2-Bromo-1-Chlorobenzene
Linshang Chemical
HS Code |
916999 |
Name | 2-Bromo-1-chlorobenzene |
Molecular Formula | C6H4BrCl |
Molar Mass | 191.45 g/mol |
Appearance | Colorless to light yellow liquid |
Boiling Point | 204 - 206 °C |
Melting Point | -17 °C |
Density | 1.605 g/mL at 25 °C |
Solubility | Insoluble in water, soluble in organic solvents like ethanol, ether |
Flash Point | 85 °C |
Odor | Aromatic odor |
Cas Number | 694-80-4 |
As an accredited 2-Bromo-1-Chlorobenzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
Packing | 2 - bromo - 1 - chlorobenzene in 500 - mL glass bottle, tightly sealed. |
Storage | 2 - bromo - 1 - chlorobenzene should be stored in a cool, dry, well - ventilated area. Keep it away from heat sources, flames, and oxidizing agents. Store in a tightly sealed container made of compatible materials like glass or certain plastics to prevent leakage. Label the storage container clearly to avoid misidentification. |
Shipping | 2 - bromo - 1 - chlorobenzene is shipped in sealed, corrosion - resistant containers. It's carefully labeled as a hazardous chemical. Shipment follows strict regulations to ensure safe transportation, avoiding exposure and potential risks. |
Competitive 2-Bromo-1-Chlorobenzene prices that fit your budget—flexible terms and customized quotes for every order.
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The first to bear the brunt, 2-bromo-1-chlorobenzene can participate in nucleophilic substitution reactions. Gein bromine and chlorine atoms are both good leaving groups, and may be replaced by nucleophiles when encountering nucleophiles. For example, when treated with sodium hydroxide aqueous solution, hydroxyl groups may replace bromine or chlorine atoms to form corresponding phenolic compounds. This reaction requires specific reaction conditions, such as suitable temperature and reaction time, to proceed smoothly.
Furthermore, it can be engaged in metal-catalyzed coupling reactions. Under the action of metal catalysts such as palladium and nickel, 2-bromo-1-chlorobenzene can be coupled with carbon-containing nucleophiles to form carbon-carbon bonds. Typical ones are Suzuki coupling reactions, which react with borate esters to construct more complex aromatic structures. Such reactions are of great significance in the field of organic synthesis and are often a key step in the construction of complex organic molecules.
In addition, 2-bromo-1-chlorobenzene also has differences in the activity of halogen atoms. Generally speaking, bromine atoms are more active than chlorine atoms. In some reactions, bromine atoms may preferentially participate in the reaction. However, this difference in activity is also affected by the reaction conditions and the reagents involved.
In the aromatic electrophilic substitution reaction, the halogen atom in 2-bromo-1-chlorobenzene is an ortho-para locator, which affects the positional selectivity of the electrophilic substitution reaction on the benzene ring. Due to the coexistence of electron-absorbing induction effect and electron-giving conjugation effect of halogen atoms, the electron cloud density of the benzene ring decreases, the electrophilic substitution reaction activity is slightly lower than that of benzene, and the reaction mostly occurs in the ortho or para-position of the halogen atom.
2-Bromo-1-chlorobenzene has a wide range of chemical properties and is widely used in the field of organic synthesis chemistry. By precisely regulating its reaction conditions, many valuable organic compounds can be synthesized.
In the process of organic synthesis, this compound is often a key intermediate. Due to the characteristics of bromine and chlorine atoms in the molecular structure, it can participate in a variety of chemical reactions. For example, nucleophilic substitution reactions, halogen atoms can be replaced by other nucleophilic groups, thereby constructing more complex organic molecular structures. Chemists can choose suitable nucleophiles according to specific synthesis needs, so that 2-bromo-1-chlorobenzene reacts to obtain the desired target products, such as the preparation of specific pharmaceutical intermediates, natural product analogs, etc.
In the field of materials science, it also has its place. After a specific chemical reaction, it can be introduced into the structure of polymer materials to give the material unique properties. For example, it can improve the thermal stability and mechanical properties of the material, and then expand the application of the material in different fields, such as in the research and development of high-performance plastics, special fibers and other materials.
Furthermore, in the field of medicinal chemistry, 2-bromo-1-chlorobenzene can provide a basis for the synthesis of lead compounds. By modifying and modifying its structure, exploring novel compounds with biological activity can open up a path for the development of new drugs. Researchers can explore the interaction between compounds and biological targets by changing the type, location and quantity of substituents on the benzene ring, and search for molecules with potential medicinal value.
In summary, 2-bromo-1-chlorobenzene has important uses in organic synthesis, materials science, medicinal chemistry and many other fields due to its unique structure, providing an important material basis for chemical research and related industrial development.
One is to use o-chloroaniline as the starting material. First, o-chloroaniline is reacted with sodium nitrite and hydrochloric acid at low temperature. This step requires careful temperature control to maintain the temperature in a suitable range to avoid the growth of side reactions. After forming a diazonium salt, it is then reacted with a solution of hydrobromic acid of cuprous bromide. After Sandmeier reaction, 2-bromo-1-chlorobenzene can be obtained. In this process, the control of the conditions of the diazotization reaction is extremely critical. The amount of sodium nitrite, the reaction temperature and time will all affect the yield and purity of the product.
Second, start with o-chlorobenzoic acid. First convert o-chlorobenzoic acid into acyl chloride, and often react with thionyl chloride. The conditions are relatively mild and the operation is relatively convenient. After forming an acid chloride, it reacts with brominating agents, such as bromine and aluminum tribromide, to realize the bromination reaction on the aromatic ring, and then through the decarboxylation reaction, 2-bromo-1-chlorobenzene can be obtained. However, the conditions of the decarboxylation reaction need to be precisely regulated, and factors such as temperature and catalyst will affect the reaction process.
Third, take benzene as the starting material and prepare it through a multi-step reaction. Chlorobenzene can be obtained by chlorination of benzene first. Chlorobenzene is then brominated with a brominating agent in the presence of a suitable catalyst, such as iron or iron tribromide. Since chlorine is an ortho-para-locator, a mixture of o-bromochlorobenzene and p-bromochlorobenzene isomers can be formed. Subsequent separation means, such as distillation, recrystallization, etc., can obtain pure 2-bromo-1-chlorobenzene. This route has many steps and the separation process is also complicated. However, the source of raw material benzene is wide, and the cost may be advantageous.
All synthesis methods have their own advantages and disadvantages. In practical application, it is necessary to comprehensively consider factors such as raw material availability, cost, reaction conditions and product purity requirements to choose the optimal method.
Let's talk about storage first. This substance has certain chemical activity and should be stored in a cool and well-ventilated place. Due to high temperature or poor air circulation, it may promote chemical reactions and cause changes in its properties. And it should be kept away from fires and heat sources. Open flames and high temperatures can easily cause danger. Because it may be flammable, or can participate in violent reactions under specific conditions. It needs to be stored separately from oxidants, reducing agents, alkalis, etc., and must not be mixed. Because of contact with these substances, it is easy to trigger chemical reactions, or even cause serious accidents such as explosion and combustion. The storage area should be equipped with suitable materials to contain leaks in case of leakage, which can be dealt with in time to prevent its spread from causing greater harm.
As for transportation, do not take it lightly. Be sure to ensure that the packaging is complete and well sealed before transportation. If the packaging is damaged, the leakage of 2-bromo-1-chlorobenzene will not only cause losses, but also pose a threat to the environment and personnel. During transportation, the prescribed route should be strictly followed and cannot be changed at will. The selected route should avoid densely populated areas and environmentally sensitive areas to prevent accidents from causing significant impact on many people and fragile ecological environments. Transportation vehicles must be equipped with corresponding varieties and quantities of fire equipment and leakage emergency treatment equipment. In the event of an accident on the way, rescue and treatment can be carried out quickly to reduce the degree of harm. Escort personnel must be familiar with the nature, hazards, and emergency treatment methods of the goods being transported, and strictly supervise the transportation process throughout the process to ensure safety.
As far as the environment is concerned, 2-bromo-1-chlorobenzene has considerable stability and is difficult to degrade in the natural environment. If released into the atmosphere, it can be transported over a long distance, causing a wide range of pollution. It can also remain in water and soil for a long time, accumulating in the bottom mud and deep soil, and gradually accumulating. This substance is toxic to aquatic organisms, can disrupt their physiological functions, reduce their reproductive capacity, and even cause biological death. In soil ecology, it may hinder the activity and community structure of soil microorganisms, disturbing the material cycle and nutrient transformation of soil.
As for the impact on human health, 2-bromo-1-chlorobenzene can be ingested by breathing, skin contact and diet. After entering the body, or accumulated in adipose tissue. Studies have shown that it may be neurotoxic, can damage the nervous system, cause dizziness, headache, fatigue, insomnia and other diseases, long-term exposure, and can affect cognitive and behavioral ability. And it may be potentially carcinogenic, although the exact mechanism is not fully understood, but experimental and epidemiological studies have suggested that it is related to the occurrence of specific cancers. In addition, it also affects the immune system, or causes abnormal immune function, making people susceptible to diseases.
In conclusion, 2-bromo-1-chlorobenzene poses a latent risk to the environment and human health, and must be prevented and controlled to reduce its release in the environment and protect the ecology and human safety.
The first word is nucleophilic substitution reaction. Because of its benzene ring with bromine and chlorine two halogen atoms, both have certain activity. When encountering nucleophilic reagents, halogen atoms can be replaced by nucleophilic groups. If co-heated with sodium hydroxide solution, the hydroxyl nucleophilic tester can attack the benzene ring, and the bromine or chlorine atoms leave, and the biophenolic compounds. This reaction requires a suitable temperature and catalyst. Due to the stability of the benzene ring, nucleophilic substitution is more difficult than halogenated alkanes. < br Although the halogen atom is an electron-withdrawing group, the electron cloud density of the benzene ring is reduced, and the electrophilic substitution activity is inferior to that of benzene; however, it can still undergo electrophilic substitution. Bromine and chlorine are ortho-para-sites, and electrophilic reagents tend to attack the ortho and para-sites of the benzene ring. Taking the nitrification reaction as an example, the mixed acid of nitric acid and sulfuric acid is used as an electrophilic reagent, and nitro groups can be introduced into the ortho and para-sites of the benzene ring.
Again, the elimination reaction. Under specific strong base and heating conditions, 2-bromo-1-chlorobenzene may undergo an elimination reaction, and the halogen atom and the ortho-hydrogen atom are degenerated, resulting
In addition, 2-bromo-1-chlorobenzene can participate in metal-organic reactions. If it reacts with magnesium, it can form Grignard reagents, which have high activity and can react with a variety of carbonyl compounds to form carbon-carbon bonds. It is a key step in organic synthesis and helps to synthesize complex organic compounds.
In short, the existence of 2-bromo-1-chlorobenzene halogen atoms has active chemical properties and can participate in a variety of reactions. It is of great significance in the field of organic synthesis chemistry and is an important raw material for the preparation of various organic compounds.
First, it can be used to prepare various drugs. In the field of medicinal chemistry, the halogen atoms attached to its benzene ring can participate in a variety of chemical reactions, and can introduce specific functional groups through nucleophilic substitution reactions, etc., to construct drug active structures. For example, when synthesizing some drugs with antibacterial and antiviral activities, 2-bromo-1-chlorobenzene can be used as a key starting material. Through a series of reactions, the molecular framework of the drug is gradually built, giving the drug corresponding biological activity.
Second, it also has important applications in materials science. It can be used as a monomer for the synthesis of functional polymer materials. By polymerizing with other monomers, it is introduced into the polymer chain, using the rigidity of the benzene ring and the characteristics of the halogen atom to adjust the physical and chemical properties of the material, such as improving the thermal stability, mechanical properties and adsorption properties of specific substances. For example, when synthesizing some polymer materials used in gas separation membranes, 2-bromo-1-chlorobenzene participates in the polymerization, which can improve the selectivity and permeability of membrane materials.
Third, it also plays an important role in the field of pesticide synthesis. It can be converted into compounds with insecticidal and herbicidal activities by chemical reaction. Because of its halogenated benzene structure with certain biological activity, it can modify the substituent on the benzene ring to optimize its effect on specific pests or weeds, and develop a new type of pesticide with high efficiency and low toxicity.
Fourth, as an intermediate in organic synthesis, it can be used to synthesize many fine chemicals. Such as synthesizing fragrances, dyes, etc. In perfume synthesis, through a series of reactions, a unique structure is added to the perfume molecule, giving the perfume a special aroma; in dye synthesis, by introducing the structure of 2-bromo-1-chlorobenzene, the conjugate system of the dye molecule is adjusted to change its color and dyeing properties.
The obtained chlorobenzene is then used as a substrate to react with bromine. Suitable catalysts, such as iron powder or iron tribromide, are also used. In this reaction, the bromine atom will replace the hydrogen atom at a specific position on the chlorobenzene ring. After fine control of the reaction conditions, such as temperature, proportion of reactants, and reaction time, the bromine atom is mainly substituted in the ortho-position of the chlorine atom, and then 2-bromo
During the preparation process, many points need to be paid attention to. The catalyst used must ensure that the activity is appropriate. If the activity is too high, or more substituted products are formed, the yield of the target product will be reduced; if the activity is too low, the reaction rate will be too slow. The reaction temperature is also crucial. If the temperature is too high, the reaction will easily go out of control and produce side reactions; if the temperature is too low, the reaction will be difficult to occur or very slow. Furthermore, the proportion of reactants needs to be precisely prepared. Excessive amounts of a reactant may improve the conversion rate of the reaction, but more impurities may be introduced. After the reaction is completed, it needs to be separated and purified, such as distillation, extraction, recrystallization, etc., to obtain pure 2-bromo-1-chlorobenzene. So, following this series of operations, the required 2-bromo-1-chlorobenzene can be prepared.
In the atmospheric environment, 2-bromo-1-chlorobenzene is volatile to a certain extent, or can enter the atmosphere. In the atmosphere, it may react with active substances such as hydroxyl radicals to form a series of secondary pollutants. This reaction process may affect the chemical composition of the atmosphere and have an effect on air quality. For example, some of the products generated may increase the content of aerosols in the atmosphere, which in turn affects the optical properties of the atmosphere and the climate.
In the aquatic environment, 2-bromo-1-chlorobenzene is insoluble in water due to its hydrophobicity, or will be adsorbed on suspended particles and settle to the bottom. However, if it persists in water for a long time, it may be toxic to aquatic organisms. Because it can accumulate in aquatic organisms through biological enrichment. For example, after small fish and shrimp ingest water or food containing this substance, 2-bromo-1-chlorobenzene will accumulate in their bodies, and the concentration will gradually increase. When large fish and other fish prey on these small fish and shrimp, this substance will be transferred to the body of the large fish, and the concentration will further increase. In this way, it may interfere with the physiological functions of aquatic organisms, affecting their growth and reproduction.
In the soil environment, 2-bromo-1-chlorobenzene may be adsorbed by soil particles. Soil microorganisms decompose it slowly, and because of its stable structure, it causes it to have a long half-life in the soil. Over time, it may change the physical and chemical properties of the soil, affecting the structure and function of soil microbial communities. For example, some microorganisms that play an important role in soil fertility may have their growth and metabolism inhibited, thus affecting the nutrient cycle and supply of the soil, and indirectly adversely affecting plant growth.
In conclusion, 2-bromo-1-chlorobenzene will undergo a complex migration and transformation process in the environment, which has potential harm to different environmental media. It is necessary to pay attention to and study its environmental behavior and effects in depth.
Under normal temperature and pressure, this compound is mostly in the form of colorless to light yellow liquid, which gives it specific advantages in some situations where liquid reactants or solvents are required. Looking at its color, colorless to light yellow is also a significant feature of its appearance, which is convenient for relevant personnel to directly identify and judge in actual operation.
When it comes to density, the density of 2-bromo-1-chlorobenzene is greater than that of water. This property causes it to settle at the bottom of the water when mixed with water. This is of important guiding significance for the design and implementation of separation processes in operating processes such as liquid-liquid separation.
Boiling point is also one of its important physical properties. The compound has a relatively high boiling point. This property indicates that in order to transform it from liquid to gaseous state, it needs to provide more energy, which means that it can maintain the stability of the liquid state under high temperature environments. It plays a key role in chemical reactions that require high temperature reaction conditions and require the reactants or solvents to remain liquid.
In terms of solubility, 2-bromo-1-chlorobenzene is insoluble in water, but soluble in most organic solvents, such as ethanol, ether, etc. This solubility characteristic makes the selection of organic solvents based on this characteristic when selecting the appropriate reaction medium or performing product purification steps. It provides an important basis for organic synthesis experiments and specific operations in industrial production, and helps relevant personnel to choose the appropriate solvent according to different needs to achieve the best reaction effect or purification efficiency.

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