What are the main uses of 4-Fluorobenzene-1-thiol?

4-Fluorobenzene-1-thiol, Chinese name 4-fluorothiophenol, is an organic compound, which is widely used in the fields of chemical industry, medicine and materials.

In the chemical industry, it is an important intermediate in organic synthesis. It can be reacted with halogenated hydrocarbons, acyl halides, etc. through nucleophilic substitution reactions to form carbon-sulfur bonds to synthesize organosulfur compounds with diverse structures. These organosulfur compounds have important uses in the synthesis of functional materials, catalyst ligands, and fine chemicals. For example, they react with allyl halides to form allyl sulfides, which are key intermediates in the synthesis of flavors and pesticides.

In the field of medicine, 4-fluorothiophenol is of great significance in drug development due to the unique electronic effects and biological activities of sulfur atoms and fluorine atoms. It can be introduced into drug molecules as pharmacophore or structural modification fragments to change the physicochemical properties and biological activities of drugs. For example, for some potentially bioactive parent compounds, the introduction of 4-fluorothiophenol structure can improve their lipophilicity, improve cell membrane permeability, or enhance interaction with biological targets, thereby enhancing drug efficacy. Studies have shown that some structural compounds containing 4-fluorothiophenol have inhibitory effects on specific cancer cells, showing the potential for anti-cancer drug development.

In the field of materials, 4-fluorothiophenol participates in the preparation of functional materials. For example, in the construction of self-assembled monolayers (SAMs), 4-fluorothiophenol can form ordered self-assembled monolayers on the surfaces of metals such as gold and silver by taking advantage of the strong adsorption properties of sulfur atoms on metal surfaces. Such monolayers can precisely regulate the surface properties of materials, such as wettability, surface charge and biocompatibility, and have broad applications in sensors, electronic devices, and anti-corrosion coatings. In addition, when preparing organic semiconductor materials, 4-fluorothiophenol can be introduced into the conjugated system as a structural unit to adjust the electronic structure and optical properties of the materials, and help the development of organic optoelectronic devices.

What are the physical properties of 4-Fluorobenzene-1-thiol?

4-Fluorobenzene-1-mercaptan, this material has special properties. Its shape is colorless to light yellow liquid, with a foul smell. This smell is pungent and intolerable, and everyone hates it.

Looking at its melting point, it is about -20 ° C, and the boiling point is between 197-199 ° C. Under normal temperature and pressure, it is in a stable state. When exposed to open flames and hot topics, it is very easy to burn, and when burned, toxic sulfur oxides and fluoride fumes will be generated. This smoke is very toxic and harmful.

Its solubility also has characteristics. It can be dissolved in organic solvents such as alcohols and ethers, but it is difficult to dissolve in water. This is due to the characteristics of benzene ring, fluorine atom and thiol group in molecular structure. Benzene ring is a hydrophobic group, and although the thiol group has a certain polarity, it is difficult to form a strong enough interaction with water molecules, making it difficult to dissolve water. The structure of alcohols and ether organic solvents has certain similarities with 4-fluorobenzene-1-thiol, and it is soluble according to the principle of similar compatibility.

4-fluorobenzene-1-thiol has a higher density than water, about 1.24g/cm ³. When mixed with water, it will sink to the bottom of the water. This density characteristic can be used as the basis for separation and other operations in related experiments and industrial operations. The vapor pressure has a specific value at a certain temperature, which affects its diffusion and concentration distribution in the air. In storage and use places, ventilation and other measures should be taken according to this characteristic to prevent the accumulation of steam and cause danger.

What is the chemistry of 4-Fluorobenzene-1-thiol?

4-Fluorobenzene-1-mercaptan has strange properties and many unique properties. This substance is an organosulfur compound. In its structure, on the benzene ring, fluorine atoms and mercapto groups have one place each.

As far as its physical properties are concerned, at room temperature, it is either liquid or solid, but its exact state is closely related to the temperature and humidity of the surrounding environment. Its melting and boiling point depends on the intermolecular force. The introduction of fluorine atoms slightly increases the intermolecular force, resulting in a change in the melting and boiling point compared to benzene mercaptan. Its smell is pungent and unpleasant, just like the commonality of many sulfur-containing compounds. This smell is strong and unique, and can be sensed from a distance.

As for chemical properties, its sulfhydryl group activity is quite high, and it is easy to participate in many chemical reactions. It can complex with metal ions. In case of copper ions, a stable complex will be formed. This reaction is often used for the detection and separation of metal ions. In an oxidizing environment, sulfhydryl groups are easily oxidized and can be gradually converted into sulfoxides and even sulfones. In addition, due to the presence of benzene rings, 4-fluorobenzene-1-thiol can carry out aromatic electrophilic substitution reactions. The electron-absorbing effect of fluorine atoms affects the activity and check point selectivity of the reaction. Although fluorine atoms reduce the electron cloud density of benzene rings, making the electrophilic substitution reaction slightly more difficult, they guide the substituents mainly into the ortho and para-sites. This compound is widely used in the field of organic synthesis and is often used as an intermediate to prepare various drugs, pesticides and functional materials.

What are 4-Fluorobenzene-1-thiol synthesis methods?

For 4-fluorobenzene-1-mercaptan, there are several ways to synthesize it.

One method can be started with 4-fluorobrobenzene. Take 4-fluorobrobenzene first, place it in anhydrous ether with magnesium shavings, and stir it carefully to make Chengge's reagent. During this process, care must be taken to isolate water vapor to prevent its failure. After Chengge's reagent, slowly introduce hydrogen sulfide gas, and after appropriate reaction, 4-fluorobenzene-1-mercaptan can be obtained. However, the operation in this process requires strict control of the reaction conditions. Temperature, gas entry rate, etc., are all related to success or failure. < Br >
Another method uses 4-fluoronitrobenzene as the starting material. First, 4-fluoronitrobenzene is reduced to 4-fluoroaniline with a suitable reducing agent, such as a combination of iron and hydrochloric acid. 4-fluoroaniline is then co-heated with ammonium thiocyanate to form 4-fluorophenyl thiourea. 4-fluorophenyl thiourea is then treated with sodium hydroxide solution, and 4-fluorophenyl thiourea can also be obtained by hydrolysis. This method has a little more steps, but the raw materials are easier to obtain, and the reaction of each step is relatively mild, which is easier to implement under general experimental conditions.

Another 4-fluorobenzoic acid is used as the starting material. 4-Fluorobenzoic acid is first reduced to obtain 4-fluorobenzyl alcohol. 4-fluorobenzyl alcohol reacts with thioacetic acid under the action of an appropriate catalyst to form 4-fluorobenzyl thioacetate. Then hydrolyze the ester in alkali solution, and finally obtain 4-fluorobenzene-1-mercaptan. This approach requires multiple steps of reaction, but the selectivity of each step is acceptable. If it can be carefully controlled, it is also a good method for synthesis.

Synthesis of 4-fluorobenzene-1-mercaptan has advantages and disadvantages. Experimenters should choose carefully according to their own raw materials, equipment and technical conditions to achieve the purpose of efficient synthesis.

4-Fluorobenzene-1-thiol need to pay attention to when storing and transporting

4-Fluorobenzene-1-mercaptan is a rather special chemical substance. When storing and transporting, many aspects need to be paid attention to.

Let's talk about storage first, this substance requires strict environmental conditions. Because of its certain volatility and chemical activity, it should be placed in a cool and well-ventilated place. If the temperature is too high, or its volatilization is intensified, it will not only cause loss, but also may cause safety hazards. For example, in hot summer days, if stored in a warehouse without temperature control, the volatilization rate will increase greatly, or even the local concentration will be too high due to accumulation, and it may explode in case of ignition sources such as open flames. Furthermore, it is necessary to ensure that the storage environment is dry. 4-Fluorobenzene-1-mercaptan is easy to chemically react with water, causing it to deteriorate. Therefore, the humidity of the warehouse must be strictly controlled, and the desiccant can be placed around to maintain a dry atmosphere. And it should be kept away from oxidants and strong bases and other substances. Because 4-fluorobenzene-1-mercaptan meets the oxidant or has a violent oxidation reaction, and interacts with strong bases, it will also destroy its chemical structure and make it ineffective.

As for transportation, the first heavy packaging. It needs to be packed in a strong and well-sealed container to prevent leakage. If the barrel is used, the material of the barrel body must be able to withstand the corrosion of 4-fluorobenzene-1-mercaptan, and the lid sealing gasket must be intact. During transportation, bumps and collisions should also be avoided to prevent damage to the container. Vehicles should drive steadily, and when road conditions are not good, they need to pass slowly. At the same time, transportation vehicles should be equipped with corresponding emergency treatment equipment, such as adsorption materials, in case of leakage, which can be adsorbed in time to reduce hazards. And transportation personnel also need professional training, familiar with the characteristics of 4-fluorobenzene-1-mercaptan and emergency response methods. In case of emergencies, they can respond quickly and correctly to ensure transportation safety.