2-Chloro-4-Methylbenzeneboronic Acid
Linshang Chemical
HS Code |
611779 |
Name | 2-Chloro-4-Methylbenzeneboronic Acid |
Chemical Formula | C7H8BClO2 |
Molecular Weight | 170.4 |
Appearance | White to off - white solid |
Melting Point | 129 - 134 °C |
Solubility | Soluble in organic solvents like ethanol, dichloromethane |
Purity | Typically high - purity products around 95%+ |
Cas Number | 115011-72-4 |
Acidity | Weakly acidic due to the boronic acid group |
Stability | Stable under normal conditions, but sensitive to moisture |
As an accredited 2-Chloro-4-Methylbenzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
Packing | 100g of 2 - chloro - 4 - methylbenzeneboronic acid in a sealed, labeled chemical - grade bottle. |
Storage | 2 - Chloro - 4 - methylbenzeneboronic acid should be stored in a cool, dry place, away from direct sunlight and heat sources. Keep it in a well - sealed container to prevent moisture absorption and contact with air, which could lead to degradation. Store it separately from incompatible substances like strong oxidizing agents and bases to avoid chemical reactions. |
Shipping | 2 - chloro - 4 - methylbenzeneboronic acid is shipped in well - sealed containers, typically suitable for chemicals. It's carefully packaged to prevent leakage and ensure safe transport, following all relevant chemical shipping regulations. |
Competitive 2-Chloro-4-Methylbenzeneboronic Acid prices that fit your budget—flexible terms and customized quotes for every order.
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As a leading 2-Chloro-4-Methylbenzeneboronic Acid supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
First of all, its acidity, boron atoms in the structure of phenylboronic acid, boron atoms have electron deficiency, resulting in the electron cloud of oxygen atoms in the hydroxyl group to be biased towards boron atoms, hydroxyl hydrogen is easier to dissociate, thus showing a certain acidity, which can neutralize with bases to generate corresponding borates.
In addition to its nucleophilic substitution reaction, the chlorine atoms in the molecule are active functional groups. Due to the difference in electronegativity, the carbon-chlorine bond has a certain polarity, and the chlorine atoms are easily replaced by nucleophilic reagents. Nucleophilic reagents such as alkoxides and amines can replace chlorine atoms to form new carbon-heteroatom bonds, thereby synthesizing a variety of organic compounds.
The aromatic ring part also has characteristics. Although the benzene ring is stable, the presence of chlorine and methyl affects the distribution of its electron cloud. Methyl is the power supply sub-group, which increases the electron cloud density of the adjacent and para-position; chlorine is the electron-absorbing group, which decreases the electron cloud density of the benzene ring. When the aromatic ring undergoes electrophilic substitution reaction due to this electronic effect, the reactivity and selectivity change. Electrophilic reagents are more inclined to attack the adjacent and para-position of methyl, because the electron cloud density of the methyl supply is relatively high at this position, and it is easier to accept electrophilic reagents.
In addition, the boron atom of 2-chloro-4-methylphenylboronic acid can form coordination bonds with compounds containing nitrogen, oxygen and other solitary pairs of electrons to form stable complexes, which are widely used in catalysis, materials science and other fields. The reaction process and product structure can be regulated by coordination.
In the process of drug development, by participating in the construction of specific molecular structures, it lays the foundation for the creation of new drugs. For example, through the Suzuki-Miyaura coupling reaction, it can be coupled with a halogenate containing a specific functional group to prepare compounds with specific pharmacological activities, or to optimize the structure of existing drugs to improve drug efficacy and reduce side effects.
In the field of materials science, it also plays an important role. Or it can be used to prepare new organic optoelectronic materials. Through organic synthesis, it is introduced into a specific molecular framework to endow the material with unique optoelectronic properties, such as fluorescence properties, charge transport ability, etc., providing the possibility for the development of high-performance organic Light Emitting Diode (OLED), organic solar cells and other materials.
In conclusion, 2-chloro-4-methylphenylboronic acid has shown important value in many fields such as drugs and materials due to its key role in organic synthesis, and has promoted the development and progress of related science and technology.
First, 2-chloro-4-methylbromobenzene is used as the starting material and prepared by the Grignard reagent method. First, 2-chloro-4-methylbromobenzene is reacted with magnesium chips in an organic solvent such as anhydrous ether or tetrahydrofuran to make Grignard reagent. This process needs to be carried out in an anhydrous and anaerobic environment to prevent Grignard reagent from decomposing in contact with water and oxygen. After the Grignard reagent is made, it is reacted with borate esters (such as trimethyl borate). After the reaction is completed, 2-chloro-4-methylphenylboronic acid can be obtained by hydrolysis treatment. The raw material of this method is relatively easy to obtain, but Grignard's reagent requires strict reaction conditions, and the operation needs to be extra cautious.
Second, the lithium reagent method is used. The lithium reagent such as 2-chloro-4-methylbromobenzene and butyl lithium is reacted at low temperature (such as -78 ° C) to form a lithium aromatic hydrocarbon intermediate. Subsequently, the intermediate is reacted with borate ester, and finally the target product can be obtained by hydrolysis step. This method has high reactivity, but the reaction conditions are harsh, and a low temperature environment is required. Moreover, the price of lithium reagents is relatively high, and the cost is relatively
Third, with the help of transition metal catalysis method. Using 2-chloro-4-methyl bromobenzene or 2-chloro-4-methyl chlorobenzene as a substrate, under the action of transition metal catalysts such as palladium and nickel, it reacts with diphenacol borate to form the corresponding borate ester intermediate. Then hydrolyzed under basic conditions to obtain 2-chloro-4-methylphenylboronic acid. The method has relatively mild conditions and good selectivity, but transition metal catalysts are expensive, and some catalysts require ligand assistance, which increases the cost and complexity of the reaction.
In addition, there are also methods for preparing 2-chloro-4-methylphenylboronic acid from 2-chloro-4-methylaniline through diazotization, boration and other steps. However, there are many steps in this route, and the overall yield may be affected. Each method has its own advantages and disadvantages. In actual preparation, it is necessary to comprehensively consider many factors such as raw material availability, cost, reaction conditions and product quality requirements to choose the appropriate method.
First, it is important to discuss the drying of the storage environment. This compound is prone to moisture hydrolysis. If the ambient humidity is high, water molecules are prone to interact with phenylboronic acid groups, causing its structure to be damaged, thereby reducing the reactivity. Therefore, it should be stored in a dryer or placed in a storage container with a desiccant to maintain a dry environment.
Second, temperature control is also crucial. High temperature can easily cause the decomposition of compounds or other adverse reactions, so it should be stored in a low temperature environment. It is usually recommended to refrigerate, and the temperature should be 2-8 ° C. In this way, it can effectively slow down the thermal movement of molecules, reduce the reaction rate, and prolong its shelf life.
Third, avoid light. Light can trigger photochemical reactions, resulting in changes in the structure of compounds. Therefore, it should be stored in a brown bottle or placed in a dark place to reduce the influence of light on it.
Fourth, the choice of storage container should not be underestimated. Choose a container that is chemically stable and does not react with 2-chloro-4-methylphenylboronic acid. Glass containers are usually a good choice because of their good chemical stability, but it should be noted that glass may react with them in a strong alkali environment. If plastic containers are used, it is necessary to ensure that the plastic does not interact with the compound.
Fifth, sealed storage is essential. Sealing prevents contact with air and avoids the reaction of gases such as oxygen and carbon dioxide with it. The lid of the storage container must be tightened. If necessary, a sealing material such as paraffin can be used to further seal it to prevent the intrusion of external substances.
In addition, regular inspections should be made during storage to check for any abnormalities such as deliquescence, discoloration, and agglomeration. If such a situation occurs, the cause should be analyzed in time and the compound should be tested to determine whether it can still be used. Only in this way can 2-chloro-4-methylphenylboronic acid be properly preserved, so that it can play its due role in organic synthesis and other fields.
This compound is commonly used in the field of organic synthesis, especially in the construction of carbon-carbon bonds and other complex organic molecules, such as the Suzuki-Miyaura coupling reaction. Its price is determined by a number of factors. First, purity is the key factor. High-purity 2-chloro-4-methylphenylboronic acid is relatively expensive due to its high demand in high-end synthesis experiments and drug development, which require strict purity. Generally speaking, those with a purity of 98% or more may sell for 50 to 200 yuan per gram. Second, the purchase volume also affects the price. When purchasing in large quantities, the supplier may give a certain discount due to the scale effect. If you buy in small quantities, the price per gram may be slightly higher; if you buy the kilogram level at one time, the price per gram may drop to 30 to 80 yuan. Third, the market supply and demand situation has a significant impact on the price. If the market demand for it is strong at a certain time, but the supply is limited, the price will rise; conversely, if the supply is sufficient and the demand is flat, the price will have room to fall. Fourth, different suppliers have different pricing strategies. Some focus on quality and the price is high; some pursue small profits but quick turnover, and the price is relatively close to the people. Overall consideration, laboratory small purchases (several grams), the price per gram may be 60-150 yuan; industrial large purchases, the price per kilogram may be 30,000-80,000 yuan.

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