Chemical Formula | C6H4BF3O2 |
Appearance | white to off-white solid |
Melting Point | 137 - 141 °C |
Solubility In Water | slightly soluble |
Solubility In Organic Solvents | soluble in common organic solvents like dichloromethane, toluene |
Purity | usually high purity available, e.g., 98%+ |
Boiling Point | decomposes before boiling |
Acidity | weakly acidic due to boronic acid group |
Chemical Formula | C6H4BF3O2 |
Molecular Weight | 175.90 |
Appearance | White to off - white solid |
Cas Number | 177526-72-6 |
Melting Point | 140 - 144 °C |
Solubility In Water | Slightly soluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, toluene |
Pka Value | Typical for boronic acids, around 8 - 9 |
Boiling Point | Decomposes before boiling |
Density | Approx. 1.45 g/cm³ |
Stability | Stable under normal conditions, but sensitive to strong oxidizing agents |
Chemical Formula | C6H4BF3O2 |
Molecular Weight | 175.90 |
Appearance | White to off - white solid |
Melting Point | 132 - 136 °C |
Solubility In Water | Slightly soluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, toluene |
Pka | Around 8.5 (approximate value for boronic acid group) |
Stability | Stable under normal conditions, but may react with strong oxidizing agents |
What is the chemical structure of M-rifluorobenzeneboronic acid?
The chemical structure of M-trifluorobenzeneboronic acid is based on a benzene ring. Above the benzene ring, a fluorine atom is connected at the interposition, and the fluorine atom is connected to the carbon atom of the benzene ring by a covalent bond. Another part of the benzene ring is connected to a boric acid group ($-B (OH) _2 $), which is also maintained by a covalent bond.
The benzene ring is a planar hexagonal structure, and six carbon atoms are connected to each other by conjugated double bonds, forming a unique delocalized large π bond, which endows the benzene ring with special stability. Fluorine atoms, due to their strong electronegativity, will affect the distribution of electron clouds on the benzene ring, causing the electron cloud density of the benzene ring to change, which in turn affects the chemical properties of the compound, such as electrophilic substitution reaction activity.
In the boric acid group ($-B (OH) _2 $), the boron atom is the central atom, which is connected to two hydroxyl groups ($-OH $) and benzene rings. The outer electronic structure of the boron atom is special, and the chemical bond formed by the oxygen atom of the hydroxyl group has a certain polarity, and the hydroxyl hydrogen atom can undergo a certain degree of dissociation, making the compound acidic. This boric acid group is also an important activity check point in organic synthesis. It can participate in various organic reactions, such as Suzuki coupling reaction, etc., to construct more complex organic molecular structures. In short, the chemical structure of M-m-fluorophenylboronic acid determines its unique physical and chemical properties, and has important application value in the field of organic synthetic chemistry.
What are the main uses of M-rifluorobenzeneboronic acid?
M-m-fluorophenylboronic acid is an important reagent in organic synthesis and has a wide range of uses. There are three main users:
First, it plays a significant role in the formation of carbon-carbon bonds. For example, the Suzuki coupling reaction is a classic reaction for building carbon-carbon bonds. In this reaction, M-m-fluorophenylboronic acid can be coupled with halogenated aromatics or alkenyl halides in the presence of palladium catalysts and bases to generate biaryl or alkenyl aromatic compounds with specific structures. Such compounds are of great value in many fields such as medicine and materials science. For example, in the creation of new drugs, the reaction can be used to build a key molecular skeleton, thereby endowing the drug with specific biological activity.
Second, it has made extraordinary contributions in the construction of complex organic molecular structures. Due to the unique electronic properties of boron atoms, M-isofluorophenylboronic acid can participate in a variety of organic reactions to achieve precise modification and construction of molecular structures. When synthesizing natural products or organic materials with specific functions, chemists often use its unique reactive properties to achieve efficient construction of complex structures of target molecules, providing a powerful tool for the development of organic synthetic chemistry.
Third, it also has important applications in the field of materials science. For example, in the preparation of photoelectric materials, by introducing M-m-fluorophenylboronic acid into polymers or small molecule structures, the electronic transport properties and optical properties of the materials can be adjusted. The materials thus prepared may exhibit excellent fluorescence properties, semiconductor properties, etc., and have potential application prospects in organic light emitting diodes (OLEDs), organic solar cells and other fields, promoting the continuous development of materials science.
What are the synthetic methods of M-rifluorobenzeneboronic acid?
The common methods for the synthesis of M-m-fluorophenylboronic acid are as follows.
First, m-fluorobrombenzene is used as the starting material. First, m-fluorobrombenzene and magnesium chips are prepared into Grignard reagent under low temperature and nitrogen protection in anhydrous ether or tetrahydrofuran solvents. This process is like a craftsman carefully crafting utensils, and the environment and conditions need to be strictly controlled to ensure the smooth progress of the reaction. After making Grignard reagent, a borate ester such as trimethyl borate or triethyl borate is slowly added to it. Subsequently, after hydrolysis treatment, m-fluorophenylboronic acid can be obtained. This hydrolysis step is like opening the door to the treasure house, so that the target product can be presented.
Second, m-fluorobenzene is used as the starting material. First, a suitable halogenated reagent, such as N-bromosuccinimide (NBS), is used under the action of light or an initiator to achieve bromination and obtain m-fluorobromobenzene. This bromination process is like adding a special label to m-fluorobenzene. The next step is similar to the above-mentioned one using m-fluorobromobenzene as raw material, first making Grignard reagent, then reacting with borate ester, and hydrolyzing to obtain the product.
Third, m-fluorobenzene is used as the starting material. First, m-fluorobenzene is reacted with sodium nitrite in a hydrochloric acid solution to form a diazonium salt. This diazotization reaction changes the molecular structure like magic. Then, the diazonium salt is reacted with a reducing agent such as sodium borohydride to obtain m-fluorobenzene boronic acid. In this process, diazonium salts are active and need to be operated carefully to obtain the target product smoothly.
The above synthesis methods have their own advantages and disadvantages, and they need to be used according to actual needs and conditions.
What are the physical properties of M-rifluorobenzeneboronic acid?
M-m-fluorophenylboronic acid is a key reagent in organic synthesis. Its physical properties are interesting and worth exploring.
Looking at its appearance, it usually appears as a white to light yellow solid powder, just like a delicate frost snow falling on the palm. This form is convenient for storage and access, and can be accurately weighed according to experimental needs.
When talking about the melting point, it is roughly between 210-215 ° C. Just like ice melts when heated, when the temperature rises to this range, M-m-fluorophenylboronic acid gradually converts from a solid state to a liquid state. This melting point characteristic is of great significance in the identification and purity determination of compounds. If the melting point is accurate and the melting range is very narrow, it often indicates that the purity of the substance is quite high.
In addition to solubility, it has good solubility in common organic solvents such as ethanol, ether, and dichloromethane. It is like a fish entering water and can closely blend with these solvents. This property makes it convenient to participate in various reactions in organic synthesis reactions. In a homogeneous system, it fully contacts and collides with other reactants, thus promoting the smooth progress of the reaction. In water, its solubility is relatively limited, only a little can be dissolved, just like throwing a particle of dust into the vast sea. Although it can disperse a little, it is difficult to achieve a general trend.
In addition, the stability of M-m-fluorophenylboronic acid is also worth mentioning. Under normal storage conditions, it can be stored in a dry and cool place for a certain period of time without significant deterioration. However, exposure to humid air or high temperatures may gradually change, affecting its chemical activity and purity. Therefore, proper storage conditions are essential to maintain its quality.
What are the precautions for M-rifluorobenzeneboronic acid in storage and transportation?
For M-m-fluorophenylboronic acid, be sure to pay attention to many key matters during storage and transportation.
This chemical substance is very active and easily reacts with other substances. Therefore, when storing, it must choose a dry, cool and well-ventilated place. Because of the water vapor in the air, it may induce hydrolysis, resulting in damage to quality. And it should be kept away from fire and heat sources. Because of its flammability, it may be dangerous in case of open flames or hot topics.
Furthermore, the storage place must also be separated from oxidants, acids, and bases. These substances can chemically react with M-m-fluorophenylboronic acid, causing deterioration and even causing dangerous accidents.
As for transportation, the packaging must be tight and stable. Choose suitable packaging materials to prevent package damage caused by vibration and collision, and material leakage. During transportation, always pay attention to the ambient temperature and humidity, and strive to maintain smooth transportation conditions. Transportation personnel should also be familiar with the characteristics of this chemical and emergency disposal methods. In case of material leakage and other emergencies, they can handle it quickly and properly to avoid causing greater harm. In short, whether storing or transporting M-m-fluorophenylboronic acid, strict specifications and operating procedures must be followed to ensure personnel safety and material quality.