction conditions and product purity requirements.
3-chlorobenzeneboronic precautions when storing Acid
3-Chlorophenylboronic acid is a commonly used reagent in organic synthesis. When storing, be sure to pay attention to the following things.
First, its properties are quite sensitive to humidity. Because boric acid compounds are prone to interact with water, or cause adverse reactions such as hydrolysis, which damage their purity and activity. Therefore, it must be stored in a dry place, can be placed in a dryer, built-in desiccants such as anhydrous calcium chloride, silica gel, etc., to keep the environment dry and avoid moisture.
Second, temperature is also the key. It should be stored in a low temperature environment, generally 2-8 ° C. High temperature may cause it to decompose and deteriorate, reducing its stability. Under low temperature conditions, its chemical properties can remain stable for a long time, prolonging its service life.
Furthermore, protection from light cannot be ignored. Light or luminescent chemical reactions affect its quality. Storage containers should be selected with light-shielding properties such as brown bottles to block light exposure and protect the integrity of its chemical structure.
In addition, storage places should be kept away from fire sources, heat sources and strong oxidants. 3-Chlorophenylboronic acid, although not flammable and explosive, encounters strong oxidants or reacts violently, endangering safety.
In addition, the label must be clear when storing. Detailed label name, purity, production date, expiration date and other information can be used and managed, and prevent misuse, mixed use, and deviation in experiment or production.
In short, proper storage of 3-chlorophenylboronic acid is of great significance to maintain its quality and performance, and to ensure the use effect and safety. It is necessary to follow the above points and proceed with caution.
First, its properties are quite sensitive to humidity. Because boric acid compounds are prone to interact with water, or cause adverse reactions such as hydrolysis, which damage their purity and activity. Therefore, it must be stored in a dry place, can be placed in a dryer, built-in desiccants such as anhydrous calcium chloride, silica gel, etc., to keep the environment dry and avoid moisture.
Second, temperature is also the key. It should be stored in a low temperature environment, generally 2-8 ° C. High temperature may cause it to decompose and deteriorate, reducing its stability. Under low temperature conditions, its chemical properties can remain stable for a long time, prolonging its service life.
Furthermore, protection from light cannot be ignored. Light or luminescent chemical reactions affect its quality. Storage containers should be selected with light-shielding properties such as brown bottles to block light exposure and protect the integrity of its chemical structure.
In addition, storage places should be kept away from fire sources, heat sources and strong oxidants. 3-Chlorophenylboronic acid, although not flammable and explosive, encounters strong oxidants or reacts violently, endangering safety.
In addition, the label must be clear when storing. Detailed label name, purity, production date, expiration date and other information can be used and managed, and prevent misuse, mixed use, and deviation in experiment or production.
In short, proper storage of 3-chlorophenylboronic acid is of great significance to maintain its quality and performance, and to ensure the use effect and safety. It is necessary to follow the above points and proceed with caution.
What are the security risks of 3-chlorobenzeneboronic Acid during use?
3-Chlorophenylboronic acid has many safety risks during use and should not be careless.
It is irritating. If it comes into contact with the skin, it may cause redness, swelling, itching, and pain. Once in contact, rinse quickly with plenty of water and seek medical attention if necessary. If it enters the eyes, it is particularly harmful, or damages the eye tissue and affects vision. At this time, be sure to rinse with plenty of water immediately and seek medical attention as soon as possible.
Inhalation of 3-chlorophenylboronic acid dust can irritate the respiratory tract, causing symptoms such as cough, asthma, and breathing difficulties. Operating in a poorly ventilated area is more risky. Therefore, it is necessary to ensure that the environment is well ventilated when operating, and wear a protective mask if necessary.
Accidentally ingesting this substance, or causing gastrointestinal discomfort, such as nausea, vomiting, abdominal pain, diarrhea, etc., can be life-threatening in severe cases. Therefore, it is strictly forbidden to eat, drink and smoke during operation, and wash your hands thoroughly after operation.
3-chlorophenylboronic acid is chemically active and comes into contact with certain substances or causes chemical reactions, such as strong oxidants, or causes serious accidents such as fire and explosion. When storing, it should be separated from such substances and placed in a cool, dry and ventilated place, away from fire and heat sources.
When operating 3-chlorophenylboronic acid, it is necessary to strictly abide by the safety operating procedures, take protective measures to prevent problems before they occur, and ensure personal and environmental safety.
It is irritating. If it comes into contact with the skin, it may cause redness, swelling, itching, and pain. Once in contact, rinse quickly with plenty of water and seek medical attention if necessary. If it enters the eyes, it is particularly harmful, or damages the eye tissue and affects vision. At this time, be sure to rinse with plenty of water immediately and seek medical attention as soon as possible.
Inhalation of 3-chlorophenylboronic acid dust can irritate the respiratory tract, causing symptoms such as cough, asthma, and breathing difficulties. Operating in a poorly ventilated area is more risky. Therefore, it is necessary to ensure that the environment is well ventilated when operating, and wear a protective mask if necessary.
Accidentally ingesting this substance, or causing gastrointestinal discomfort, such as nausea, vomiting, abdominal pain, diarrhea, etc., can be life-threatening in severe cases. Therefore, it is strictly forbidden to eat, drink and smoke during operation, and wash your hands thoroughly after operation.
3-chlorophenylboronic acid is chemically active and comes into contact with certain substances or causes chemical reactions, such as strong oxidants, or causes serious accidents such as fire and explosion. When storing, it should be separated from such substances and placed in a cool, dry and ventilated place, away from fire and heat sources.
When operating 3-chlorophenylboronic acid, it is necessary to strictly abide by the safety operating procedures, take protective measures to prevent problems before they occur, and ensure personal and environmental safety.
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