Chemical Formula | C6H3BrClF |
Appearance | Colorless to light yellow liquid |
Boiling Point | 187 - 189 °C |
Density | 1.826 g/cm³ |
Flash Point | 74 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents |
Refractive Index | 1.563 - 1.565 |
Chemical Formula | C6H3BrClF |
Molar Mass | 225.44 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | 195 - 197 °C |
Density | Approx. 1.8 g/cm³ |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, ether |
Vapor Pressure | Low at room temperature |
Odor | Pungent, characteristic aromatic odor |
Chemical Formula | C6H3BrClF |
Appearance | Liquid (usually) |
Color | Colorless to pale yellow |
Odor | Characteristic aromatic odor |
Boiling Point | Approximately 190 - 195 °C |
Density | Around 1.8 - 1.9 g/cm³ |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, ether |
What is the chemistry of 4-Bromo-3-chlorofluorobenzene?
4-Bromo-3-chlorofluorobenzene is one of the organohalogenated aromatic hydrocarbons. Among its molecules, fluorine, chlorine and bromine coexist, each of which gives the compound its unique chemical properties due to its electronic effect.
As far as nucleophilic substitution is concerned, the halogen atoms on the aromatic ring can be replaced by nucleophilic reagents. However, this process is difficult and easy, depending on the type of halogen atoms and the density of the aromatic ring electron cloud. The fluorine atom is highly electronegative, resulting in a decrease in the density of its adjacent electron cloud, which makes the nucleophilic reagents easy to approach, so nucleophilic substitution is more likely to occur at the fluorine atom. However, bromine and chlorine atoms are not completely non-reactive. When the reaction conditions are suitable, they can also be replaced by nucleophiles.
In the electrophilic substitution reaction, the halogen atoms are all ortho-para-localizers, which can cause the density of aromatic ring electron clouds to increase relatively at the ortho-para-site. However, due to its electronegativity and electron-absorbing induction effect, the overall density of aromatic ring electron clouds is lower than that of benzene, so the electrophilic substitution reaction activity is inferior to that of benzene. Although bromine, chlorine, and fluorine atoms are all ortho-para-localized, the localization ability is slightly different. The localization ability of fluorine is relatively strong, because the conjugation effect of lone pair electrons and aromatic
In addition, 4-bromo-3-chlorofluorobenzene can still participate in metal-catalyzed coupling reactions, such as with organometallic reagents under the action of metal catalysts such as palladium and nickel, which can form carbon-carbon bonds or carbon-heteroatomic bonds. This is of great significance in the field of organic synthesis and is often a key step in the construction of complex organic molecular structures.
Its chemical properties depend not only on the properties of halogen atoms, but also on the overall electronic structure of aromatic rings. It has important applications in many fields such as organic synthesis, pharmaceutical chemistry and materials science, and can be the cornerstone for the creation of new compounds and the development of new materials.
What are the physical properties of 4-Bromo-3-chlorofluorobenzene?
4-Bromo-3-chlorofluorobenzene, which is one of the organohalogenated aromatic hydrocarbons. Its physical properties are unique, and the understanding of its properties is of great significance in the field of organic synthesis and chemical industry.
First of all, its appearance, under room temperature and pressure, 4-bromo-3-chlorofluorobenzene is a colorless to light yellow transparent liquid, and its liquid texture is relatively uniform, clear and free of impurities, and has a natural luster.
On the boiling point, due to the presence of bromine, chlorine, and fluorine atoms in the molecule, the intermolecular force is enhanced, and its boiling point is quite high, about 190-200 ° C. This property allows it to maintain a liquid state in a high temperature environment, not easy to evaporate, and can be used as a stable reaction medium in reaction systems that require higher temperatures.
In terms of melting point, it is in the range of -10 ° C to -5 ° C. The lower melting point indicates that it is near room temperature and is easy to convert from solid to liquid. This property is convenient for the transportation and mixing of materials in actual operation, and can reduce the risk of pipeline blockage due to material solidification.
Solubility is also an important property. 4-Bromo-3-chlorofluorobenzene is insoluble in water, because water molecules are polar molecules, while the polarity of the organic molecule is relatively weak. According to the principle of "similar miscibility", the two are insoluble. However, it is soluble in many organic solvents, such as ether, dichloromethane, carbon tetrachloride, etc. In organic synthesis experiments, this solubility is often used to select suitable organic solvents to achieve separation, purification and participation in the reaction.
In terms of density, it is heavier than water, about 1.8-1.9 g/cm ³. This property is crucial in operations involving liquid-liquid separation. In stratification, 4-bromo-3-chlorofluorobenzene will be in the lower layer, which is conducive to separation from the upper liquid, so as to achieve the purpose of separation and purification.
In addition, it has a certain smell. Although the smell description of your mileage may vary, it is mostly described as a stimulating aromatic smell. Pay attention when using, because of its smell or irritation to the human respiratory tract, eyes, etc., the operation should be carried out in a well-ventilated place to ensure the safety of the experimenter.
What are the main uses of 4-Bromo-3-chlorofluorobenzene?
4-Bromo-3-chlorofluorobenzene is also an organic compound. Its main uses cover a wide range of fields.
In the field of medicinal chemistry, it is often a key intermediate for the synthesis of drugs. During drug development, with its special molecular structure, it can be introduced into the molecular structure of the target drug by chemical means, thereby endowing the drug with specific biological activity and pharmacological properties. For example, for drugs designed for specific disease targets, 4-bromo-3-chlorofluorobenzene may participate in the construction of key parts of the interaction between the drug and the target, so as to help the drug accurately act on the lesion and achieve the effect of treating the disease.
In the field of materials science, it also has important uses. It can be used as a raw material for the synthesis of special functional materials. Such as the synthesis of polymer materials with unique optical and electrical properties, this material may become popular in the fields of optoelectronic devices, such as organic Light Emitting Diode (OLED), solar cells, etc. Due to the presence of halogen atoms and fluorine atoms in the molecule, the electron cloud distribution of the material can be adjusted, and the energy level structure of the material can be affected, thereby improving the photoelectric properties of the material.
In pesticide chemistry, 4-bromo-3-chlorofluorobenzene can be used to create new pesticides. After rational molecular design and modification, incorporating it into pesticide molecules can enhance the activity and selectivity of pesticides against specific pests or pathogens, and at the same time may improve the environmental compatibility and sustainability of pesticides, providing a more efficient and environmentally friendly means for agricultural pest control.
In summary, the unique chemical structure of 4-bromo-3-chlorofluorobenzene plays an important role in many fields such as medicine, materials, and pesticides, and contributes greatly to the promotion of technological progress and innovation in various fields.
What are 4-Bromo-3-chlorofluorobenzene synthesis methods?
The synthesis methods of 4-bromo-3-chlorofluorobenzene have different paths, which are described in detail below.
First, fluorobenzene can be started from fluorobenzene. First, chlorine gas is used as a halogenating agent, and the chlorination reaction is carried out in the presence of a specific catalyst, such as ferric trichloride. The benzene ring in fluorobenzene is affected by fluorine atoms, and the chlorine atoms will be preferentially substituted over the adjacent and para-sites. Carefully adjusting the reaction conditions, such as temperature and the proportion of reactants, etc., 3-chlorofluorobenzene can be obtained. Later, liquid bromine is used as a brominating agent, and 3-chlorofluorobenz Due to the combined effect of chlorine and fluorine, bromine atoms will be replaced at specific positions, resulting in 4-bromo-3-chlorofluorobenzene. This path is simple and the raw materials are easy to obtain. However, each step requires precise regulation of conditions to ensure product selectivity and yield.
Second, 3-chloroaniline is used as raw material. It is first diazotized, and sodium nitrite and hydrochloric acid can be used to react in a low temperature environment to form a diazo salt. Then, using fluoroboronic acid as a reagent, the diazo group is converted into fluorine atoms through Sandmeier reaction to obtain 3-chlorofluorobenzene. The next step is similar to the above self-fluorobenzene initiator, that is, the target product 4-bromo-3-chlorofluorobenzene is obtained through bromination reaction. Although this path has a little more steps, the conditions for diazotization and subsequent conversion reactions are relatively mild, the equipment requirements are not too high, and the selectivity of each step is easier to control.
Third, 3-chloro-4-bromobenzoic acid is used as raw material. First, the carboxyl group is reduced to an alcohol hydroxyl group through a suitable reducing agent, such as lithium aluminum hydride, etc. Then the alcohol hydroxyl group is converted into a suitable leaving group, such as a chlorine atom or a sulfonate group. Afterwards, under the action of fluorinated reagents, such as potassium fluoride, a nucleophilic substitution reaction occurs to form a carbon-fluorine bond, thereby obtaining 4-bromo-3-chlorofluorobenzene. This path is suitable for those with a specific starting material 3-chloro-4-bromobenzoic acid, which can effectively utilize the structural characteristics of the raw material. However, the reduction and substitution steps need to be carefully operated to ensure the smooth progress of the reaction and the purity of the product.
All synthesis methods have their own advantages and disadvantages. In practical application, careful choices should be made according to the availability of raw materials, cost considerations, equipment conditions, and requirements for product purity and yield.
4-Bromo-3-chlorofluorobenzene to pay attention to when storing and transporting
4-Bromo-3-chlorofluorobenzene is an organic compound. When storing and transporting, many aspects need to be paid attention to.
The first to bear the brunt is related to storage conditions. Because of its certain chemical activity, it should be stored in a cool, dry and well-ventilated place. High temperature and humid environment may cause chemical reactions, resulting in damage to quality. If placed at high temperature, it may cause reactions such as decomposition; in case of moisture, or with water vapor, it will affect its purity. Be sure to keep away from fire and heat sources to prevent dangerous conditions such as combustion and explosion due to heat. This compound may be flammable, although not extremely flammable, there is still a risk near the fire source.
Furthermore, when storing, ensure that the container is sealed. In this way, it can avoid contact with the air, prevent oxidation or react with the ingredients in the air. At the same time, it can prevent its volatilization from escaping, polluting the environment and endangering human health. Because of its toxicity and irritation, if it is inhaled after volatilization, it will damage the respiratory tract. In the storage place, corresponding fire equipment and leakage emergency treatment equipment should be equipped. In the event of a fire or leakage, it can be responded to in time to reduce losses and hazards.
As for transportation, the relevant regulations on the transportation of hazardous chemicals must be strictly followed. Transportation vehicles must have corresponding qualifications, and drivers and escorts should be professionally trained to be familiar with the characteristics of the compound and emergency treatment methods. During transportation, it is necessary to ensure that the packaging is complete and the loading is safe to prevent package damage and material leakage due to collisions and bumps.
When storing and transporting 4-bromo-3-chlorofluorobenzene, all aspects cannot be ignored. From the control of the storage environment to the compliance of transportation specifications, it is the key to ensuring its safety and quality. In this way, accidents can be effectively avoided and personnel safety and the environment can be protected.