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3-Chloro-4-Methoxybenzeneboronic Acid
Linshang Chemical
|
HS Code |
186787 |
| Name | 3-Chloro-4-Methoxybenzeneboronic Acid |
| Chemical Formula | C7H8BClO3 |
| Molecular Weight | 186.4 |
| Appearance | White to off - white solid |
| Melting Point | 158 - 162 °C |
| Solubility In Water | Slightly soluble |
| Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, dichloromethane |
| Pka Value | Approximately 8.8 |
| Boiling Point | Decomposes before boiling |
| Stability | Stable under normal conditions, but sensitive to strong oxidizing agents |
As an accredited 3-Chloro-4-Methoxybenzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 5 grams of 3 - chloro - 4 - methoxybenzeneboronic acid packaged in a sealed vial. |
| Storage | 3 - Chloro - 4 - methoxybenzeneboronic acid should be stored in a cool, dry place away from heat and direct sunlight. Keep it in a tightly - sealed container to prevent moisture absorption, as boronic acids can react with water over time. Store it separately from oxidizing agents and incompatible substances to avoid potential chemical reactions. |
| Shipping | 3 - Chloro - 4 - methoxybenzeneboronic acid is shipped in well - sealed containers, often in a quantity - appropriate pack. It's transported under conditions that maintain its stability, following strict chemical shipping regulations to ensure safety. |
Competitive 3-Chloro-4-Methoxybenzeneboronic 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-methoxybenzeneboronic Acid?
3-Chloro-4-methoxyphenylboronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate.
In the construction of complex organic molecular structures, it can effectively form carbon-carbon bonds by Suzuki coupling reaction with halogenated aromatics, thereby synthesizing various organic compounds with special structures and functions. For example, in pharmaceutical chemistry, the synthesis of many drug molecules relies on this reaction. With the help of 3-chloro-4-methoxyphenylboronic acid, specific structural fragments are introduced to give drugs the desired activity and properties.
In the field of materials science, it also has important functions. In the preparation of photoelectric materials, the reaction of boric acid can be used to construct a conjugated structure to improve the photoelectric properties of the material, such as in the preparation of organic Light Emitting Diode (OLED) materials and organic solar cell materials, to optimize the charge transport and luminous efficiency of the material.
In addition, in the field of fine chemistry, it can be used to synthesize fine chemicals with special functions, such as fragrances, dyes, etc. With its unique chemical structure and reactivity, it can endow products with novel properties and characteristics to meet the market demand for high-quality, differentiated fine chemicals.
In the construction of complex organic molecular structures, it can effectively form carbon-carbon bonds by Suzuki coupling reaction with halogenated aromatics, thereby synthesizing various organic compounds with special structures and functions. For example, in pharmaceutical chemistry, the synthesis of many drug molecules relies on this reaction. With the help of 3-chloro-4-methoxyphenylboronic acid, specific structural fragments are introduced to give drugs the desired activity and properties.
In the field of materials science, it also has important functions. In the preparation of photoelectric materials, the reaction of boric acid can be used to construct a conjugated structure to improve the photoelectric properties of the material, such as in the preparation of organic Light Emitting Diode (OLED) materials and organic solar cell materials, to optimize the charge transport and luminous efficiency of the material.
In addition, in the field of fine chemistry, it can be used to synthesize fine chemicals with special functions, such as fragrances, dyes, etc. With its unique chemical structure and reactivity, it can endow products with novel properties and characteristics to meet the market demand for high-quality, differentiated fine chemicals.
What are the synthetic methods of 3-chloro-4-methoxybenzeneboronic Acid?
The synthesis method of 3-chloro-4-methoxyphenylboronic acid often follows several paths. First, 3-chloro-4-methoxybromobenzene is used as the starting material, and it is reacted with n-butyllithium in a low temperature environment to obtain an active organolithium intermediate. This intermediate is then reacted with borate esters, such as trimethyl borate, followed by acidic hydrolysis to obtain 3-chloro-4-methoxyphenylboronic acid. In this process, the control of low temperature is extremely important, because organolithium compounds have strong activity, and slightly higher temperatures are prone to side reactions, resulting in impure products.
Second, 3-chloro-4-methoxyaniline can also be used as a starting material. It is converted into a diazonium salt by diazotization reaction. Subsequently, the diazonium salt is reacted with a system composed of sodium borohydride and copper chloride to achieve boration, resulting in the formation of the target product. This path requires attention to the conditions of the diazotization reaction, such as reaction temperature, acid concentration, etc., which will have a significant impact on the reaction process and product yield. If the temperature is too high, the diazonium salt is easy to decompose, making the reaction difficult to proceed smoothly.
Furthermore, the coupling reaction catalyzed by palladium is also a synthesis method. In the presence of palladium catalyst and ligands, 3-chloro-4-methoxyhalobenzene and borate were used as reactants to react in a suitable base and solvent system. Among them, the choice and dosage of palladium catalyst and the type of ligands have a great influence on the reactivity and selectivity. Appropriate catalysts and ligands can improve the reaction efficiency, reduce the occurrence of side reactions, and then improve the purity and yield of the product. Different synthesis methods have their own advantages and disadvantages. In actual operation, the optimal method should be selected according to the availability of raw materials, cost, and difficulty in controlling reaction conditions.
Second, 3-chloro-4-methoxyaniline can also be used as a starting material. It is converted into a diazonium salt by diazotization reaction. Subsequently, the diazonium salt is reacted with a system composed of sodium borohydride and copper chloride to achieve boration, resulting in the formation of the target product. This path requires attention to the conditions of the diazotization reaction, such as reaction temperature, acid concentration, etc., which will have a significant impact on the reaction process and product yield. If the temperature is too high, the diazonium salt is easy to decompose, making the reaction difficult to proceed smoothly.
Furthermore, the coupling reaction catalyzed by palladium is also a synthesis method. In the presence of palladium catalyst and ligands, 3-chloro-4-methoxyhalobenzene and borate were used as reactants to react in a suitable base and solvent system. Among them, the choice and dosage of palladium catalyst and the type of ligands have a great influence on the reactivity and selectivity. Appropriate catalysts and ligands can improve the reaction efficiency, reduce the occurrence of side reactions, and then improve the purity and yield of the product. Different synthesis methods have their own advantages and disadvantages. In actual operation, the optimal method should be selected according to the availability of raw materials, cost, and difficulty in controlling reaction conditions.
What are the physical properties of 3-chloro-4-methoxybenzeneboronic Acid?
3-Chloro-4-methoxyphenylboronic acid is a key reagent in organic synthesis. It has the following physical properties:
Under normal temperature and pressure, it is mostly white to white solid powder. This form is easy to store and use, and can be dispersed more uniformly in many organic reaction systems, which is conducive to the smooth occurrence of the reaction.
When it comes to the melting point, it is about 125-130 ° C. As one of the characteristics of the substance, the melting point is of great significance for the identification of its purity. If the purity of the substance is quite high, the melting point range is usually narrow; if it contains impurities, the melting point may be reduced and the melting range becomes wider. Therefore, the purity of 3-chloro-4-methoxyphenylboronic acid can be preliminarily judged by the melting point measurement.
In terms of solubility, it is slightly soluble in water. There are both boric acid groups with a certain polarity in the Gein molecule, and non-polar benzene rings, chlorine atoms and methoxy groups. Boric acid groups can form hydrogen bonds with water molecules, but non-polar parts such as benzene rings hinder their affinity with water, so they are slightly soluble in water as a whole. However, it has good solubility in common organic solvents such as dichloromethane, toluene, N, N-dimethylformamide (DMF), etc. This solubility makes it possible to select suitable organic solvents according to the needs of the reaction when selecting solvents for organic synthesis reactions, so as to promote the efficient progress of the reaction.
The density of 3-chloro-4-methoxyphenylboronic acid is about 1.38 g/cm ³. This density data is crucial when it comes to the measurement and mixing of the substance. It is related to the precise ratio of the reactive material, which in turn affects the reaction effect.
Its stability also needs to be paid attention to. Under normal storage conditions, it is sealed and stored in a dry and cool place, and the substance is relatively stable. When it encounters strong oxidants, strong bases and other substances, it may cause chemical reactions to cause its structure to change. In addition, high temperature and high humidity environment may also affect its stability, causing it to decompose or deteriorate. Therefore, during storage and use, proper protection is required to ensure its stable performance.
Under normal temperature and pressure, it is mostly white to white solid powder. This form is easy to store and use, and can be dispersed more uniformly in many organic reaction systems, which is conducive to the smooth occurrence of the reaction.
When it comes to the melting point, it is about 125-130 ° C. As one of the characteristics of the substance, the melting point is of great significance for the identification of its purity. If the purity of the substance is quite high, the melting point range is usually narrow; if it contains impurities, the melting point may be reduced and the melting range becomes wider. Therefore, the purity of 3-chloro-4-methoxyphenylboronic acid can be preliminarily judged by the melting point measurement.
In terms of solubility, it is slightly soluble in water. There are both boric acid groups with a certain polarity in the Gein molecule, and non-polar benzene rings, chlorine atoms and methoxy groups. Boric acid groups can form hydrogen bonds with water molecules, but non-polar parts such as benzene rings hinder their affinity with water, so they are slightly soluble in water as a whole. However, it has good solubility in common organic solvents such as dichloromethane, toluene, N, N-dimethylformamide (DMF), etc. This solubility makes it possible to select suitable organic solvents according to the needs of the reaction when selecting solvents for organic synthesis reactions, so as to promote the efficient progress of the reaction.
The density of 3-chloro-4-methoxyphenylboronic acid is about 1.38 g/cm ³. This density data is crucial when it comes to the measurement and mixing of the substance. It is related to the precise ratio of the reactive material, which in turn affects the reaction effect.
Its stability also needs to be paid attention to. Under normal storage conditions, it is sealed and stored in a dry and cool place, and the substance is relatively stable. When it encounters strong oxidants, strong bases and other substances, it may cause chemical reactions to cause its structure to change. In addition, high temperature and high humidity environment may also affect its stability, causing it to decompose or deteriorate. Therefore, during storage and use, proper protection is required to ensure its stable performance.
What are the chemical properties of 3-chloro-4-methoxybenzeneboronic Acid?
3-Chloro-4-methoxyphenylboronic acid is a crucial compound in the field of organic synthesis. It has unique chemical properties and plays a key role in many chemical reactions.
In terms of its acidity, phenylboronic acids usually exhibit a certain degree of acidity, and 3-chloro-4-methoxyphenylboronic acid is no exception. This acidic property allows it to react with bases under suitable conditions to form corresponding borates. This reaction is often used to precisely regulate the reaction process and product structure when building a specific molecular structure.
Furthermore, the hydroxyl groups on the boron atom can participate in many reactions. For example, it can condensate with alcohols to form borate esters. Borate esters are widely used in organic synthesis, or as intermediates for subsequent reactions, or to impart specific physical and chemical properties to molecules.
In addition, the chlorine atom and methoxy group in 3-chloro-4-methoxyphenylboronic acid also significantly affect their chemical activity and reaction selectivity. Chlorine atoms have a certain degree of electron absorption, which can reduce the electron cloud density of the benzene ring, which in turn affects the reactivity of other positions on the benzene ring. The methoxy group is the power supply group, which has the opposite effect on the distribution of the benzene ring electron cloud. The combined action of the two makes the compound exhibit unique reaction check point selectivity in various reactions such as electrophilic substitution and nucleophilic substitution. In the electrophilic substitution reaction, the electron-donating effect of the methoxy group makes the electron cloud density of the benzene ring o and para-position relatively high, and it is more vulnerable to the attack of the electrophilic reagents; while the electron-withdrawing property of the chlorine atom affects the reaction rate and selectivity to a certain extent, resulting in the reaction being more inclined to occur at a specific location.
In the coupling reaction catalyzed by transition metals, 3-chloro-4-methoxyphenylboronic acid is a very common reactant. For example, the coupling reaction of Suzuki-Miyaura can occur with halogenated aromatics under the action of transition metal catalysts such as palladium. Through this reaction, carbon-carbon bonds can be efficiently formed to synthesize biphenyl compounds with diverse structures, which have important application value in materials science, medicinal chemistry and other fields.
In terms of its acidity, phenylboronic acids usually exhibit a certain degree of acidity, and 3-chloro-4-methoxyphenylboronic acid is no exception. This acidic property allows it to react with bases under suitable conditions to form corresponding borates. This reaction is often used to precisely regulate the reaction process and product structure when building a specific molecular structure.
Furthermore, the hydroxyl groups on the boron atom can participate in many reactions. For example, it can condensate with alcohols to form borate esters. Borate esters are widely used in organic synthesis, or as intermediates for subsequent reactions, or to impart specific physical and chemical properties to molecules.
In addition, the chlorine atom and methoxy group in 3-chloro-4-methoxyphenylboronic acid also significantly affect their chemical activity and reaction selectivity. Chlorine atoms have a certain degree of electron absorption, which can reduce the electron cloud density of the benzene ring, which in turn affects the reactivity of other positions on the benzene ring. The methoxy group is the power supply group, which has the opposite effect on the distribution of the benzene ring electron cloud. The combined action of the two makes the compound exhibit unique reaction check point selectivity in various reactions such as electrophilic substitution and nucleophilic substitution. In the electrophilic substitution reaction, the electron-donating effect of the methoxy group makes the electron cloud density of the benzene ring o and para-position relatively high, and it is more vulnerable to the attack of the electrophilic reagents; while the electron-withdrawing property of the chlorine atom affects the reaction rate and selectivity to a certain extent, resulting in the reaction being more inclined to occur at a specific location.
In the coupling reaction catalyzed by transition metals, 3-chloro-4-methoxyphenylboronic acid is a very common reactant. For example, the coupling reaction of Suzuki-Miyaura can occur with halogenated aromatics under the action of transition metal catalysts such as palladium. Through this reaction, carbon-carbon bonds can be efficiently formed to synthesize biphenyl compounds with diverse structures, which have important application value in materials science, medicinal chemistry and other fields.
3-chloro-4-methoxybenzeneboronic Acid need to pay attention to when storing
For 3-chloro-4-methoxyphenylboronic acid, many matters need to be paid attention to when storing. This is an organic compound with more active properties, so the choice of preservation environment is the key.
Bear the brunt and should be placed in a dry place. Because of its certain water absorption, if the environment is humid, it is easy to deliquescence, which in turn affects its purity and quality. Like a treasure placed in a damp place, it is easy to be eroded by water vapor and lose its luster.
Furthermore, the temperature needs to be strictly controlled. It should be stored in a low temperature environment, usually 2-8 ° C. Excessive temperature can cause chemical reactions such as decomposition and polymerization. Just like the ice under the hot summer sun, if the temperature is slightly higher, it is easy to melt.
In addition, it is indispensable to protect from light. The energy in the light, or the luminescent chemical reaction, changes the structure of the substance. Like a delicate flower, exposed to strong light for a long time, the color and shape are easy to change.
And it needs to be sealed and stored. Oxygen, carbon dioxide and other components in the air may react with them. Sealing is like building a strong barrier for it to block the intrusion of external adverse factors.
The storage place should also be kept away from fire sources, heat sources and oxidants. This substance may be flammable, and it is easy to cause danger in case of open flames and hot topics; contact with oxidants, or react violently.
After taking it, be sure to seal the container in time to prevent the remaining substances from being affected by the external environment.
In short, proper storage of 3-chloro-4-methoxyphenylboronic acid requires a dry, low temperature, dark and sealed environment, away from all kinds of dangerous factors, so as to ensure its stable nature and quality.
Bear the brunt and should be placed in a dry place. Because of its certain water absorption, if the environment is humid, it is easy to deliquescence, which in turn affects its purity and quality. Like a treasure placed in a damp place, it is easy to be eroded by water vapor and lose its luster.
Furthermore, the temperature needs to be strictly controlled. It should be stored in a low temperature environment, usually 2-8 ° C. Excessive temperature can cause chemical reactions such as decomposition and polymerization. Just like the ice under the hot summer sun, if the temperature is slightly higher, it is easy to melt.
In addition, it is indispensable to protect from light. The energy in the light, or the luminescent chemical reaction, changes the structure of the substance. Like a delicate flower, exposed to strong light for a long time, the color and shape are easy to change.
And it needs to be sealed and stored. Oxygen, carbon dioxide and other components in the air may react with them. Sealing is like building a strong barrier for it to block the intrusion of external adverse factors.
The storage place should also be kept away from fire sources, heat sources and oxidants. This substance may be flammable, and it is easy to cause danger in case of open flames and hot topics; contact with oxidants, or react violently.
After taking it, be sure to seal the container in time to prevent the remaining substances from being affected by the external environment.
In short, proper storage of 3-chloro-4-methoxyphenylboronic acid requires a dry, low temperature, dark and sealed environment, away from all kinds of dangerous factors, so as to ensure its stable nature and quality.
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