Chemical Formula | C6H3BrClFO2S |
Molecular Weight | 287.51 |
Appearance | Solid (Typical) |
Color | Off - white to light yellow |
Solubility In Water | Insoluble (Sulfonyl chlorides react with water) |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Stability | Unstable in the presence of water and moisture (Reacts to form sulfonic acid and HCl) |
Hazard Class | Corrosive (due to the sulfonyl chloride group which can react violently with water and release HCl gas) |
Name | 3-Bromo-2-fluorobenzenesulfonyl chloride |
Molecular Formula | C6H3BrClFO2S |
Molecular Weight | 287.51 |
Appearance | Solid (Typical) |
Color | Off - white to light yellow |
Melting Point | 60 - 64 °C |
Boiling Point | N/A (decomposes) |
Density | N/A |
Solubility In Water | Reacts with water |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Purity | Typically high - purity, e.g., 95%+ |
Cas Number | 1215206-46-7 |
Name | 3-Bromo-2-fluorobenzenesulfonyl chloride |
Chemical Formula | C6H3BrClFO2S |
Molar Mass | 287.51 g/mol |
Appearance | Typically a liquid |
Hazards | Corrosive, can cause burns to skin and eyes |
What are the chemical properties of 3-Bromo-2-fluorobenzenesulfonylchloride?
3-Bromo-2-fluorobenzenesulfonyl chloride, which is strong and active. Its halogen atoms, bromine and fluorine, have the characteristics of halogen elements, which greatly increase the molecular activity. The bromine atom is relatively large, and the electron cloud density is high, which is easy to trigger nucleophilic substitution. It can react with many nucleophilic reagents such as alcohols and amines. Taking alcohol as an example, the hydroxyl oxygen nucleophilic attacks the bromine atom, and the bromine ion leaves to form the corresponding sulfonate. The fluorine atom has strong electronegativity and significant electron-absorbing effect. The electron cloud density of the benzene ring decreases, which increases the difficulty of the electrophilic substitution reaction of the benzene ring, but enhances the nucleophilicity of the ortho and para-carbon atoms, which is conducive to the attack of nucleophilic reagents.
Furthermore, sulfonyl chloride (-SO 2O Cl) is very active. In contact with water, it reacts violently, hydrolyzing to form sulfonic acid and hydrogen chloride. This reaction is violent and exothermic. If the operation is not careful, it is prone to danger. Reacting with alcohol or phenol, the chlorine atom is replaced by an alkoxy group or a phenoxy group to form a sulfonate ester, which is a commonly used method for preparing sulfonates. Because of its high reactivity, it is often used in organic synthesis to introduce sulfonyl groups to construct compounds containing sulfonyl groups.
And because of the coexistence of various active groups in the molecule, each group affects each other, making the regulation of reaction selectivity and activity complex. In synthesis, the reaction conditions and reagents need to be carefully selected according to specific needs to achieve the expected synthesis goal. When operating, it is also necessary to follow strict procedures. Due to the high activity of the compound, it is easy to react with a variety of substances. A little carelessness may cause the reaction to go out of control, resulting in accidents.
What are the main uses of 3-Bromo-2-fluorobenzenesulfonylchloride?
3-Bromo-2-fluorobenzenesulfonyl chloride is an important raw material for organic synthesis. Its main uses are quite extensive, in the field of medicinal chemistry, it can be used as a key intermediate to create a variety of specific drugs. For example, when synthesizing antibacterial drugs, the bromine, fluorine and sulfonyl chloride groups in its structure can be cleverly connected with other molecular fragments through unique chemical reactions to construct a complex molecular structure with specific pharmacological activities, helping to improve the inhibitory and killing efficiency of the drug against pathogens.
In the field of pesticide chemistry, this compound also has important functions. It can be converted into high-efficiency pesticide ingredients through a series of reactions, and with its special chemical properties, it can give pesticides excellent insecticidal, bactericidal or herbicidal activities. The introduction of fluorine atoms may enhance the stability and biological activity of pesticide molecules, while bromine atoms can affect their affinity to specific targets, thereby improving the control effect and selectivity of pesticides, and making great contributions to the prevention and control of agricultural pests and diseases.
In addition, in the field of materials science, 3-bromo-2-fluorobenzenesulfonyl chloride can participate in the synthesis of functional materials. By reacting with specific polymers or monomers, its unique functional groups are introduced into the material structure, endowing the material with special electrical, optical or surface properties, etc., laying the foundation for the development of new high-performance materials, showing potential application value in electronic devices, optical materials and many other aspects. In conclusion, 3-bromo-2-fluorobenzenesulfonyl chloride plays an indispensable role in many fields due to its unique chemical structure and active reaction properties, promoting scientific and technological progress and industrial development in related fields.
What is 3-Bromo-2-fluorobenzenesulfonylchloride synthesis method?
The synthesis of 3-bromo-2-fluorobenzenesulfonyl chloride is a key research topic in the field of organic synthesis. There are many synthetic paths, each with its own advantages and disadvantages, and should be selected according to specific needs and conditions.
One method can first take 3-bromo-2-fluorobenzene as the starting material. This raw material is sulfonated with chlorosulfonic acid to obtain 3-bromo-2-fluorobenzenesulfonic acid. In this reaction, chlorosulfonic acid is both a sulfonation reagent and a reaction solvent, and the reaction temperature and time need to be controlled. Generally speaking, the reaction starts at a low temperature and gradually heats up to a moderate temperature to ensure sufficient reaction and few side reactions.
Then, 3-bromo-2-fluorobenzenesulfonic acid reacts with thionyl chloride to obtain 3-bromo-2-fluorobenzenesulfonyl chloride. Sulfoxide chloride is used as a chlorination reagent to convert the sulfonic acid group into a sulfonyl chloride group. This step often requires adding an appropriate amount of catalyst, such as N, N-dimethylformamide (DMF), to promote the reaction rate. During the reaction process, the escaped sulfur dioxide and hydrogen chloride gas need to be properly handled to meet environmental requirements.
Another synthesis route can be started from 2-fluoroaniline. After diazotization, 2-fluoroaniline was treated with sodium nitrite and hydrochloric acid to obtain diazonium salt. Then, cuprous bromide was used as a catalyst to react with potassium bromide to realize the substitution of diazonium groups by bromine atoms to obtain 3-bromo-2-fluorobenzene. The subsequent steps are the same as above. After sulfonation and chlorination, the final product 3-bromo-2-fluorobenzene sulfonyl chloride is obtained.
When synthesizing 3-bromo-2-fluorobenzene sulfonyl chloride, the purity of the raw material, the reaction conditions such as temperature, pressure, the proportion of reactants and the amount of catalyst have a great influence on the yield and purity of the product. And after each step of the reaction, it needs to be separated and purified by suitable means, such as extraction, distillation, recrystallization, etc., to remove impurities and obtain high-purity products.
3-Bromo-2-fluorobenzenesulfonylchloride what are the precautions in storage and transportation?
3-Bromo-2-fluorobenzenesulfonyl chloride is also an important chemical substance. During storage and transportation, many matters need to be paid attention to.
First words storage, this substance is active in nature and highly susceptible to reaction in contact with water. Therefore, it must be stored in a dry place. The humidity of the warehouse should be strictly controlled to avoid moisture intrusion. It must be contained in a sealed container to prevent water vapor in the air from contacting it. Because of its corrosive nature, the storage place should be kept away from food, medicine and other substances, and should be separated from flammable and explosive materials to prevent accidents. In addition, the storage temperature should also be appropriate, not too high, otherwise it may decompose or cause other chemical reactions.
As for transportation, the transportation equipment must be dry and well sealed. When loading and unloading, operators should be careful and wear appropriate protective equipment, such as protective clothing, gloves, goggles, etc., to avoid contact and injury. During transportation, avoid violent vibration and collision to prevent material leakage due to damage to the container. In the event of leakage, appropriate emergency measures should be taken immediately to prevent the harm from expanding.
In short, the storage and transportation of 3-bromo-2-fluorobenzenesulfonyl chloride requires careful handling and careful consideration according to its characteristics to ensure safety.
What are the effects of 3-Bromo-2-fluorobenzenesulfonylchloride on the environment and human health?
3-Bromo-2-fluorobenzenesulfonyl chloride has an impact on both the environment and human health.
In terms of the environment, if it is released in nature, it may cause pollution. Its chemical properties are active, in the soil, or react with soil components, causing changes in soil properties and affecting plant growth. Entering water bodies may harm aquatic organisms. Because of its toxicity, or damage the physiological functions of aquatic organisms, cause changes in population numbers, and disrupt water ecological balance. And it is difficult to degrade in the environment, or it persists for a long time, accumulates in organisms, passes and accumulates along the food chain, and poses a greater threat to upper organisms.
As for human health, it is irritating and toxic. If a person inhales through breathing, or through skin contact or ingestion by mistake, it can cause adverse consequences. When inhaled, it can irritate the respiratory tract, causing cough, asthma, breathing difficulties, long-term exposure, or damage lung function. Skin contact can cause skin redness, pain, burns, or even allergic reactions. Accidental ingestion may damage the digestive system, causing nausea, vomiting, abdominal pain, diarrhea, etc., which can be life-threatening in severe cases.
Therefore, in the production and use of 3-bromo-2-fluorobenzenesulfonyl chloride, strict safety measures and environmental protection standards should be implemented to prevent it from harming the environment and human health.