2-Chlorobenzenediazonium
Linshang Chemical
HS Code |
748815 |
Chemical Formula | C6H4ClN2 |
Molar Mass | 140.56 g/mol |
Appearance | Typically exists as a salt (usually tetrafluoroborate or chloride), solid form |
Physical State At Room Temp | Solid |
Solubility In Water | Soluble in polar solvents like water, but decomposes over time |
Stability | Unstable, decomposes readily, especially upon heating or exposure to light |
Odor | Pungent, characteristic odor |
Hazard Class | Highly reactive, potentially explosive |
Reactivity | Reacts with a variety of nucleophiles to form substitution products |
Color | Salts may be colorless to pale yellow |
As an accredited 2-Chlorobenzenediazonium factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
Packing | 100 g of 2 - chlorobenzenediazonium packaged in a sealed, corrosion - resistant container. |
Storage | 2 - Chlorobenzenediazonium is highly reactive and unstable. Store it in a cool, dark place, preferably in a refrigerator at temperatures around 2 - 8°C. Keep it in a tightly - sealed container to prevent contact with air and moisture, which can trigger decomposition. Avoid storing near flammable or reactive substances. Use proper labeling for clear identification and ensure storage areas are well - ventilated. |
Shipping | 2 - chlorobenzenediazonium is highly reactive and unstable. Shipping must follow strict regulations. It should be in a well - insulated, cool container, with shock - absorbing materials, transported by specialized carriers to prevent decomposition and potential hazards. |
Competitive 2-Chlorobenzenediazonium prices that fit your budget—flexible terms and customized quotes for every order.
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As a leading 2-Chlorobenzenediazonium supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
One is used in the synthesis of azo compounds. This compound is rich in color and has a wide range of applications in the dye industry. Through the coupling reaction between 2-chlorobenzene diazonium salt and compounds containing active hydrogen, such as phenols and aromatic amines, azo dyes with diverse structures can be obtained. Such dyes have bright colors and excellent dyeing properties, and are indispensable in textile, printing and dyeing industries. For example, coupling with β-naphthol can produce bright azo dyes, which are widely used in fabric dyeing and endow fabrics with colorful colors.
Second, in the preparation of aromatic compounds, 2-chlorobenzene diazonium salt plays a significant role. It can be converted into a variety of aromatic derivatives through a series of reactions. Taking the Sandmeier reaction as an example, 2-chlorobenzene diazonium salt reacts with cuprous chloride, cuprous bromide and other halogenated cuprous salts, and the diazonium group can be replaced by halogen atoms to prepare halogenated aromatics. This reaction provides an effective way to synthesize halogenated aromatics with specific structures. Halogenated aromatics are key raw materials in the fields of medicine, pesticides, materials, etc. For example, the preparation of 2-chlorochlorobenzene has important uses in organic synthesis.
Third, it has emerged in the field of materials science. Some organic materials involved in the synthesis of 2-chlorobenzene diazoate have unique photoelectric properties. Some polymer materials based on its synthesis can be applied to optoelectronic devices, such as organic Light Emitting Diode (OLED), solar cells, etc. These materials provide new opportunities for the development of optoelectronic devices and promote technological progress in related fields.
Fourth, it also has applications in the field of drug synthesis. As an intermediate, it can construct specific structural fragments of drug molecules. Some compounds with biological activity are synthesized in a process involving the reaction of 2-chlorobenzene diazoate. By rationally designing the reaction route and using its characteristics to introduce key functional groups, it provides an effective method for the development of new drugs.
First take o-chloroaniline as the starting material and dissolve it in an appropriate amount of dilute acid, such as hydrochloric acid. O-chloroaniline is protonated in the acid solution to form a salt, which is relatively stable in the solution.
Then, slowly drop into the above solution with an aqueous solution of sodium nitrite. The process of dropwise addition requires strict control of temperature and is often maintained at a low temperature, about 0-5 ° C. Because nitrous acid is unstable and easy to decompose, low temperature can reduce its decomposition rate and is conducive to the formation of diazonium salts.
Sodium nitrite interacts with acid to form nitrous acid. Nitrous acid and protonated o-chloroaniline undergo an electrophilic substitution reaction, and nitroso groups are introduced into the nitrogen atom of the amino group, which is then rearranged to form a diazonium salt, namely 2-chlorobenzene diazonium salt. The chemical equation of the
reaction is roughly as follows: o-chloroaniline (expressed in Ar-NH ², Ar is o-chlorophenyl) reacts with hydrochloric acid to obtain Ar-NH < unk > < unk > Cl <, sodium nitrite reacts with hydrochloric acid to obtain HNO < unk >, HNO < unk > reacts with Ar-NH < unk > Cl < unk >, and finally generates 2-chlorobenzene diazonium salt Ar-N < unk > < unk > Cl
In this process, temperature control is the key. If the temperature is too high, the diazonium salt is easy to decompose and the yield is reduced. And the rate of dropwise addition of sodium nitrite solution should also be paid attention to. It should be added slowly to ensure the smooth progress of the reaction, so that the nitrite can fully react with o-chloroaniline and improve the purity of the product.
As for its smell, it has a special fragrance. Although it is not rich and pungent, it can be smelled carefully, but it can also sense a unique smell, like the fragrance of medicine sealed in the dust of time, which is attractive to explore.
Furthermore, this substance also has characteristics in solubility. The solubility in water is not good, just like a Gaoshi who is independent from the world, and does not easily blend with water; however, in organic solvents, it can show another style, which can be better dissolved in it, just like finding a bosom friend and blending with it.
In addition, the stability of 2-chlorobenzene diazonium salt is also one of its remarkable physical properties. Its properties are quite lively, like a sword that is easy to fold, and it is easy to change with a little carelessness. It needs to be properly preserved in order to maintain its inherent shape and properties. It is easy to decompose when exposed to heat and light, just like a delicate flower that cannot withstand the invasion of heat and light. Therefore, it needs to be stored at low temperature and protected from light to protect its integrity.
In the field of organic synthesis, this salt is an important intermediate. It can participate in a variety of reactions, such as coupling reactions, and can combine with electron-rich aromatics or phenols. Take the reaction with phenols as an example. In a weakly basic environment, the two are coupled to form azo compounds. The product obtained by this reaction is crucial in the preparation of dyes, and many bright dyes are synthesized by this method.
Furthermore, 2-chlorobenzene diazonium salts can undergo substitution reactions. Its diazonium groups can be replaced by other atoms or groups, such as hydroxyl groups, cyano groups, etc. When co-heated with water, the diazonium groups can be replaced by hydroxyl groups to form 2-chlorophenol; if reacted with potassium cyanide solution of cuprous cyanide, the diazonium groups are replaced by cyanide groups to obtain 2-chlorobenzonitrile. This product has important uses in organic synthesis and medicinal chemistry.
In addition, light or heating can promote the decomposition of 2-chlorobenzene diazonium salts to produce aryl cations, which can react with nucleophiles to achieve the synthesis of some special organic compounds. Its reactivity is high, and the control of reaction conditions is extremely important. A slight deviation may result in different reaction products.
2-Chlorobenzene diazonium salts have poor stability and can easily cause decomposition due to heat or vibration, or even risk of explosion. Therefore, when storing, be sure to place them in a cool, dry and well-ventilated place, away from heat and fire sources, and must not expose them to heat or impact.
This substance is quite sensitive to light, and it is easy to react under light, causing decomposition and deterioration. Therefore, during storage, it is advisable to hold them in opaque containers or store them in a dark place.
2-Chlorobenzene diazonium salts are toxic to a certain extent, or harmful to human body through inhalation, ingestion and skin contact. During operation and transportation, strict protective measures need to be taken, such as wearing gas masks, gloves and protective clothing, etc., to prevent human contact.
Furthermore, 2-chlorobenzene diazonium salt can react in contact with water, and some products may be corrosive. Therefore, during storage and transportation, it is necessary to ensure that the packaging is tight to avoid moisture and water. In case of accidental leakage, the scene should be isolated immediately, irrelevant personnel should be evacuated, and proper handling should be handled according to the corresponding emergency response procedures.
When transporting, it is necessary to choose a transportation tool in compliance and strictly follow the relevant regulations on the transportation of hazardous chemicals to ensure a smooth transportation process and avoid vibration, friction and other factors that may cause instability.
In conclusion, in the storage and transportation of 2-chlorobenzene diazonium salts, it is necessary to be familiar with their characteristics, operate with caution, and strictly follow safety regulations, so as to effectively avoid risks and ensure the safety of personnel and the environment.
In such compounds, the diazo group is the active check point and can initiate a variety of chemical reactions. One is a coupling reaction. In a weakly basic environment, it can be coupled with phenols or aromatic amines to form azo compounds. The azo compounds produced by this reaction are rich in color and are widely used in the dye industry. It can be used to make various types of dyes and dye fabrics and other materials.
The second is a substitution reaction. The diazo group can be replaced by a variety of nucleophiles. If it interacts with water, after heating, the diazo group is replaced by the hydroxyl group to obtain 2-chlorophenol; when reacted with the halogen solution of cuprous halide, the diazo group is replaced by the halogen atom to prepare a specific halogenated aromatic hydrocarbon, which is an important intermediate in organic synthesis and is of great significance in the fields of drug synthesis and materials science.
And because it releases nitrogen when decomposed, in some special reaction systems, the released nitrogen gas can be used as a protective gas or used to build a specific reaction environment, providing conditions for the smooth progress of the reaction. 2-Chlorobenzene diazo salt is an important chemical raw material in many fields such as chemical industry, materials, and medicine due to its active and diverse reaction characteristics.
First, 2-chloroaniline is used as the starting material and prepared by diazotization reaction. In a low temperature environment, 2-chloroaniline is dissolved in an appropriate amount of dilute acid, such as hydrochloric acid or sulfuric acid. After it is fully dissolved, slowly add an aqueous solution of sodium nitrite dropwise. This process must be strictly controlled at temperature, often maintained between 0-5 ° C to prevent the decomposition of diazonium salts. When adding dropwise, keep stirring to make the reaction proceed evenly. Sodium nitrite reacts with 2-chloroaniline under acidic conditions to form 2-chlorobenzene diazonium salt. The reaction mechanism is that nitrite ions are converted into nitrous acid in an acidic medium, and then diazotized with 2-chloroaniline.
Second, other nitrogen-containing compounds can also be prepared through a series of reactions. For example, 2-chlorobenzene is substituted with a specific nitrogen-containing reagent first, and a nitrogen-containing group is introduced. Then, the nitrogen-containing intermediate is properly treated, and finally converted into 2-chlorobenzene diazosalt through reaction steps such as elimination and rearrangement. This method is relatively complicated, and the reaction conditions of each step need to be carefully controlled to ensure the smooth progress of the reaction and high product purity.
When preparing 2-chlorobenzene diazosalt, the control of conditions is crucial. If the temperature is too high, the diazonium salt is easy to decompose, resulting in a decrease in the yield of the product; improper proportion of reactants will also affect the reaction process and product purity. Therefore, when preparing, it is necessary to strictly follow the operating procedures and fine-tune various parameters to obtain the ideal product for subsequent organic synthesis reactions.
One of them can be used for nucleophilic substitution reactions. The diazo group can be replaced by many nucleophilic reagents, thereby introducing other functional groups. For example, if it is co-heated with water, the diazo group can be replaced by the hydroxyl group to obtain the corresponding phenolic compound; in case of halogen ions, the diazo group can be replaced by halogen to obtain halogenated aromatics. This is an important step in the construction of complex organic molecular structures, and can flexibly change the functional group as needed to form the target product.
Second, it can be used for coupling reactions. 2-Chlorobenzene diazonates can be coupled with compounds with active hydrogen, such as phenols and aromatic amines. This reaction is crucial in the synthesis of azo compounds. Azo compounds are often used in the dye industry due to their special structures and properties, adding colorful colors to fabrics, paper, etc. In the biological field, they are also used as markers to help researchers gain insight into the behavior and interactions of biomolecules.
Furthermore, in free radical reactions, 2-chlorobenzene diazonates also have a place. When heated or excited by light, they can produce free radicals, which in turn triggers a series of free radical reactions, providing an effective path for the synthesis of organic materials with specific structures and properties, such as some polymer. The molecular weight and structure of the polymer can be adjusted to meet the needs of different scenarios.
From this point of view, 2-chlorobenzene diazonium salts are like an exquisite tool in the field of organic synthesis, opening up a wide range of fields for chemists to prepare diverse and complex organic compounds.
Looking at its shape, at room temperature, or in the shape of powder, the texture is delicate, like dust, light touch, it feels smooth and stagnant.
When it comes to solubility, this salt has a slight ability to dissolve in the solvent of water. In contact with water, it partially dissolves in it, but it is not completely soluble, only slightly soluble. And in organic solvents, such as ethanol and ether, its solubility is slightly better, and it can be better dispersed and fused, like water emulsion.
As for stability, this salt is rather delicate and extremely unstable. When heated, it is very easy to decompose, like thin ice under the scorching sun, which changes in an instant. The same is true when exposed to light. Under the light, it changes rapidly, just like a meteor passing by in the night, disappearing and invisible. And when it decomposes, it may be accompanied by violent reactions, such as bursts and discoloration. Therefore, when storing, it should be placed in a cool and dark place, and care must be taken to prevent unexpected changes.
The value of its melting point, due to its fine structure, is within a relatively specific range when measured. However, this range will also be slightly different due to some impurities or slight changes in measurement conditions. Roughly speaking, its melting point is around [specific value], which is repeatedly investigated by many experimenters. Although it is not absolutely accurate, it can provide an important reference for subsequent research.
However, the stability of diazonium salts is also affected by external conditions. Temperature is a key factor. Generally speaking, when the temperature increases, the stability of diazonium Because the decomposition of diazonium salts is mostly an endothermic reaction, heating will cause the reaction to proceed in the direction of decomposition. 2-chlorobenzene diazonium salts are relatively more stable in low temperature environments. If the temperature is too high, it is easy to decompose, release nitrogen, generate corresponding substitution products or other side reactions.
Furthermore, the properties of the solvent also affect its stability. Polar solvents can interact with diazonium salts to change their stability. In polar solvents, the interaction between solvent molecules and diazonium salt ions may affect the charge distribution and structure of diazonium salt ions, which in turn affects the stability. In some organic solvents, the stability of 2-chlorobenzene diazonium salts may be different from that in water.
In addition, the pH in the system cannot be ignored. The stability of diazonium salts varies greatly under different pH conditions. Under acidic conditions, diazonium salts are relatively stable, while under alkaline conditions, diazonium salts are prone to decomposition or other reactions, resulting in a significant decrease in stability.
To sum up, the stability of 2-chlorobenzene diazonium salts is not only affected by its own structure, such as the electron-absorbing induction effect of chlorine atoms, but also restricted by many factors such as external temperature, solvent and pH. Only by comprehensively considering these factors can its stability be effectively regulated and it can play the expected role in related reactions.

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