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1-Chloro-2-(Methylsulfanyl)Benzene
Linshang Chemical
|
HS Code |
157724 |
| Chemical Formula | C7H7ClS |
| Molar Mass | 160.65 g/mol |
| Appearance | Liquid (usually) |
| Boiling Point | Approx. 223 - 225 °C |
| Density | Around 1.23 g/cm³ |
| Solubility In Water | Insoluble |
| Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, ether |
| Odor | Characteristic, pungent sulfur - like odor |
| Flash Point | Around 93 °C |
| Vapor Pressure | Low at room temperature |
As an accredited 1-Chloro-2-(Methylsulfanyl)Benzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 1 - chloro - 2 - (methylsulfanyl)benzene: Packed in 500 - mL glass bottles, 10 bottles per carton. |
| Storage | 1 - Chloro - 2 - (methylsulfanyl)benzene should be stored in a cool, well - ventilated area, away from direct sunlight. Keep it in a tightly sealed container to prevent vapor leakage. Store it separately from oxidizing agents and reactive substances. Given its potential flammability, ensure the storage site has no ignition sources, in compliance with safety regulations for handling such chemicals. |
| Shipping | 1 - chloro - 2 - (methylsulfanyl)benzene is shipped in tightly sealed, corrosion - resistant containers. It's transported under controlled conditions, following strict chemical safety regulations to prevent spills and ensure safe transit. |
Competitive 1-Chloro-2-(Methylsulfanyl)Benzene prices that fit your budget—flexible terms and customized quotes for every order.
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What are the chemical properties of 1-chloro-2- (methylsulfanyl) benzene?
1-Chloro-2 - (methylsulfanyl) benzene, that is, 1-chloro-2 - (methylthio) benzene, the chemical properties of this substance, let me explain in detail.
It has an aromatic ring structure, and the stability of the benzene ring gives it a certain degree of chemical inertness. However, the substituents on the benzene ring make it exhibit different activities.
Chlorine atoms are connected to the benzene ring, and chlorine is an electron-absorbing group. By inducing and conjugating effects, the electron cloud density of the benzene ring is reduced. This property causes the activity of electrophilic substitution of benzene ring to decrease slightly compared with benzene itself, and the localization effect of chlorine atoms belongs to ortho and para-localization groups. Subsequent electrophilic substitution reactions, new groups enter more neighboring and para-sites of chlorine.
Methylthio (-SCH
) is connected to the benzene ring, and the sulfur atom contains lone pair electrons, which can be conjugated with the benzene ring to increase the electron cloud density of the benzene ring. The localization effect is also ortho and para-localization. This interaction with the interaction of chlorine atoms makes the distribution of the electron cloud of the benzene ring more complicated.
In the electrophilic substitution reaction, the reactivity of 1-chloro-2- (methylthio) benzene is different from that of benzene due to the combined action of methylthio and chlorine atoms. The electron-absorbing effect of chlorine atoms is partially offset by the action of methylthio-groups, so that the overall electron cloud density of the benzene ring does not decrease excessively, and electrophilic substitution can still occur, such as halogenation, nitrification, and sulfonation.
It can also participate in nucleophilic substitution reactions. The chlorine atom can be used as a leaving group and replaced by nucleophilic reagents under suitable conditions for nucleophilic reagents and reactions. For example, it reacts with nucleophilic reagents such as
The unique electronic effect and localization effect of chlorine atom and methyl thio group on 1-chloro-2- (methylthio) benzene ring can be used as a key intermediate in the field of organic synthesis. Through various reactions, complex organic compounds can be constructed.
It has an aromatic ring structure, and the stability of the benzene ring gives it a certain degree of chemical inertness. However, the substituents on the benzene ring make it exhibit different activities.
Chlorine atoms are connected to the benzene ring, and chlorine is an electron-absorbing group. By inducing and conjugating effects, the electron cloud density of the benzene ring is reduced. This property causes the activity of electrophilic substitution of benzene ring to decrease slightly compared with benzene itself, and the localization effect of chlorine atoms belongs to ortho and para-localization groups. Subsequent electrophilic substitution reactions, new groups enter more neighboring and para-sites of chlorine.
Methylthio (-SCH
) is connected to the benzene ring, and the sulfur atom contains lone pair electrons, which can be conjugated with the benzene ring to increase the electron cloud density of the benzene ring. The localization effect is also ortho and para-localization. This interaction with the interaction of chlorine atoms makes the distribution of the electron cloud of the benzene ring more complicated.
In the electrophilic substitution reaction, the reactivity of 1-chloro-2- (methylthio) benzene is different from that of benzene due to the combined action of methylthio and chlorine atoms. The electron-absorbing effect of chlorine atoms is partially offset by the action of methylthio-groups, so that the overall electron cloud density of the benzene ring does not decrease excessively, and electrophilic substitution can still occur, such as halogenation, nitrification, and sulfonation.
It can also participate in nucleophilic substitution reactions. The chlorine atom can be used as a leaving group and replaced by nucleophilic reagents under suitable conditions for nucleophilic reagents and reactions. For example, it reacts with nucleophilic reagents such as
The unique electronic effect and localization effect of chlorine atom and methyl thio group on 1-chloro-2- (methylthio) benzene ring can be used as a key intermediate in the field of organic synthesis. Through various reactions, complex organic compounds can be constructed.
What are the main uses of 1-chloro-2- (methylsulfanyl) benzene?
1 - chloro - 2 - (methylsulfanyl) benzene, or o-chlorophenyl sulfide, is widely used. In the field of organic synthesis, it is an important intermediate. The presence of chlorine atoms and methyl sulfide groups in its structure gives it unique reactivity and can participate in many chemical reactions, such as nucleophilic substitution reactions. With this reaction, various functional groups can be ingeniously introduced to construct complex organic compounds, which make outstanding contributions to the preparation of fine chemicals.
In the field of medicinal chemistry, its application should not be underestimated. In the synthesis of many drugs, o-chlorobenzene sulfide is often used as the starting material, and through a series of delicate chemical reactions, compounds with specific pharmacological activities are obtained. For example, in the development and production of some antibacterial drugs and pain-relieving drugs, o-chlorobenzene sulfide plays a key role.
In the field of materials science, o-chlorobenzene sulfide also shows unique value. It can be used as a key monomer for the synthesis of polymer materials with special properties. Through appropriate polymerization reactions, its structural units are introduced into the polymer chain, which can effectively regulate the properties of materials, such as improving the thermal stability and mechanical properties of materials, providing a broad space for the development of new materials.
Furthermore, in the fragrance industry, due to its unique molecular structure, o-chlorobenzene sulfide can participate in the formulation of unique fragrance components, adding a unique flavor to the creation of fragrances and enriching the types and levels of fragrances.
In the field of medicinal chemistry, its application should not be underestimated. In the synthesis of many drugs, o-chlorobenzene sulfide is often used as the starting material, and through a series of delicate chemical reactions, compounds with specific pharmacological activities are obtained. For example, in the development and production of some antibacterial drugs and pain-relieving drugs, o-chlorobenzene sulfide plays a key role.
In the field of materials science, o-chlorobenzene sulfide also shows unique value. It can be used as a key monomer for the synthesis of polymer materials with special properties. Through appropriate polymerization reactions, its structural units are introduced into the polymer chain, which can effectively regulate the properties of materials, such as improving the thermal stability and mechanical properties of materials, providing a broad space for the development of new materials.
Furthermore, in the fragrance industry, due to its unique molecular structure, o-chlorobenzene sulfide can participate in the formulation of unique fragrance components, adding a unique flavor to the creation of fragrances and enriching the types and levels of fragrances.
What are the synthesis methods of 1-chloro-2- (methylsulfanyl) benzene
1 - chloro - 2 - (methylsulfanyl) benzene, that is, o-chlorophenyl sulfide. There are many different methods of synthesis, and the details are as follows.
One, can be obtained by reacting o-chlorobrombenzene with sodium methyl mercaptan. In this reaction, o-chlorobrombenzene is a halogenated aromatic hydrocarbon and sodium methyl mercaptan is a nucleophilic reagent. The two are stirred in a suitable solvent, such as N, N - dimethylformamide (DMF), at a certain temperature. DMF can promote the reaction because it has good solubility to the reactants and can stabilize the transition state. The reaction temperature depends on the situation, generally between 50-80 ° C. This reaction is based on the nucleophilic substitution mechanism. The sulfur atom in sodium methyl mercaptan is rich in electrons, attacking the carbon atom connected to bromine in o-chlorobrombenzene, and the bromine ion leaves, resulting in o-chlorobenzyl sulfide.
Second, the synthesis of chlorophothiophenol and iodomethane as raw materials. The sulfur atom of o-chlorophothiophenol is nucleophilic, and the methyl group in iodomethane is the electrophilic center. Under basic conditions, such as the presence of potassium carbonate, it reacts in acetone solvent. Potassium carbonate can neutralize the hydrogen iodide generated by the reaction and promote the positive progress of the reaction. Acetone, as a solvent, can dissolve the re The reaction temperature is controlled between room temperature and reflux temperature. After nucleophilic substitution, the sulfur atom of o-chlorothiophenol attacks the methyl of iodomethane, and the iodine ions leave to form the target product 1-chloro-2 - (methylsulfanyl) benzene.
Third, the Grignard reagent method can also be used. First, the Grignard reagent is prepared from o-chlorobrombenzene, and the magnesium chips are reacted with o-chlorobrombenzene in anhydrous ether to form o-chlorobrombenzene magnesium bromide. After that, the Grignard reagent is reacted with dimethyl disulfide. The sulfur-sulfur bond in dimethyl disulfide is broken under the action of Grignard reagent, and one of the sulfur atoms is connected to o-chlorophenyl to obtain 1-chloro-2 - (methylsulfanyl) benzene. This reaction needs to be carried out under anhydrous and anaerobic conditions. Because Grignard reagent is extremely active, it will react quickly in contact with water or oxygen and fail.
One, can be obtained by reacting o-chlorobrombenzene with sodium methyl mercaptan. In this reaction, o-chlorobrombenzene is a halogenated aromatic hydrocarbon and sodium methyl mercaptan is a nucleophilic reagent. The two are stirred in a suitable solvent, such as N, N - dimethylformamide (DMF), at a certain temperature. DMF can promote the reaction because it has good solubility to the reactants and can stabilize the transition state. The reaction temperature depends on the situation, generally between 50-80 ° C. This reaction is based on the nucleophilic substitution mechanism. The sulfur atom in sodium methyl mercaptan is rich in electrons, attacking the carbon atom connected to bromine in o-chlorobrombenzene, and the bromine ion leaves, resulting in o-chlorobenzyl sulfide.
Second, the synthesis of chlorophothiophenol and iodomethane as raw materials. The sulfur atom of o-chlorophothiophenol is nucleophilic, and the methyl group in iodomethane is the electrophilic center. Under basic conditions, such as the presence of potassium carbonate, it reacts in acetone solvent. Potassium carbonate can neutralize the hydrogen iodide generated by the reaction and promote the positive progress of the reaction. Acetone, as a solvent, can dissolve the re The reaction temperature is controlled between room temperature and reflux temperature. After nucleophilic substitution, the sulfur atom of o-chlorothiophenol attacks the methyl of iodomethane, and the iodine ions leave to form the target product 1-chloro-2 - (methylsulfanyl) benzene.
Third, the Grignard reagent method can also be used. First, the Grignard reagent is prepared from o-chlorobrombenzene, and the magnesium chips are reacted with o-chlorobrombenzene in anhydrous ether to form o-chlorobrombenzene magnesium bromide. After that, the Grignard reagent is reacted with dimethyl disulfide. The sulfur-sulfur bond in dimethyl disulfide is broken under the action of Grignard reagent, and one of the sulfur atoms is connected to o-chlorophenyl to obtain 1-chloro-2 - (methylsulfanyl) benzene. This reaction needs to be carried out under anhydrous and anaerobic conditions. Because Grignard reagent is extremely active, it will react quickly in contact with water or oxygen and fail.
What should be paid attention to when storing and transporting 1-chloro-2- (methylsulfanyl) benzene?
1-Chloro-2 - (methylthio) benzene is also an organic compound. When storing and transporting, many matters must be paid attention to.
Bear the brunt, and the storage place must be cool and dry. Because the substance is heated or damp, it is easy to cause chemical reactions and damage its quality. This is like a living place, it must be dry and cool to ensure security.
Furthermore, it should be stored in isolation from oxidants, acids, etc. If these two coexist with it, such as oil in contact with fire, it is very easy to cause violent reactions, or even dangerous, so the importance of isolation should not be ignored.
When transporting, the packaging must be tight and firm. For those who travel far, a solid bag can be worry-free. Make sure that during transportation, there is no leakage due to bumps and collisions, so as not to endanger the surrounding environment and personal safety.
In addition, the handling process also needs to be carried out with caution. Operators should handle it with care and do not act recklessly. Otherwise, a little carelessness may cause damage to the container and cause disasters.
And where it is stored and transported, fire protection facilities must be complete. In case of an accident, it can be put out in time to contain the spread of disasters.
In addition, the relevant area should be well ventilated to make the air smooth. If the gas accumulates and the concentration is too high, it will also bury hidden dangers.
All these precautions are to ensure the safety and stability of 1-chloro-2 - (methylthio) benzene during storage and transportation, and must not be taken lightly.
Bear the brunt, and the storage place must be cool and dry. Because the substance is heated or damp, it is easy to cause chemical reactions and damage its quality. This is like a living place, it must be dry and cool to ensure security.
Furthermore, it should be stored in isolation from oxidants, acids, etc. If these two coexist with it, such as oil in contact with fire, it is very easy to cause violent reactions, or even dangerous, so the importance of isolation should not be ignored.
When transporting, the packaging must be tight and firm. For those who travel far, a solid bag can be worry-free. Make sure that during transportation, there is no leakage due to bumps and collisions, so as not to endanger the surrounding environment and personal safety.
In addition, the handling process also needs to be carried out with caution. Operators should handle it with care and do not act recklessly. Otherwise, a little carelessness may cause damage to the container and cause disasters.
And where it is stored and transported, fire protection facilities must be complete. In case of an accident, it can be put out in time to contain the spread of disasters.
In addition, the relevant area should be well ventilated to make the air smooth. If the gas accumulates and the concentration is too high, it will also bury hidden dangers.
All these precautions are to ensure the safety and stability of 1-chloro-2 - (methylthio) benzene during storage and transportation, and must not be taken lightly.
What are the effects of 1-chloro-2- (methylsulfanyl) benzene on the environment and humans?
1 - chloro - 2 - (methylsulfanyl) benzene is an organic compound, often referred to as o-chlorobenzene sulfide. Its impact on the environment and human body cannot be underestimated.
In terms of the environment, once this compound enters the natural environment, it is not easy to degrade because it has certain chemical stability. If released into the soil, it will gradually accumulate, which may change the physical and chemical properties of the soil, affect the community structure and function of soil microorganisms, and then destroy the balance of the soil ecosystem. If it enters the water body, it will cause the water quality to deteriorate and be toxic to aquatic organisms. It may interfere with the physiological processes of aquatic organisms such as respiration, feeding and reproduction, and reduce the diversity of aquatic organisms. And it has a tendency to accumulate in organisms, which is transmitted and amplified through the food chain, causing greater harm to advanced organisms.
As for the human body, 1-chloro-2 - (methylsulfanyl) benzene has potential health risks. If the human body is exposed to this compound through inhalation, skin contact or accidental ingestion, it can cause many adverse consequences. It is irritating to the skin and eyes. After exposure, it may cause redness, swelling, pain, itching of the skin, and tingling and tears of the eyes. Long-term exposure to this compound may also affect the nervous system and respiratory system of the human body. When the nervous system is affected, symptoms such as headache, dizziness, fatigue, and memory loss may occur; if the respiratory system is affected, it may cause problems such as cough, asthma, and breathing difficulties. More serious cases, studies have shown that this compound may have potential carcinogenicity, and long-term exposure or increase the risk of cancer.
Therefore, in the production, use, and disposal of 1-chloro-2 - (methylsulfanyl) benzene, strict precautions must be taken to reduce its harm to the environment and human body, so as to protect the ecological environment and human health.
In terms of the environment, once this compound enters the natural environment, it is not easy to degrade because it has certain chemical stability. If released into the soil, it will gradually accumulate, which may change the physical and chemical properties of the soil, affect the community structure and function of soil microorganisms, and then destroy the balance of the soil ecosystem. If it enters the water body, it will cause the water quality to deteriorate and be toxic to aquatic organisms. It may interfere with the physiological processes of aquatic organisms such as respiration, feeding and reproduction, and reduce the diversity of aquatic organisms. And it has a tendency to accumulate in organisms, which is transmitted and amplified through the food chain, causing greater harm to advanced organisms.
As for the human body, 1-chloro-2 - (methylsulfanyl) benzene has potential health risks. If the human body is exposed to this compound through inhalation, skin contact or accidental ingestion, it can cause many adverse consequences. It is irritating to the skin and eyes. After exposure, it may cause redness, swelling, pain, itching of the skin, and tingling and tears of the eyes. Long-term exposure to this compound may also affect the nervous system and respiratory system of the human body. When the nervous system is affected, symptoms such as headache, dizziness, fatigue, and memory loss may occur; if the respiratory system is affected, it may cause problems such as cough, asthma, and breathing difficulties. More serious cases, studies have shown that this compound may have potential carcinogenicity, and long-term exposure or increase the risk of cancer.
Therefore, in the production, use, and disposal of 1-chloro-2 - (methylsulfanyl) benzene, strict precautions must be taken to reduce its harm to the environment and human body, so as to protect the ecological environment and human health.
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