Linshang Chemical
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Benzenesulfonamide, 2-Amino-5-Chloro-
Linshang Chemical
|
HS Code |
962494 |
| Chemical Formula | C6H6ClNO2S |
| Molar Mass | 191.64 g/mol |
| Appearance | Solid |
| Color | Off - white to light yellow |
| Odor | Odorless (usually) |
| Melting Point | 163 - 166 °C |
| Solubility In Water | Slightly soluble |
| Solubility In Organic Solvents | Soluble in some polar organic solvents like ethanol |
| Stability | Stable under normal conditions, but may react with strong oxidizing agents |
As an accredited Benzenesulfonamide, 2-Amino-5-Chloro- factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 500g of 2 - amino - 5 - chloro - benzenesulfonamide in a sealed chemical - grade bag. |
| Storage | **Storage of 2 - amino - 5 - chloro - benzenesulfonamide**: Store this chemical in a cool, dry, well - ventilated area. Keep it away from sources of heat, ignition, and incompatible substances. Since it is a chemical, use appropriate containers, preferably air - tight, to prevent moisture absorption and potential reactions. Label the storage container clearly to avoid confusion. |
| Shipping | 2 - amino - 5 - chlorobenzenesulfonamide should be shipped in well - sealed, corrosion - resistant containers. It must be segregated from incompatible substances. Follow all relevant regulations for transporting chemical goods to ensure safety during transit. |
Competitive Benzenesulfonamide, 2-Amino-5-Chloro- prices that fit your budget—flexible terms and customized quotes for every order.
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What is the chemical structure of 2-amino-5-chlorobenzenesulfonamide?
The chemical structure of 2-% hydroxy-5-bromobenzaldehyde is as follows. This compound belongs to the aromatic aldehyde class. It is attached to the benzene ring with a hydroxyl group (-OH) at the second position, a bromine atom (-Br) at the fifth position, and an aldehyde group (-CHO) at the first position.
Its benzene ring is a hexamembered carbon ring with a conjugated π electron system, which endows the molecule with certain stability and special electronic properties. The oxygen atom of the hydroxyl group has a lone pair electron, which can be p-π conjugated with the benzene ring, which increases the electron cloud density of the benzene ring, especially the electron cloud density of the ortho and para-position. Therefore, the hydroxyl group is an activating group, which makes the benzene ring more prone to electrophilic substitution. The
aldehyde group is a group with strong polarity. The carbon atom of the carbon-oxygen double bond is positive and vulnerable to attack by nucleophiles, and many reactions such as nucleophilic addition reactions occur. The aldehyde group can also be oxidized to carboxyl (-COOH) or reduced to hydroxyl (-CH 2O OH). The
bromine atom is also connected to the benzene ring. Although it is an adjacent para-site group, its electronegativity is large, and the electron-absorbing effect is dominant. To a certain extent, the electron cloud density of the benzene ring decreases, so that the activity of the electrophilic substitution reaction of the benzene ring decreases compared with that of the unsubstituted benzene ring. However, due to the conjugation effect, it still has a certain increase in the density of the adjacent para-site electron cloud. The chemical structure of 2-% hydroxy-5-bromobenzaldehyde is composed of a benzene ring, a hydroxy group, a bromine atom and an aldehyde group. Each group interacts to give the compound unique chemical properties and reactivity.
Its benzene ring is a hexamembered carbon ring with a conjugated π electron system, which endows the molecule with certain stability and special electronic properties. The oxygen atom of the hydroxyl group has a lone pair electron, which can be p-π conjugated with the benzene ring, which increases the electron cloud density of the benzene ring, especially the electron cloud density of the ortho and para-position. Therefore, the hydroxyl group is an activating group, which makes the benzene ring more prone to electrophilic substitution. The
aldehyde group is a group with strong polarity. The carbon atom of the carbon-oxygen double bond is positive and vulnerable to attack by nucleophiles, and many reactions such as nucleophilic addition reactions occur. The aldehyde group can also be oxidized to carboxyl (-COOH) or reduced to hydroxyl (-CH 2O OH). The
bromine atom is also connected to the benzene ring. Although it is an adjacent para-site group, its electronegativity is large, and the electron-absorbing effect is dominant. To a certain extent, the electron cloud density of the benzene ring decreases, so that the activity of the electrophilic substitution reaction of the benzene ring decreases compared with that of the unsubstituted benzene ring. However, due to the conjugation effect, it still has a certain increase in the density of the adjacent para-site electron cloud. The chemical structure of 2-% hydroxy-5-bromobenzaldehyde is composed of a benzene ring, a hydroxy group, a bromine atom and an aldehyde group. Each group interacts to give the compound unique chemical properties and reactivity.
What are the physical properties of 2-amino-5-chlorobenzenesulfonamide?
2-Amino-5-bromobenzothiazole is an organic compound with a wide range of uses in the chemical and pharmaceutical fields. Its physical properties are as follows:
- ** Appearance **: Under normal conditions, 2-amino-5-bromobenzothiazole is in the shape of a white to light yellow crystalline powder. This color and form are common in many organic compounds. They are their intuitive physical characteristics. They can be identified by the naked eye. In the laboratory or industrial production, the purity and state of the substance can be preliminarily judged based on this.
- ** Melting point **: The melting point is about 196-200 ° C. The melting point is an important physical constant of the compound, whereby the purity of the compound can be identified. If the purity of the substance is high, the melting point range is narrow and close to the theoretical value; when the purity is low, the melting point decreases and the range becomes wider. This melting point causes the phase transition of 2-amino-5-bromobenzothiazole at a specific temperature, which has a profound impact on its synthesis, purification and application.
- ** Solubility **: Slightly soluble in water, but soluble in some organic solvents, such as ethanol, dichloromethane, etc. The solubility is determined by its molecular structure. The molecule contains hydrophobic groups such as benzene ring and thiazole ring, which makes it insoluble in water; at the same time, groups such as amino give it a certain polarity, so it can be soluble in specific organic solvents. This solubility property is of great significance in the separation, purification and solvent selection of compounds. For example, in organic synthesis, suitable solvents can be selected according to this property to allow the reaction to proceed smoothly.
- ** Stability **: Under normal conditions, 2-amino-5-bromobenzothiazole has certain stability. However, it is sensitive to light and heat, and long-term light or high temperature environment will cause it to decompose or undergo chemical reactions. Therefore, it should be stored in a cool, dry and dark place to prevent deterioration and ensure its chemical properties and quality.
- ** Appearance **: Under normal conditions, 2-amino-5-bromobenzothiazole is in the shape of a white to light yellow crystalline powder. This color and form are common in many organic compounds. They are their intuitive physical characteristics. They can be identified by the naked eye. In the laboratory or industrial production, the purity and state of the substance can be preliminarily judged based on this.
- ** Melting point **: The melting point is about 196-200 ° C. The melting point is an important physical constant of the compound, whereby the purity of the compound can be identified. If the purity of the substance is high, the melting point range is narrow and close to the theoretical value; when the purity is low, the melting point decreases and the range becomes wider. This melting point causes the phase transition of 2-amino-5-bromobenzothiazole at a specific temperature, which has a profound impact on its synthesis, purification and application.
- ** Solubility **: Slightly soluble in water, but soluble in some organic solvents, such as ethanol, dichloromethane, etc. The solubility is determined by its molecular structure. The molecule contains hydrophobic groups such as benzene ring and thiazole ring, which makes it insoluble in water; at the same time, groups such as amino give it a certain polarity, so it can be soluble in specific organic solvents. This solubility property is of great significance in the separation, purification and solvent selection of compounds. For example, in organic synthesis, suitable solvents can be selected according to this property to allow the reaction to proceed smoothly.
- ** Stability **: Under normal conditions, 2-amino-5-bromobenzothiazole has certain stability. However, it is sensitive to light and heat, and long-term light or high temperature environment will cause it to decompose or undergo chemical reactions. Therefore, it should be stored in a cool, dry and dark place to prevent deterioration and ensure its chemical properties and quality.
What are the chemical properties of 2-amino-5-chlorobenzenesulfonamide?
2-% hydroxyl-5-bromobenzaldehyde is an organic compound with multiple chemical properties. It contains aldehyde and hydroxyl groups, which are key functional groups, giving the substance unique activity.
aldehyde groups can undergo a variety of reactions. In the oxidation reaction, it can be oxidized to carboxyl groups by weak oxidants such as tolan reagent to generate 2-hydroxy-5-bromobenzoic acid, which can be used to identify aldehyde groups. In the case of strong oxidants, such as acidic potassium permanganate solution, it will also be oxidized to carboxyl groups. During the reduction reaction, the aldehyde group can undergo an addition reaction with hydrogen under the action of the catalyst to convert into alcohol hydroxyl groups to generate 2-hydroxy-5-bromobenzyl alcohol. It can also perform nucleophilic addition reactions, such as addition with hydrocyanic acid to generate corresponding cyanoalcohols; it reacts with alcohols under acidic conditions to form acetals.
Hydroxy groups also participate in many reactions. Acidic, it can replace with active metals such as sodium to generate hydrogen and sodium alcohol; it can undergo esterification reaction, and carboxylic acids under the catalysis of concentrated sulfuric acid to form esters; it can also dehydrate to form ethers, and react with halogenated hydrocarbons to form ether compounds.
In addition, the phenyl ring of 2-hydroxy-5-bromobenzaldehyde is affected by aldehyde and hydroxyl groups, and the electron cloud density changes, making it more prone to electrophilic substitution reactions. Alaldehyde and hydroxyl groups are ortho-para-sites, which make electrophilic reagents more inclined to attack the ortho-and para-sites of benzene rings, such as halogenation, nitrification, sulfonation and other reactions. These chemical properties make it widely used in the field of organic synthesis, and can be used in the preparation of drugs, dyes, fragrances and other fine chemicals.
aldehyde groups can undergo a variety of reactions. In the oxidation reaction, it can be oxidized to carboxyl groups by weak oxidants such as tolan reagent to generate 2-hydroxy-5-bromobenzoic acid, which can be used to identify aldehyde groups. In the case of strong oxidants, such as acidic potassium permanganate solution, it will also be oxidized to carboxyl groups. During the reduction reaction, the aldehyde group can undergo an addition reaction with hydrogen under the action of the catalyst to convert into alcohol hydroxyl groups to generate 2-hydroxy-5-bromobenzyl alcohol. It can also perform nucleophilic addition reactions, such as addition with hydrocyanic acid to generate corresponding cyanoalcohols; it reacts with alcohols under acidic conditions to form acetals.
Hydroxy groups also participate in many reactions. Acidic, it can replace with active metals such as sodium to generate hydrogen and sodium alcohol; it can undergo esterification reaction, and carboxylic acids under the catalysis of concentrated sulfuric acid to form esters; it can also dehydrate to form ethers, and react with halogenated hydrocarbons to form ether compounds.
In addition, the phenyl ring of 2-hydroxy-5-bromobenzaldehyde is affected by aldehyde and hydroxyl groups, and the electron cloud density changes, making it more prone to electrophilic substitution reactions. Alaldehyde and hydroxyl groups are ortho-para-sites, which make electrophilic reagents more inclined to attack the ortho-and para-sites of benzene rings, such as halogenation, nitrification, sulfonation and other reactions. These chemical properties make it widely used in the field of organic synthesis, and can be used in the preparation of drugs, dyes, fragrances and other fine chemicals.
What are the main uses of 2-amino-5-chlorobenzenesulfonamide?
2-Amino-5-bromothiazolecarboxylic acid has important uses in many fields.
In the field of pharmaceutical synthesis, it is often a key intermediate. Taking the synthesis of specific antibacterial drugs as an example, 2-amino-5-bromothiazolecarboxylic acid can be combined with other organic compounds through specific chemical reactions to construct molecular structures with antibacterial activity. The existence of thiazole ring and amino and bromine atoms endows the synthesized drugs with unique chemical properties and biological activities. It can effectively act on specific targets of bacteria and interfere with the normal physiological metabolism of bacteria, thereby achieving antibacterial effect.
also plays an important role in the research and development of pesticides. It can be used as a starting material for the synthesis of new pesticides to generate compounds with insecticidal, bactericidal or herbicidal activities through a series of reactions. Due to its structural particularity, the prepared pesticides can be highly selective and efficient for specific pests or weeds, and have relatively little impact on the environment, which is in line with the current needs of green pesticide development.
In the field of materials science, 2-amino-5-bromothiazolecarboxylic acid is also useful. It can participate in the synthesis of certain functional materials, such as materials with special optical and electrical properties. Its functional groups can react with other material components to change the microstructure of the material, thereby regulating the optical absorption and emission characteristics of the material, or affecting the electrical conductivity of the material, providing more possibilities for the development of new functional materials.
In the field of pharmaceutical synthesis, it is often a key intermediate. Taking the synthesis of specific antibacterial drugs as an example, 2-amino-5-bromothiazolecarboxylic acid can be combined with other organic compounds through specific chemical reactions to construct molecular structures with antibacterial activity. The existence of thiazole ring and amino and bromine atoms endows the synthesized drugs with unique chemical properties and biological activities. It can effectively act on specific targets of bacteria and interfere with the normal physiological metabolism of bacteria, thereby achieving antibacterial effect.
also plays an important role in the research and development of pesticides. It can be used as a starting material for the synthesis of new pesticides to generate compounds with insecticidal, bactericidal or herbicidal activities through a series of reactions. Due to its structural particularity, the prepared pesticides can be highly selective and efficient for specific pests or weeds, and have relatively little impact on the environment, which is in line with the current needs of green pesticide development.
In the field of materials science, 2-amino-5-bromothiazolecarboxylic acid is also useful. It can participate in the synthesis of certain functional materials, such as materials with special optical and electrical properties. Its functional groups can react with other material components to change the microstructure of the material, thereby regulating the optical absorption and emission characteristics of the material, or affecting the electrical conductivity of the material, providing more possibilities for the development of new functional materials.
What are the synthesis methods of 2-amino-5-chlorobenzenesulfonamide?
To make 2-amino-5-bromobenzaldehyde, there are three methods.
First, it starts with anthranilic acid, is diazotized, brominated, and then reduced and formylated. First, take anthranilic acid, put it in an appropriate amount of acid, and react with sodium nitrite at low temperature to form diazonium salt. Then, add the cuprous bromide hydrobromic acid solution to obtain 2-bromobenzoic acid. It is carefully reduced to 2-bromobenzyl alcohol with a suitable reducing agent, such as lithium aluminum hydride, and then oxidized to 2-bromobenzaldehyde by a mild oxidizing agent, such as manganese dioxide-sulfuric acid system. Finally, through the Vilsmeier-Haack reaction, the formyl group is introduced with dimethylformamide and phosphorus oxychloride as an agent, and the reaction is carried out at a specific temperature and time to obtain the target product.
Second, starting from p-bromotoluene. First, p-bromotoluene is nitrated with mixed acid to obtain 4-bromo-2-nitrotoluene. 4-bromo-2-aminotoluene is obtained by reducing the nitro group to amino in a weakly acidic medium with iron powder or other suitable reducing agents. Then N-bromosuccinimide (NBS) is used as a brominating agent, and under the action of an initiator, it is brominated in the side chain of toluene to obtain 4-bromo-2-amino - α - bromotoluene. After hydrolysis, the bromomethyl is converted into an aldehyde group. If treated with an alcoholic solution of silver nitrate, the reaction is heated to obtain 2-amino-5-bromobenzaldehyde.
Third, m-bromoaniline is used as a raw material. First protect the amino group, such as acetyl chloride or acetic anhydride, to generate N-acetyl-m-bromoaniline. Using N-bromosuccinimide (NBS) as brominating agent, in the presence of light or initiator, it is brominated at a specific position in the benzene ring to obtain N-acetyl-2-bromo-5-bromoaniline. After hydrolysis under basic conditions, the acetyl group is removed, and the bromine atom undergoes nucleophilic substitution under suitable conditions. Formalyl groups are introduced, such as ulotropine and hydrochloric acid treatment, and finally 2-amino-5-bromobenzaldehyde can be obtained.
All methods have their own advantages and disadvantages. In actual preparation, when the availability of raw materials, cost and difficulty of reaction conditions, the choice is carefully made.
First, it starts with anthranilic acid, is diazotized, brominated, and then reduced and formylated. First, take anthranilic acid, put it in an appropriate amount of acid, and react with sodium nitrite at low temperature to form diazonium salt. Then, add the cuprous bromide hydrobromic acid solution to obtain 2-bromobenzoic acid. It is carefully reduced to 2-bromobenzyl alcohol with a suitable reducing agent, such as lithium aluminum hydride, and then oxidized to 2-bromobenzaldehyde by a mild oxidizing agent, such as manganese dioxide-sulfuric acid system. Finally, through the Vilsmeier-Haack reaction, the formyl group is introduced with dimethylformamide and phosphorus oxychloride as an agent, and the reaction is carried out at a specific temperature and time to obtain the target product.
Second, starting from p-bromotoluene. First, p-bromotoluene is nitrated with mixed acid to obtain 4-bromo-2-nitrotoluene. 4-bromo-2-aminotoluene is obtained by reducing the nitro group to amino in a weakly acidic medium with iron powder or other suitable reducing agents. Then N-bromosuccinimide (NBS) is used as a brominating agent, and under the action of an initiator, it is brominated in the side chain of toluene to obtain 4-bromo-2-amino - α - bromotoluene. After hydrolysis, the bromomethyl is converted into an aldehyde group. If treated with an alcoholic solution of silver nitrate, the reaction is heated to obtain 2-amino-5-bromobenzaldehyde.
Third, m-bromoaniline is used as a raw material. First protect the amino group, such as acetyl chloride or acetic anhydride, to generate N-acetyl-m-bromoaniline. Using N-bromosuccinimide (NBS) as brominating agent, in the presence of light or initiator, it is brominated at a specific position in the benzene ring to obtain N-acetyl-2-bromo-5-bromoaniline. After hydrolysis under basic conditions, the acetyl group is removed, and the bromine atom undergoes nucleophilic substitution under suitable conditions. Formalyl groups are introduced, such as ulotropine and hydrochloric acid treatment, and finally 2-amino-5-bromobenzaldehyde can be obtained.
All methods have their own advantages and disadvantages. In actual preparation, when the availability of raw materials, cost and difficulty of reaction conditions, the choice is carefully made.
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