3 Bromo 2 Chloropyridine
pyridine pyrrole pyrazine piperidine piperazine

3-Bromo-2-chloropyridine

    Specifications

    HS Code

    322729

    Chemical Formula C5H3BrClN
    Molar Mass 192.44 g/mol
    Appearance Solid (usually off - white to light yellow)
    Boiling Point Approximately 230 - 235 °C
    Melting Point 48 - 52 °C
    Solubility In Water Poorly soluble in water
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform

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    General Information
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    Frequently Asked Questions

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    What are the main uses of 3-Bromo-2-chloropyridine?
    3-Bromo-2-chloropyridine is an important intermediate in organic synthesis. It has a wide range of uses and is often the key raw material for the creation of new drugs in the field of medicinal chemistry. The unique structure of the Gainpyridine ring endows the compound with specific biological activities and pharmacological properties. Taking the development of antimalarial drugs as an example, 3-bromo-2-chloropyridine can introduce key groups through a series of chemical reactions to construct a molecular structure with high inhibitory effect on malaria parasites.
    In the field of pesticide chemistry, this compound also plays a pivotal role. It can be used as an important starting material for the synthesis of insecticides and fungicides. After ingenious chemical modification, pesticide products with high selectivity, low toxicity and environmental friendliness to pests can be prepared. For example, pesticides that target specific crop pests can be derived to precisely kill pests, with little impact on beneficial insects and the environment.
    Furthermore, in the field of materials science, 3-bromo-2-chloropyridine has also emerged. It can participate in the synthesis of functional organic materials, such as organic optoelectronic materials. With its special electronic structure, it can improve the photoelectric properties of materials and enhance the efficiency and stability of devices in the preparation of organic Light Emitting Diodes (OLEDs) and organic solar cells.
    In summary, 3-bromo-2-chloropyridine, with its unique chemical structure, has shown great application potential in many fields such as medicine, pesticides and materials science, providing a key material basis for innovation and development in many fields.
    What are 3-Bromo-2-chloropyridine synthesis methods?
    To prepare 3-bromo-2-chloropyridine, the method of number follows. First, pyridine is used as the starting material and brominated first, so that the bromine is selectively connected to the third position of the pyridine ring. The nitrogen atom in the capillary pyridine ring is electron-absorbing, resulting in a relatively high electron cloud density at the third position, which is conducive to electrophilic substitution. This step can be achieved by bromine (Br ²) and suitable catalysts, such as iron powder (Fe) or iron tribromide (FeBr ²). Subsequently, the obtained 3-bromopyridine is chlorinated again, and chlorine atoms are introduced at the second position. Chlorine gas can be used as a chlorination agent, and a suitable Lewis acid catalyst, such as aluminum trichloride (AlCl 🥰), can be used to obtain the target product 3-bromo-2-chloropyridine.
    Second, 2-chloropyridine can also be used as the starting material. It can be reacted with a suitable brominating agent, such as N-bromosuccinimide (NBS), in the presence of an initiator such as benzoyl peroxide (BPO), in a suitable solvent, such as carbon tetrachloride (CCl). NBS is a mild brominating agent, which can achieve the bromination of the pyridine ring at the 3rd position with few side reactions, resulting in the preparation of 3-bromo-2-chloropyridine.
    Furthermore, if 3-bromopyridine-2-ol is used as a raw material, it can be treated with halogenating agents such as thionyl chloride (SOCl ²) or phosphorus oxychloride (POCl ²). Such halogenating agents can convert alcohol hydroxyl groups into chlorine atoms, while retaining bromine at the 3rd position. After this reaction, the purpose of preparing 3-bromopyridine can also be achieved. All methods have advantages and disadvantages. In actual operation, it is necessary to comprehensively weigh factors such as raw material availability, difficulty of reaction conditions, product purity and yield to choose the best method.
    What are the physical properties of 3-Bromo-2-chloropyridine?
    3-Bromo-2-chloropyridine is one of the organic compounds. Its physical properties, allow me to tell you one by one.
    Looking at its appearance, under room temperature and pressure, it is usually colorless to light yellow liquid, but it is not absolute, or it varies slightly due to purity and preparation methods. Its odor is often particularly irritating and pungent, which is a common property of many halogen-containing organic compounds.
    As for the melting point, the melting point is about -15 ° C, and the boiling point is roughly between 200-210 ° C. The characteristics of this melting point are closely related to its molecular structure. The presence of bromine and chlorine atoms in the molecule increases the intermolecular force, making its melting point relatively high and requiring more energy to change its physical state.
    In terms of solubility, 3-bromo-2-chloropyridine is slightly soluble in water. Due to its limited molecular polarity, and water is a strong polar solvent, the polarity difference between the two is large, so it is difficult to dissolve. However, it has good solubility in organic solvents, such as ethanol, ether, dichloromethane, etc. This property is widely used in organic synthesis experiments and can often be used as a reaction medium to promote various chemical reactions. < Br >
    Density is also one of its important physical properties. Its density is greater than that of water, which is about 1.7 g/cm ³. This property is quite critical in operations involving liquid-liquid separation. If there is an aqueous phase coexisting with an organic phase containing 3-bromo-2-chloropyridine in the reaction system, because its density is greater than that of water, the organic phase will be in the lower layer, which is convenient for separation by liquid separation and other operations.
    In addition, the stability of 3-bromo-2-chloropyridine is acceptable under certain conditions. However, because it contains active halogen atoms, when it encounters specific reagents such as strong bases and strong reducing agents, it is prone to chemical reactions, causing its structure to change. Therefore, during storage and use, it is necessary to avoid contact with such substances and place them in a cool, dry and well-ventilated place to prevent deterioration.
    What are the chemical properties of 3-Bromo-2-chloropyridine?
    3-Bromo-2-chloropyridine, this is an organic compound. Its chemical properties are unique and have the typical characteristics of halogenated pyridine.
    Let's talk about the nucleophilic substitution reaction first. Due to the electron-absorbing nature of the pyridine cyclic nitrogen atom, the electron cloud density on the ring decreases, especially in the adjacent and para-position of the halogen atom. Therefore, the bromine and chlorine atoms of 3-bromo-2-chloropyridine are vulnerable to attack by nucleophilic reagents. In case of nucleophilic reagents such as sodium alcohol and amines, nucleophilic substitution can occur, and the halogen atom is replaced by the corresponding group. If it reacts with sodium methoxide, one of the chlorine or bromine atoms can be replaced by methoxy to form methoxy-containing pyridine derivatives. This reaction can be used to construct new carbon-oxygen or carbon-nitrogen bonds in organic synthesis.
    Besides, it participates in metal-catalyzed reactions. 3-Bromo-2-chloropyridine can be coupled with organometallic reagents containing boron and zinc under the catalysis of metal catalysts such as palladium. Like with aryl boric acid catalyzed by palladium and in the presence of bases, Suzuki coupling reactions can occur to form biarylpyridine compounds. This reaction has a wide range of uses in drug synthesis and materials science, and is helpful in the synthesis of complex organic molecules with specific functions.
    In addition, the pyridine ring of 3-bromo-2-chloropyridine can undergo some on-ring modification reactions. Due to the aromatic properties of the pyridine ring, electrophilic substitution reactions can occur. However, due to the electron-absorbing action of nitrogen atoms, the reactivity is lower than that of the benzene ring, and the reaction check points are mostly at the 3 and 5 positions of the pyridine ring. With appropriate activation and condition control, other functional groups can be introduced on the pyridine ring, such as halogenation, nitrification, sulfonation, etc., providing a path for the synthesis of various pyridine derivatives.
    Under basic conditions, 3-bromo-2-chloropyridine can also exhibit special reactivity. Pyridine nitrogen atoms can react with bases to form pyridine negative ions, enhance the electron cloud density on the ring, and then affect the activity of halogen atoms, making reactions such as nucleophilic substitution more likely to occur. And under specific strong bases and conditions, it may trigger complex reactions such as pyridine ring rearrangement or ring opening, creating the possibility of creating novel structures for organic synthesis.
    What is the price of 3-Bromo-2-chloropyridine in the market?
    3 - Bromo - 2 - chloropyridine is an organic compound, and its market price often fluctuates due to multiple factors, making it difficult to price it accurately.
    In the past market, the price of this compound was often affected by factors such as raw material cost, difficulty of synthesis process, market supply and demand conditions, and production scale. If the supply of raw materials is abundant and the cost of acquisition is low, coupled with the simple and mature synthesis process and large production scale, the price may become more affordable. On the contrary, if the raw materials are scarce, the synthesis steps are cumbersome and costly, and the market demand is strong and the supply is limited, the price will rise.
    For example, when the supply of raw materials bromine and chloropyridine-related materials is insufficient at a specific time period, or the production efficiency is low due to the bottleneck of preparation technology, the production cost of 3-Bromo-2-chloropyridine will increase, and the market price will also rise. If the market demand for this compound surges, such as in the R & D and production of pharmaceutical, pesticide and other industries, and the supply is difficult to meet in a timely manner, the price will also rise significantly.
    Furthermore, the price of 3-Bromo-2-chloropyridine provided by different suppliers will vary due to differences in product purity, quality specifications, etc. Prices are usually higher for those with high purity and meeting specific Quality Standards.
    Therefore, to know the exact market price of 3 - Bromo - 2 - chloropyridine, you need to check the chemical product trading platform in real time, consult relevant suppliers, and learn more about the current raw material market dynamics, production status, and supply and demand patterns in order to obtain more accurate price information.