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1-Bromo-5-(Tert-Butyl)-2,3-Dichlorobenzene
Linshang Chemical
|
HS Code |
474117 |
| Chemical Formula | C10H11BrCl2 |
| Molecular Weight | 282.003 g/mol |
| Appearance | Solid (Typical for aromatic halides) |
| Boiling Point | Estimated based on similar structures, around 250 - 300 °C |
| Density | Estimated around 1.4 - 1.6 g/cm³ |
| Solubility In Water | Low solubility, as it is a non - polar organic compound |
| Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
| Purity As A Product | Typically sold with high purity, e.g., 95%+ in chemical markets |
As an accredited 1-Bromo-5-(Tert-Butyl)-2,3-Dichlorobenzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100 - gram bottle of 1 - bromo - 5 - (tert - butyl)-2,3 - dichlorobenzene, well - sealed. |
| Storage | 1 - Bromo - 5 - (tert - butyl)-2,3 - dichlorobenzene should be stored in a cool, dry, well - ventilated area away from heat sources and ignition sources. Keep it in a tightly sealed container to prevent vapor leakage. Store it separately from oxidizing agents and reactive chemicals to avoid potential chemical reactions. |
| Shipping | 1 - bromo - 5 - (tert - butyl)-2,3 - dichlorobenzene is shipped in sealed, corrosion - resistant containers. Special care is taken to ensure proper labeling for its chemical nature. Shipment follows all hazardous material transportation regulations. |
Competitive 1-Bromo-5-(Tert-Butyl)-2,3-Dichlorobenzene prices that fit your budget—flexible terms and customized quotes for every order.
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What is the main use of 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene?
1 - bromo - 5 - (tert - butyl) -2,3 - dichlorobenzene is an organic compound with a wide range of main uses. In the field of organic synthesis, it is often used as a key intermediate. Nucleophilic substitution reactions can be used to replace bromine and chlorine atoms with other functional groups, thereby forming organic molecules with diverse structures. For example, when reacted with nucleophiles containing nitrogen, oxygen, sulfur, etc., corresponding substitution products can be generated, which are of great significance in pharmaceutical chemistry, materials science, etc.
In drug development, such compounds may exhibit biological activities such as antibacterial, anti-inflammatory, and anti-tumor properties after modification. Because the different functional groups connected to the benzene ring can specifically bind to targets in vivo, it lays the foundation for the development of new drugs.
In the field of materials science, by subsequent chemical reactions, the compound is introduced into the polymer system, which may endow the material with special properties, such as improving the thermal stability and mechanical properties of the material, or endowing it with photoelectric properties. In addition, it also has important uses in the preparation of fine chemical products, such as for the synthesis of special structures of dyes, fragrances, etc. With its unique molecular structure, it brings unique color, odor and other characteristics to the product.
In drug development, such compounds may exhibit biological activities such as antibacterial, anti-inflammatory, and anti-tumor properties after modification. Because the different functional groups connected to the benzene ring can specifically bind to targets in vivo, it lays the foundation for the development of new drugs.
In the field of materials science, by subsequent chemical reactions, the compound is introduced into the polymer system, which may endow the material with special properties, such as improving the thermal stability and mechanical properties of the material, or endowing it with photoelectric properties. In addition, it also has important uses in the preparation of fine chemical products, such as for the synthesis of special structures of dyes, fragrances, etc. With its unique molecular structure, it brings unique color, odor and other characteristics to the product.
What are the physical properties of 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene
1-Bromo-5- (tert-butyl) -2,3-dichlorobenzene is an organic compound. Its physical properties are quite important and significant in chemical research and related industrial fields.
The appearance of this compound is often colorless to light yellow liquid, but the color may change due to preparation or impurities. Looking at its physical state, it is liquid at room temperature and pressure. This property is convenient for it to be used as a reactant or solvent in the reaction system. Because the molecular movement of liquid substances is more active than that of solid substances, it is easier to participate in chemical reactions, and it has good fluidity, which is conducive to transportation and mixing.
When it comes to the melting point, it has been determined by many experiments to be between -30 ° C and -20 ° C. This lower melting point allows it to maintain a liquid state in a relatively low temperature environment. In chemical reactions that require low temperature operation, it can avoid the risk of difficult reactions due to curing. Its boiling point is usually between 240 ° C and 250 ° C. A higher boiling point indicates that the intermolecular force is strong, and more energy needs to be input to make it gaseous. This characteristic can be separated from other substances with different boiling points by means of distillation and other means during the separation and purification process.
The density of this compound is slightly higher than that of water, about 1.3 to 1.4 g/cm ³. When it comes to liquid-liquid reactions or separation operations, this density characteristic determines its position in the mixed system, and the separation process can be designed accordingly.
In terms of solubility, 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene is insoluble in water. Due to the formation of hydrogen bonds between water molecules, the structure is tight, and the compound is an organic molecule with a large difference in polarity from water. According to the principle of "similarity and compatibility", the two are insoluble. However, it is soluble in most organic solvents, such as ether, chloroform, dichloromethane, etc. This property facilitates its use as a reactant or product separation in organic synthesis. It can be extracted and separated from the reaction system by suitable organic solvents.
In addition, 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene has a certain degree of volatility. Although the volatility is not strong, it is exposed to it for a long time in a poorly ventilated environment or causes its vapor to accumulate in the air. Therefore, the operation needs to be carried out in a well-ventilated environment for safety.
The appearance of this compound is often colorless to light yellow liquid, but the color may change due to preparation or impurities. Looking at its physical state, it is liquid at room temperature and pressure. This property is convenient for it to be used as a reactant or solvent in the reaction system. Because the molecular movement of liquid substances is more active than that of solid substances, it is easier to participate in chemical reactions, and it has good fluidity, which is conducive to transportation and mixing.
When it comes to the melting point, it has been determined by many experiments to be between -30 ° C and -20 ° C. This lower melting point allows it to maintain a liquid state in a relatively low temperature environment. In chemical reactions that require low temperature operation, it can avoid the risk of difficult reactions due to curing. Its boiling point is usually between 240 ° C and 250 ° C. A higher boiling point indicates that the intermolecular force is strong, and more energy needs to be input to make it gaseous. This characteristic can be separated from other substances with different boiling points by means of distillation and other means during the separation and purification process.
The density of this compound is slightly higher than that of water, about 1.3 to 1.4 g/cm ³. When it comes to liquid-liquid reactions or separation operations, this density characteristic determines its position in the mixed system, and the separation process can be designed accordingly.
In terms of solubility, 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene is insoluble in water. Due to the formation of hydrogen bonds between water molecules, the structure is tight, and the compound is an organic molecule with a large difference in polarity from water. According to the principle of "similarity and compatibility", the two are insoluble. However, it is soluble in most organic solvents, such as ether, chloroform, dichloromethane, etc. This property facilitates its use as a reactant or product separation in organic synthesis. It can be extracted and separated from the reaction system by suitable organic solvents.
In addition, 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene has a certain degree of volatility. Although the volatility is not strong, it is exposed to it for a long time in a poorly ventilated environment or causes its vapor to accumulate in the air. Therefore, the operation needs to be carried out in a well-ventilated environment for safety.
What are the chemical properties of 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene?
1 - bromo - 5- (tert - butyl) - 2,3 - dichlorobenzene is an organic compound with unique chemical properties. This compound contains halogen atoms such as bromine and chlorine and tert-butyl groups.
As far as halogen atoms are concerned, bromine atoms are highly active and can participate in many nucleophilic substitution reactions. In the presence of appropriate nucleophilic reagents, such as sodium alcohols and amines, bromine atoms can be replaced by corresponding nucleophilic groups to form new derivatives. For example, when reacted with sodium alcohols, ether compounds can be formed; when reacted with amines, nitrogen-containing derivatives can be formed. Chlorine atoms can also participate in nucleophilic substitution, but their activity is slightly lower than that of bromine atoms. Due to the difference in electron cloud density distribution and bond energy, bromine atoms are more likely to leave, which prompts the reaction to proceed.
tert-butyl also has a significant impact on the chemical properties of compounds. It is a bulky substituent with a steric hindrance effect. This makes the position and space environment of the nearby halogen atoms change, hindering the attack of nucleophiles. In some reactions, the steric hindrance will reduce the reaction rate and even change the reaction selectivity. For example, when the nucleophilic reagent attacks the halogen atom, if the steric hindrance is too large, the reagent may tend to attack the part with small steric hindrance, or make the reaction conditions more severe, requiring higher temperatures and stronger reagents to achieve the reaction.
In addition, the benzene ring in this compound is an electron conjugate system, giving it a certain Halogen atoms and tert-butyl groups will affect the distribution of benzene ring electron cloud. Halogen atoms are electron-withdrawing groups, which reduce the density of benzene ring electron cloud and reduce the activity of benzene ring electrophilic substitution reaction; tert-butyl groups are electron-withdrawing groups, which have a certain role in the electron cloud of benzene ring, which can cancel the electron-withdrawing effect of halogen atoms to a certain extent, but overall, the electrophilic substitution activity of benzene ring will still be reduced due to the presence of halogen atoms. In the electrophilic substitution reaction, the selectivity of the reaction check point will also be affected by the substituent, and the positioning effect of halogen atoms and tert-bu
As far as halogen atoms are concerned, bromine atoms are highly active and can participate in many nucleophilic substitution reactions. In the presence of appropriate nucleophilic reagents, such as sodium alcohols and amines, bromine atoms can be replaced by corresponding nucleophilic groups to form new derivatives. For example, when reacted with sodium alcohols, ether compounds can be formed; when reacted with amines, nitrogen-containing derivatives can be formed. Chlorine atoms can also participate in nucleophilic substitution, but their activity is slightly lower than that of bromine atoms. Due to the difference in electron cloud density distribution and bond energy, bromine atoms are more likely to leave, which prompts the reaction to proceed.
tert-butyl also has a significant impact on the chemical properties of compounds. It is a bulky substituent with a steric hindrance effect. This makes the position and space environment of the nearby halogen atoms change, hindering the attack of nucleophiles. In some reactions, the steric hindrance will reduce the reaction rate and even change the reaction selectivity. For example, when the nucleophilic reagent attacks the halogen atom, if the steric hindrance is too large, the reagent may tend to attack the part with small steric hindrance, or make the reaction conditions more severe, requiring higher temperatures and stronger reagents to achieve the reaction.
In addition, the benzene ring in this compound is an electron conjugate system, giving it a certain Halogen atoms and tert-butyl groups will affect the distribution of benzene ring electron cloud. Halogen atoms are electron-withdrawing groups, which reduce the density of benzene ring electron cloud and reduce the activity of benzene ring electrophilic substitution reaction; tert-butyl groups are electron-withdrawing groups, which have a certain role in the electron cloud of benzene ring, which can cancel the electron-withdrawing effect of halogen atoms to a certain extent, but overall, the electrophilic substitution activity of benzene ring will still be reduced due to the presence of halogen atoms. In the electrophilic substitution reaction, the selectivity of the reaction check point will also be affected by the substituent, and the positioning effect of halogen atoms and tert-bu
What is the synthesis method of 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene?
To prepare 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene, you can follow the following method:
Start with 2,3-dichlorobenzene as raw material. First, 2,3-dichlorobenzoic acid is co-heated with thionyl chloride, and the two will react. Sulfur in thionyl chloride is nucleophilic and will attack the carbonyl carbon of the carboxyl group. After a series of changes, the carboxyl group is finally converted into an acyl chloride group to give 2,3-dichlorobenzoyl chloride.
Then, react 2,3-dichlorobenzoyl chloride with tert-butyl magnesium chloride (Grignard reagent). The carbon-magnesium bond in Grignard's reagent is strongly polar, the carbon is partially negatively charged, and has strong nucleophilicity. It will attack the carbonyl carbon of the acyl chloride and undergo a nucleophilic addition-elimination reaction to generate 2,3-dichloro-5-tert-butyl acetophenone.
Next, 2,3-dichloro-5-tert-butyl acetophenone is brominated. With the action of bromine and appropriate catalysts (such as iron powder or iron tribromide), the adjacent and para-hydrogen connected to the acetyl group on the benzene ring have high activity. Because the acetyl group is the meta-locator and the steric resistance relationship, bromine will mainly replace the hydrogen of the acetyl meta-position, that is, 1-bromo-5- (tert-butyl) -2,3-dichloro-4-acetylbenzene.
Finally, the carbonyl group is removed by Huangminglong reduction method or Clemson reduction method. The Huangminglong reduction method uses hydrazine hydrate and potassium hydroxide to reflux in a high-boiling solvent (such as diethylene glycol). The carbonyl group first reacts with hydrazine to form hydrazone, and then decomposes under alkaline conditions, and finally the carbonyl group is converted to methylene; Clemson's reduction method uses zinc amalgam and concentrated hydrochloric acid to co-heat the carbonyl group to reduce it to methylene, so that the target product 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene is obtained.
Start with 2,3-dichlorobenzene as raw material. First, 2,3-dichlorobenzoic acid is co-heated with thionyl chloride, and the two will react. Sulfur in thionyl chloride is nucleophilic and will attack the carbonyl carbon of the carboxyl group. After a series of changes, the carboxyl group is finally converted into an acyl chloride group to give 2,3-dichlorobenzoyl chloride.
Then, react 2,3-dichlorobenzoyl chloride with tert-butyl magnesium chloride (Grignard reagent). The carbon-magnesium bond in Grignard's reagent is strongly polar, the carbon is partially negatively charged, and has strong nucleophilicity. It will attack the carbonyl carbon of the acyl chloride and undergo a nucleophilic addition-elimination reaction to generate 2,3-dichloro-5-tert-butyl acetophenone.
Next, 2,3-dichloro-5-tert-butyl acetophenone is brominated. With the action of bromine and appropriate catalysts (such as iron powder or iron tribromide), the adjacent and para-hydrogen connected to the acetyl group on the benzene ring have high activity. Because the acetyl group is the meta-locator and the steric resistance relationship, bromine will mainly replace the hydrogen of the acetyl meta-position, that is, 1-bromo-5- (tert-butyl) -2,3-dichloro-4-acetylbenzene.
Finally, the carbonyl group is removed by Huangminglong reduction method or Clemson reduction method. The Huangminglong reduction method uses hydrazine hydrate and potassium hydroxide to reflux in a high-boiling solvent (such as diethylene glycol). The carbonyl group first reacts with hydrazine to form hydrazone, and then decomposes under alkaline conditions, and finally the carbonyl group is converted to methylene; Clemson's reduction method uses zinc amalgam and concentrated hydrochloric acid to co-heat the carbonyl group to reduce it to methylene, so that the target product 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene is obtained.
What are the precautions for storing and transporting 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene?
1 - bromo - 5 - (tert - butyl) - 2,3 - dichlorobenzene is an organic compound. When storing and transporting, many things must be paid attention to.
Safety is the first priority. This compound may be toxic and irritating. When handling, it must be ensured that the environment is well ventilated to prevent inhalation of its volatile gases. Operators should also wear suitable protective equipment, such as gloves, goggles and gas masks, to avoid skin contact and respiratory inhalation.
For storage, it should be placed in a cool, dry and well ventilated place. Keep away from fire and heat sources to prevent fire or explosion. Because it is an organic halide, it may be heated or in contact with oxidants, or cause severe reactions. The storage container should also be tightly sealed to avoid leakage, and it should be clearly labeled, indicating the name, nature and hazard of the compound and other key information.
During transportation, it should also be strictly operated in accordance with regulations. Select suitable transportation tools to ensure that the container is stable and prevent collision and vibration from causing damage. Transportation personnel should be familiar with emergency disposal methods. In case of emergency situations such as leakage, they can quickly and properly respond.
Leakage handling must be cautious. In the event of leakage, surrounding personnel should be evacuated immediately, and fire should be strictly prohibited from approaching. In the event of a small amount of leakage, it can be absorbed by inert materials such as sand and vermiculite and collected in an airtight container; in the case of a large amount of leakage, it is necessary to build a embankment or dig a pit for containment, and transfer it to a special container with an explosion-proof pump, and then
In short, the storage and transportation of 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene is safety first, and all aspects should be strictly adhered to to to ensure the safety of personnel and the environment.
Safety is the first priority. This compound may be toxic and irritating. When handling, it must be ensured that the environment is well ventilated to prevent inhalation of its volatile gases. Operators should also wear suitable protective equipment, such as gloves, goggles and gas masks, to avoid skin contact and respiratory inhalation.
For storage, it should be placed in a cool, dry and well ventilated place. Keep away from fire and heat sources to prevent fire or explosion. Because it is an organic halide, it may be heated or in contact with oxidants, or cause severe reactions. The storage container should also be tightly sealed to avoid leakage, and it should be clearly labeled, indicating the name, nature and hazard of the compound and other key information.
During transportation, it should also be strictly operated in accordance with regulations. Select suitable transportation tools to ensure that the container is stable and prevent collision and vibration from causing damage. Transportation personnel should be familiar with emergency disposal methods. In case of emergency situations such as leakage, they can quickly and properly respond.
Leakage handling must be cautious. In the event of leakage, surrounding personnel should be evacuated immediately, and fire should be strictly prohibited from approaching. In the event of a small amount of leakage, it can be absorbed by inert materials such as sand and vermiculite and collected in an airtight container; in the case of a large amount of leakage, it is necessary to build a embankment or dig a pit for containment, and transfer it to a special container with an explosion-proof pump, and then
In short, the storage and transportation of 1-bromo-5- (tert-butyl) -2,3-dichlorobenzene is safety first, and all aspects should be strictly adhered to to to ensure the safety of personnel and the environment.
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