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What are the main uses of 4-Fluorobenzenethiol?
4-Fluorobenzenethiol is 4-fluorothiophenol, which has a wide range of uses.
In the field of organic synthesis, it is often a key intermediate. Nucleophilic substitution reactions with halogenated hydrocarbons can generate compounds containing thioether structures, which play a significant role in the field of medicinal chemistry. Many drug molecular designs require the introduction of thioether fragments to improve the activity, solubility and metabolic properties of drugs. For example, in the synthesis of some antibacterial and antiviral drugs, 4-fluorothiophenol is involved, laying the foundation for the construction of effective active ingredients.
In materials science, 4-fluorothiophenol is also used. The surface of the modifiable material forms a self-assembled monolayer on the surface of the metal material through the strong interaction between sulfur atoms and the metal surface. This self-assembled monolayer can change the wettability and electrical properties of the material surface. For example, when applied to electronic devices, it can adjust the interface properties of the electrode surface, improve the electron transfer efficiency, and then optimize the device performance.
In the field of dye chemistry, 4-fluorothiophenol can be used as a raw material for the synthesis of new dyes. By chemically modifying its phenyl ring and sulfur group, dye molecules with special light absorption and emission characteristics can be designed. These dyes can be used for bioluminescent labeling, which helps to detect and image biomolecules with high sensitivity in biomedical research, and promotes the development of biomedical detection technology.
What are the physical properties of 4-Fluorobenzenethiol?
4 - Fluorobenzenethiol is an organic compound, its physical properties are particularly important, and it is crucial in various fields such as chemical industry and materials.
Looking at its properties, under room temperature and pressure, 4 - Fluorobenzenethiol is mostly colorless to light yellow liquid, which is convenient for it to mix uniformly with other substances in many reaction systems and participate in various chemical reactions. It has a special odor. Although the description of your mileage may vary, it is pungent. This odor characteristic can be used as a basis for preliminary identification.
The boiling point is about 187-188 ° C. As an important physical constant of a substance, the boiling point reflects the strength of its intermolecular forces. This boiling point indicates that in order to transform 4-Fluorobenzenethiol from liquid to gaseous state, corresponding heat needs to be applied to overcome the attractive force between molecules. This property is crucial in chemical operations such as distillation and separation, and can help chemists accurately control the separation process and obtain high-purity target products.
In terms of melting point, the melting point of 4-Fluorobenzenethiol is about -26 ° C. The lower melting point makes it exist in liquid form at room temperature, and its physical state is variable at temperatures slightly higher than the melting point, which brings convenience to its storage and transportation under low temperature reactions or specific conditions. It is also necessary to pay attention to temperature control to prevent changes in physical state from affecting its quality.
The density of 4 - Fluorobenzenethiol is about 1.17 g/cm ³, which is different from the density of water. The density property is related to its distribution in the mixed system. In the process of liquid-liquid separation or phase transfer catalysis, the density difference can be an important basis for the separation or reaction, which is helpful for the design of efficient reaction and separation processes.
Solubility is also an important physical property. 4 - Fluorobenzenethiol is slightly soluble in water, but can be well miscible with organic solvents such as ethanol and ether. This solubility characteristic determines its application range in different solvent systems. Slightly soluble in water indicates that its hydrophilicity is weak, while miscibility with organic solvents provides a rich choice of solvents for organic synthesis reactions, which is conducive to the dissolution and reaction of reactants. When the product is purified, its solubility difference can be used to achieve effective separation.
In addition, the vapor pressure of 4-Fluorobenzenethiol also has a corresponding value at a specific temperature. The vapor pressure reflects the difficulty of its volatilization and is of great significance for its safety assessment during storage and use. Higher vapor pressure means that it evaporates quickly and needs to be operated in a well-ventilated environment to prevent the accumulation of steam from causing safety hazards.
What is the chemistry of 4-Fluorobenzenethiol?
4 - Fluorobenzenethiol is an organic compound with unique and important chemical properties. This substance contains fluorine atoms and mercapto groups, which give it specific chemical activity.
Let's talk about fluorine atoms first, because of its extremely high electronegativity, it changes the distribution of molecular electron clouds. It can enhance molecular lipophilicity and affect the solubility and biological activity of compounds. In chemical reactions, fluorine atoms can cause changes in the electron cloud density of ortho and para-sites, which in turn affect the check point and activity of electrophilic substitution reactions. For example, electrophilic reagents are more likely to attack positions with relatively high electron cloud density. The presence of fluorine atoms changes the electron cloud distribution of benzene rings and affects the selectivity of the substitution reaction region.
Mercapto (-SH) activity is also high. Sulfur atoms in sulfhydryl groups have solitary pairs of electrons, which are easy to give electrons to participate in the reaction. It can undergo oxidation reactions, and two sulfhydryl groups are easily oxidized to form disulfide bonds (-S-S-). This reaction is common in stable protein structures, and 4-Fluorobenzenethiol can do the same. Moreover, sulfhydryl groups can form stable complexes with metal ions. Due to the strong affinity of sulfur to metal ions, it can be used for the detection and separation of metal ions.
In nucleophilic substitution reactions, sulfhydryl groups, as nucleophiles, can attack positively charged carbon atoms in substrates such as halogenated hydrocarbons to form new sulfur-containing compounds. 4-Fluorobenzenethiol has different reactivity and selectivity from simple aliphatic thiols due to the interaction of benzene rings with fluorine The benzene ring conjugated system can disperse the charge of the intermediate in the reaction, making the reaction easier to proceed or changing the reaction path.
Furthermore, 4-Fluorobenzenethiol has certain acidity. The sulfhydryl hydrogen atom can be dissociated under appropriate conditions, and the acidity is affected by the benzene ring and the fluorine atom. The electron-absorbing action of the fluorine atom makes the sulfhydryl hydrogen atom more easily dissociated and acidic, which has an important impact in acid-base reactions or catalytic reactions.
In summary, 4-Fluorobenzenethiol has rich chemical properties due to the existence of fluorine atoms and sulfhydryl groups, and has wide application potential in organic synthesis, materials science, biochemistry and other fields.
What are 4-Fluorobenzenethiol synthesis methods?
4-Fluorobenzenethiol has various synthesis methods. First, it can be obtained by reacting 4-Fluorobenzene diazonium salt with potassium hydride. Among them, 4-Fluorobenzene diazonium salt is prepared first, starting with 4-fluoroaniline, and sodium nitrite in an acidic environment at low temperature to form diazonium salt. After reacting with potassium hydride, 4-Fluorobenzenethiol is obtained.
Second, 4-fluorobromobenzene is used as a raw material and interacts with metal magnesium to form a Grignard reagent, that is, 4-fluorophenyl magnesium bromide. It can also be obtained by reacting it with carbon disulfide and hydrolyzing it. The main point of the reaction is the addition of Grignard reagent and carbon disulfide, and the subsequent hydrolysis.
There are also those who use 4-fluoroanisole as the starting material, which are first thiosubstituted and then reduced. At the time of thiogeneration, a suitable sulfur reagent is selected to replace the methoxy group with a thio group, and then the excess group is removed through a reduction step to obtain 4-Fluorobenzenethiol. In this synthesis, each step requires careful observation of the reaction conditions, such as temperature, pH, and the ratio of reagents, etc., in order to make the reaction smooth and obtain a higher yield.
4-Fluorobenzenethiol What are the precautions during storage and transportation?
4 - Fluorobenzenethiol is an organic compound with special chemical properties. When storing and transporting, many matters need careful attention.
It is easily oxidized, and it is easy to deteriorate if left in the air for a long time or in contact with oxidants. Therefore, when storing, it is placed in a sealed container and filled with inert gases such as nitrogen to isolate the air and slow down the oxidation process.
This compound is volatile and emits an unpleasant odor, which is irritating to the human respiratory tract, eyes and skin. The storage place must be well ventilated to prevent the accumulation of harmful gases. When transporting, the packaging should be tight and reliable to avoid leakage and spread of odor.
4 - Fluorobenzenethiol is flammable, and there is a risk of combustion and explosion in case of open flames and hot topics. Fireworks are strictly prohibited in storage and transportation places, and suitable fire-fighting equipment must be equipped.
Because of its toxicity, it may also cause harm to the environment. During storage, it should be prevented from leaking into the environment. If leakage unfortunately occurs, it needs to be properly handled in time to avoid polluting soil and water sources. When transporting, it is also necessary to strictly follow relevant regulations to prevent adverse effects on the environment along the way.
4 - Fluorobenzenethiol is chemically active. When storing and transporting, many protective measures need to be taken to ensure the safety of personnel, the environment is not polluted, and the material properties are stable.