3-Chlorobenzene-1-Thiol

Linshang Chemical

Specifications

HS Code

577564

Chemical Formula C6H5ClS
Molar Mass 144.62 g/mol
Appearance Colorless to light yellow liquid
Odor Characteristic, unpleasant odor
Boiling Point 204 - 205 °C
Density 1.24 g/cm³ at 20 °C
Solubility In Water Insoluble
Solubility In Organic Solvents Soluble in many organic solvents like ethanol, ether
Flash Point 88 °C

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Packing & Storage
Packing 100 - gram vial of 3 - chlorobenzene - 1 - thiol, tightly sealed in chemical - resistant packaging.
Storage 3 - Chlorobenzene - 1 - thiol should be stored in a cool, well - ventilated area, away from heat and ignition sources. It should be kept in a tightly closed container, preferably made of corrosion - resistant materials due to its potentially reactive nature. Store it separately from oxidizing agents and incompatible substances to prevent dangerous reactions. Regularly check storage conditions to ensure safety.
Shipping 3 - Chlorobenzene - 1 - thiol is shipped in well - sealed, corrosion - resistant containers. It's transported under regulated conditions, ensuring compliance with safety regulations for hazardous chemicals during transit.
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3-Chlorobenzene-1-Thiol 3-Chlorobenzene-1-Thiol
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Frequently Asked Questions

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What is the chemistry of 3-chlorobenzene-1-thiol?
3-Chlorobenzene-1-thiol, this is an organic compound with unique chemical properties. Its chemical properties are detailed as follows:
1. ** Acidic **: The sulfur-hydrogen bond (S-H) in the thiol group (-SH) is more fragile, and the hydrogen atom is easy to dissociate, so 3-chlorobenzene-1-thiol is acidic. Compared with alcohols, its acidity is stronger. Because the radius of the sulfur atom is larger than that of the oxygen atom, the binding force on the hydrogen atom is weak, and the hydrogen is more likely to leave in the form of protons.
2. ** Nucleophilic **: The sulfur atom contains lone pairs of electrons, making it nucleophilic. It can react with electrophilic reagents, such as reacting with halogenated hydrocarbons to form thioethers. This nucleophilic reaction is commonly used in organic synthesis. With the nucleophilicity of 3-chlorobenzene-1-thiol, sulfur atoms can be introduced to target molecules to construct sulfur-containing organic compound structures.
3. ** Oxidation Reaction **: 3-chlorobenzene-1-thiol is easily oxidized. Mild oxidants can oxidize it to disulfide, and under the action of stronger oxidants, sulfur atoms can be further oxidized to sulfoxide or sulfone. For example, when reacted with oxidants such as hydrogen peroxide, products in different oxidation states can be generated according to conditions. This oxidation reaction has important applications in organic synthesis and chemical analysis. 4. ** Substitution reaction **: The chlorine atom on the benzene ring can be substituted. Under suitable conditions and reagents, the chlorine atom can be replaced by other groups, such as in nucleophilic substitution reactions, the chlorine atom can be replaced by hydroxyl, amino and other nucleophilic reagents, thereby deriving a variety of benzene mercaptan derivatives and expanding their applications in organic synthesis and pharmaceutical chemistry.
What are the physical properties of 3-chlorobenzene-1-thiol?
3-Chlorobenzene-1-mercaptan, this substance has special physical properties. Its appearance is often colorless to light yellow liquid, with a pungent and unpleasant smell of rotten eggs. Because of its sulfur atoms, such odors are common characteristics of sulfur-containing compounds.
When it comes to the melting point, the literature records that its melting point is around -20 ° C, and it is liquid at this low temperature. Most common organic solvents, such as ethanol, ether, benzene, etc., can be miscible with it. Due to the similar principle of miscibility, its molecular structure contains benzene ring and thiol group, which are in agreement with the structure of organic solvents, so it has good solubility.
In terms of boiling point, it is about 230-235 ° C. This boiling point indicates that it needs a higher temperature to convert into a gaseous state, reflecting the relatively strong intermolecular forces. Its density is about 1.32 g/cm ³, which is larger than water. If mixed with water, it will sink to the bottom.
In addition, 3-chlorobenzene-1-mercaptan is easily oxidized in air and has poor stability. Its vapor is heavier than air and can spread at a lower point to a considerable distance. In case of open flames, hot topics, etc., there is a danger of combustion and explosion. This property is due to the reactivity of thiol groups, which are easy to participate in chemical reactions. In addition, the benzene ring structure also has a certain reactivity. The combination of the two results in its reactive chemical properties. Therefore, extra caution is required when storing and using it to prevent accidents.
What are the common uses of 3-chlorobenzene-1-thiol?
3-Chlorobenzene-1-mercaptan, an organic compound, is widely used in many fields of chemical industry. Its common preparation method follows a specific organic synthesis path.
There are methods to use chlorobenzene derivatives as starting materials and react with sulfur-containing reagents. For example, select a suitable halogenated benzene to react with sulfur sources such as sodium hydride under suitable reaction conditions. During the reaction, the choice of temperature, solvent and catalyst is very critical. Usually, a suitable organic solvent needs to be selected within a certain temperature range to facilitate the smooth progress of the reaction. The addition of a catalyst can accelerate the reaction process and improve the yield of the product.
In addition, other functionalized benzene derivatives are used as starting materials and prepared by multi-step reaction. The benzene ring is first modified with specific functional groups, and then sulfur-containing groups are introduced to obtain 3-chlorobenzene-1-mercaptan.
In industrial production, many factors such as cost, reaction efficiency and product purity need to be considered. Optimize the reaction conditions to improve production efficiency and product quality.
3-chlorobenzene-1-mercaptan is often used as a key intermediate in organic synthesis. It can be used to construct complex sulfur-containing organic molecules and is of great value in the fields of medicine, pesticides and materials science. In pharmaceutical research and development, it may be able to participate in the synthesis of compounds with specific biological activities, providing key building blocks for the creation of new drugs. In pesticide manufacturing, it can assist in the synthesis of highly efficient and low-toxicity pesticide ingredients. In the field of materials science, it may be helpful for the preparation of materials with special properties.
What are 3-chlorobenzene-1-thiol synthesis methods?
3-Chlorobenzene-1-mercaptan, that is, isochlorobenzothiophenol, has many synthesis methods. The following is your detailed description.
First, isochlorobenzene is used as the starting material. M-chlorobenzene is reacted with metal magnesium in anhydrous ether and other solvents to make Grignard's reagent. Grignard's reagent is extremely active, and then interacts with carbon disulfide to form an intermediate product. After acid hydrolysis, 3-chlorobenzene-1-mercaptan can be obtained. In this process, the preparation of Grignard's reagent needs to be carried out in an anhydrous and anaerobic environment, because Grignard's reagent is easily reacted in contact with water and oxygen For example, during the reaction, make sure that the instrument used is sufficiently dry, and the solvent is strictly treated with water and oxygen.
Second, m-chloroaniline is used as the raw material. First, m-chloroaniline is converted into diazonium salts through a diazotization reaction. The diazotization reaction is usually obtained at low temperature in a hydrochloric acid or sulfuric acid solution and sodium nitrite. Next, the diazosalt is reacted with thiocyanate to form isochlorophenyl thiocyanide. Finally, hydrolysis of the thiocyanide under acidic or alkaline conditions can produce the target product 3-chlorobenzene-1-thiol. The diazotization reaction must be strictly controlled at temperature, generally at 0-5 ° C. If the temperature is too high, the diazosalt is easy to decompose.
Third, take isochlorobenzoic acid as the starting material. First, isochlorobenzoic acid is converted into acyl chloride, which is often achieved by reagents such as thionyl chloride. The acyl chloride reacts with thiourea to generate the corresponding intermediate. Subsequently, the intermediate is hydrolyzed to finally obtain 3-chlorobenzene-1-thiol. In this synthesis route, the preparation of acyl chloride should pay attention to the safety of the use of thionyl chloride, which is corrosive and will react violently in contact with water.
When synthesizing 3-chlorobenzene-1-mercaptan, different methods have their own advantages and disadvantages. It is necessary to carefully select the appropriate synthesis path according to the actual situation, such as the availability of raw materials, the controllability of reaction conditions, cost and other factors, in order to achieve efficient and economical synthesis goals.
3-chlorobenzene-1-thiol what are the precautions during use
3-Chlorobenzene-1-mercaptan is an organic compound. Many precautions must be taken into account during use.
First safety protection. This compound is toxic and irritating, and contact can cause skin, eye and respiratory damage. When taking it, be sure to wear appropriate protective equipment, such as gloves, goggles and gas masks, to protect against skin contact and inhalation of its vapors. If it accidentally touches the skin or eyes, rinse with plenty of water immediately and seek medical attention in time.
Second, on storage conditions. Store it in a cool and well-ventilated place, away from fire and heat sources. Because it is sensitive to light, it should be stored away from light to prevent deterioration. And it should be stored separately from oxidants, alkalis, etc., and should not be mixed to avoid dangerous reactions.
Furthermore, the use environment should also be paid attention to. The operation should be carried out in a fume hood to ensure good ventilation, timely discharge of volatile harmful gases, reduce the concentration of harmful substances in the air, and reduce the harm to the human body.
In addition, when using, precise control of the dosage and reaction conditions is crucial. Because of its active chemical properties, differences in reaction conditions, or different reaction results, and even lead to side reactions. Therefore, before the experiment, it should be fully understood its chemical properties and reaction characteristics, and the experiment should be carried out in strict accordance with the operating procedures.
In addition, waste disposal should not be underestimated. After use, the remaining 3-chlorobenzene-1-mercaptan and related waste must not be discarded at will. It must follow relevant environmental regulations and be properly disposed of to prevent pollution to the environment.
In short, when using 3-chlorobenzene-1-mercaptan, be careful, strictly abide by safety operating procedures, and attach great importance to safety protection, storage, ventilation, dosage control and waste disposal, so as to ensure personal safety and environmental safety, and carry out related work smoothly.
What are the main uses of 3-chlorobenzene-1-thiol?
3-Chlorobenzene-1-mercaptan has a wide range of uses and is used in various fields of chemical industry.
First, it is a key raw material in the process of organic synthesis. It can combine with other substances through many chemical reactions, and then build a complex organic molecular structure. Taking nucleophilic substitution reactions as an example, its thiol groups have high nucleophilic properties and can be cleverly combined with halogenated hydrocarbons, acyl halides and other substances to derive other sulfur-containing organic compounds, which is essential for the creation of new drugs, pesticides and functional materials.
Second, it also has its uses in the field of materials science. Or can participate in the synthesis process of polymer materials, through the reaction of mercaptan with olefins, alkynes, etc., to achieve subtle regulation of material structure and properties. For example, mercaptan-ethylene click chemistry can be used to prepare polymer materials with specific functions and forms. Such materials may have excellent flexibility, adhesion or optical properties, and shine in the fields of coatings, adhesives and biomedical materials.
Third, in the field of metal surface treatment, 3-chlorobenzene-1-thiol can also play a unique role. Due to its strong adsorption of thiol groups to metal surfaces, a dense self-assembled monolayer film can be formed on the metal surface. This film can effectively block the contact between external corrosive media and metals, improve the corrosion resistance of metals, and can also optimize the wettability and tribological properties of metal surfaces. It is widely used in electronic devices, aerospace and other industries.
Fourth, in analytical chemistry, it can be used as an analytical reagent. With its characteristics of forming stable complexes with specific metal ions, it can achieve accurate detection and quantitative analysis of metal ions through colorimetry, fluorescence and other analytical methods. It is significant in environmental monitoring, biomedical testing and other aspects.
What are the physical properties of 3-chlorobenzene-1-thiol?
3-Chlorobenzene-1-mercaptan is a kind of organic compound. Its physical properties are quite important and are related to many practical applications.
First appearance, under room temperature and pressure, 3-chlorobenzene-1-mercaptan is usually colorless to light yellow liquid, with a clear texture, like clear water, without turbidity. Looking at its color, this light yellow luster is not thick, just like the faint light of the early morning light, light but not hidden.
Second and smell, this compound has a strong and pungent stench, just like the smell of rotten things, extremely unpleasant and disgusting. This smell is extremely difficult to dissipate, lingering in the air for a long time, and a little inadvertent contact will leave a profound olfactory memory.
Another is the melting boiling point. Its melting point is low, about -18 ° C, just like the cold of winter, not yet extremely cold, but it can also solidify the substance at low temperatures. The boiling point is about 225 ° C, and a higher temperature is required to make it boil into a gaseous state.
In terms of solubility, 3-chlorobenzene-1-thiol is difficult to dissolve in water, just like the incompatibility of oil and water. When the two meet, they will stratify. However, it is soluble in most organic solvents, such as ethanol, ether, benzene, etc., just like a fish entering water, it can blend with organic solvents and mix into one.
Density is also one of its important physical properties. Its density is slightly higher than that of water, about 1.31g/cm ³. When coexisted with water, it will sink to the bottom like a stone, naturally sinking to the bottom.
Volatility, the substance has a certain degree of volatility. At room temperature, it will slowly evaporate into the air, making the surrounding space full of its pungent smell. And because of its volatility, special attention should be paid when storing to prevent its escape.
Is 3-chlorobenzene-1-thiol chemically stable?
3-Chlorobenzene-1-mercaptan is an organic compound. The stability of its chemical properties is quite complex, and it needs to be discussed from many aspects.
Let's talk about its structure first. The position of the chlorine atom and the thiol group on the benzene ring has a significant impact on its stability. The benzene ring is a conjugated system with special stability. However, the introduction of chlorine atoms and thiol groups changes the electron cloud distribution. The chlorine atom has an electron-absorbing induction effect, which can reduce the electron cloud density of the benzene ring; the thiol group has an electron-giving conjugation effect and an electron-absorbing induction effect, and the interaction between the two affects the molecular stability.
From the chemical properties, the sulfur atom of the thiol group has a lone pair electron and It is prone to oxidation reaction and can be gradually oxidized to disulfide in the air. In case of oxidants such as hydrogen peroxide, it is more susceptible to oxidation, resulting in structural changes and impaired stability.
At the same time, 3-chlorobenzene-1-mercaptan can participate in nucleophilic substitution reaction. Due to the change of electron cloud density of benzene ring, chlorine atoms can be replaced by nucleophilic reagents. This reaction may affect its original structure and cause stability changes.
Furthermore, its stability is also affected by external conditions. When the temperature rises, the thermal motion of molecules intensifies, the chemical reaction rate accelerates, and the stability decreases. Under light, or luminescent chemical reactions are induced, which affect its chemical structure and stability.
In general, the chemical properties of 3-chlorobenzene-1-mercaptan are not absolutely stable. Under specific conditions, chemical reactions are prone to occur, resulting in structural and property changes. Its stability needs to be carefully analyzed according to the specific environment and reaction conditions.
What are the preparation methods of 3-chlorobenzene-1-thiol?
There are several common methods for preparing 3-chlorothiophenol. One is to start with 3-chlorobrombenzene and make it react with metal magnesium to form a Grignard reagent, 3-chlorophenylmagnesium bromide. Then, the Grignard reagent is reacted with carbon disulfide to form 3-chlorophenyldithiocarboxylate, and then acidized to obtain 3-chlorothiophenol. The reaction process is as follows:
First, 3-chlorobrombenzene reacts with magnesium in a suitable solvent such as anhydrous ethyl ether at a suitable temperature, and magnesium atoms are inserted between carbon-bromine bonds to form 3-chlorophenylmagnesium bromide. In this step, water vapor needs to be isolated to prevent the Grignard reagent from being decomposed in contact with water.
Then, 3-chlorophenyl magnesium bromide and carbon disulfide are mixed at low temperature, and the reaction is slow to form 3-chlorophenyl dithiocarboxylate.
Finally, an appropriate amount of acid, such as hydrochloric acid, is added to this reaction mixture for acidification, and 3-chlorophenyl dithiocarboxylate is converted into 3-chlorophenylthiophenol, and corresponding salt by-products are produced.
Furthermore, 3-chloronitrobenzene can also be used as a raw material. First, 3-chloronitrobenzene is reduced to 3-chloroaniline. Commonly used reducing agents include iron and hydrochloric acid, tin and hydrochloric acid systems. 3-Chloroaniline is then reacted with ammonium thiocyanate to form 3-chlorobenzene thiocyanate, and then hydrolyzed to obtain 3-chlorothiophenol.
First, 3-chloronitrobenzene is reacted with a reducing agent under suitable conditions, and the nitro group is reduced to an amino group to obtain 3-chloroaniline.
Then 3-chloroaniline is reacted with ammonium thiocyanate at a certain temperature and in a solvent to form 3-chlorobenzene thiocyanate.
Finally, 3-chlorophenol thiocyanate is hydrolyzed to obtain the target product 3-chlorothiophenol.
There is another method using 3-chlorophenol as the starting material. First, 3-chlorophenol is converted into a corresponding halogen, such as reacting with phosphorus tribromide, so that the hydroxyl group is replaced by a halogen atom. Then, the halogen is reacted with thiourea to form isothiourea salt, and then alkali hydrolysis can produce 3-chlorothiophenol. In this process, each step of the reaction conditions needs to be carefully controlled, and factors such as temperature, the proportion of reactants, and reaction time have an impact on the yield and purity of the product.
What are the precautions in storage and transportation of 3-chlorobenzene-1-thiol?
3-Chlorobenzene-1-mercaptan, this is an organic compound. When storing and transporting, many key precautions need to be paid more attention.
First, when storing, choose a cool, dry and well-ventilated place. Because of its volatility, high temperature or humid environment is easy to increase volatilization, or even cause deterioration. If stored in a hot and humid place, it may cause changes in the properties of the compound, affecting its quality and subsequent use.
Second, be sure to keep away from fire and heat sources. This compound may be flammable, and it is easy to burn when exposed to open flames and hot topics, or even cause explosions. Fireworks are strictly prohibited in storage places such as factory workshops and warehouses, and electrical equipment must also meet explosion-proof standards to prevent danger caused by static electricity and electric sparks.
Third, it needs to be stored separately from oxidants and acids, and must not be mixed. Because of its active chemical nature, contact with oxidants may cause severe chemical reactions, or release a lot of heat, causing fire or explosion; mix with acids, or react, damaging the properties of compounds, and may generate harmful gases.
Fourth, during transportation, the packaging must be tight and stable. Because of its irritation and toxicity, if the packaging is damaged, leakage or pollution of the environment will endanger the health of transporters and surrounding people. Transportation vehicles also need to be equipped with corresponding fire and emergency treatment equipment to prepare for emergencies. When loading and unloading, the operation should be cautious to avoid collision and drag caused by packaging damage.
Fifth, storage and transportation places should be set up with obvious warning signs. Inform personnel of the danger of the compound, so that they can be vigilant during operation and passing, and strictly abide by safety procedures, so as to ensure the safety of 3-chlorobenzene-1-thiol during storage and transportation.