6 Bromo 4 Chloro 3 Nitroquinoline
quinoline thiophene imidazole thiazole

6-Bromo-4-chloro-3-nitroquinoline

Taiy Chemical

    Specifications

    HS Code

    996803

    Name 6 - Bromo - 4 - chloro - 3 - nitroquinoline
    Molecular Formula C9H4BrClN2O2
    Molar Mass 287.498 g/mol
    Appearance Solid (predicted from structure, actual may vary)
    Solubility In Water Low (due to non - polar aromatic structure and hydrophobic groups)
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform (aromatic and polar - organic compound properties)
    Reactivity Reactive towards nucleophiles due to the presence of nitro, bromo and chloro groups

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    General Information
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    Frequently Asked Questions

    As a leading 6-Bromo-4-chloro-3-nitroquinoline supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What is the chemistry of 6-Bromo-4-chloro-3-nitroquinoline?
    6-Bromo-4-chloro-3-nitroquinoline is one of the organic compounds. Its chemical properties are unique and of great value for investigation.
    In this compound, the presence of bromine (Br), chlorine (Cl) and nitro (NO ³) endows it with different reactivity. Nitro is a strong electron-absorbing group, which can reduce the electron cloud density of the benzene ring and increase the difficulty of electrophilic substitution reaction, but it is easy to trigger nucleophilic substitution reaction. Under suitable conditions, nucleophilic reagents can attack the positions adjacent or opposite to the nitro group on the quinoline ring, causing the nitro group to be replaced and new compounds to be generated.
    Bromine and chlorine atoms, although they are also electron-withdrawing groups, have slightly different effects on reactivity than nitro groups. Bromine and chlorine atoms can participate in typical reactions of halogenated hydrocarbons, such as nucleophilic substitution and elimination reactions. Because the carbon attached to the halogen atom is sp ² hybridization, which is conjugated with the benzene ring, resulting in a partial double bond of the C-X bond (X is Br or Cl), the nucleophilic substitution reaction is slightly more difficult than that of halogenated alkanes. However, under specific reagents and conditions, it can also occur smoothly. For example, in strong bases and high temperature environments, elimination reactions can occur to dehalogenate hydrogen and form unsaturated bonds.
    In addition, the conjugate system of 6-bromo-4-chloro-3-nitroquinoline makes it stable to a certain extent. However, due to the characteristics of the functional groups it connects, it can participate in a variety of chemical reactions. It is an important intermediate in organic synthesis and may have potential applications in pharmaceutical chemistry, materials science and other fields. With its unique chemical properties and different reaction paths, more complex and functional organic molecules can be constructed.
    What are the main uses of 6-Bromo-4-chloro-3-nitroquinoline?
    6-Bromo-4-chloro-3-nitroquinoline is an important compound in the field of organic synthesis, and its main uses are many.
    First, in the field of medicinal chemistry, it is often used as a key intermediate. Geinquinoline compounds have various biological activities, such as antibacterial, anti-inflammatory, anti-tumor, etc. Many substituents on 6-bromo-4-chloro-3-nitroquinoline can be ingeniously modified by organic synthesis to construct new quinoline derivatives with specific biological activities. For example, through appropriate reaction, specific pharmacoactive groups can be added to this compound, which may lead to the development of anticancer drugs with highly selective inhibitory effects on specific tumor cells.
    Second, it also has important applications in the field of materials science. Quinoline derivatives can be applied to optoelectronic materials due to their unique electronic structures and optical properties. 6-Bromo-4-chloro-3-nitroquinoline can be rationally designed and converted to prepare materials with specific photoluminescence or electroluminescence properties, which has great potential for the fabrication of devices such as organic Light Emitting Diodes (OLEDs), or can improve the luminous efficiency and stability of devices.
    Third, in organic synthesis chemistry, as a multifunctional intermediate, it provides the possibility to construct complex organic molecular structures. Halogen atoms and nitro groups at different positions are active check points for nucleophilic substitution, electrophilic substitution and other reactions. By selecting appropriate reaction conditions and reagents, these check points can be modified in sequence to realize the synthesis of various complex quinoline derivatives, providing organic synthesis chemists with rich structural diversity of synthetic blocks, and assisting in the creation and methodological research of new organic compounds.
    What is 6-Bromo-4-chloro-3-nitroquinoline synthesis method?
    6-Bromo-4-chloro-3-nitroquinoline is also an organic compound. The method of its synthesis is the gist of chemical research. The method of its synthesis is described in detail today as shown on the left.
    Quinoline is often used as the starting material, and it is first nitrified. In a suitable reaction vessel, add quinoline, and slowly drop in the mixed acid (a mixture of sulfuric acid and nitric acid), while strictly monitoring the reaction temperature to maintain it within a suitable range. Nitrate ions are used as electrophilic reagents to attack the quinoline ring, and nitro groups are mainly introduced at the 3-position. Due to the electron cloud distribution characteristics of the quinoline ring, the 3-position has a higher electron cloud density, which is conducive to electrophilic substitution. After this step, 3-nitroquinoline can be obtained by separation and purification.
    Next, 3-nitroquinoline is halogenated. In the halogenation reaction system, select suitable halogenating reagents, such as N-bromosuccinimide (NBS) and chlorination reagents. First, NBS is used as a brominating agent, and bromine atoms are introduced at the 6-position of the quinoline ring under the action of an initiator (such as benzoyl peroxide). This reaction process is a free radical substitution mechanism, and bromine free radicals attack a specific position of the quinoline ring. After bromination is completed, chlorination reagents (such as phosphorus oxychloride, etc.) are used to introduce chlorine atoms at the 4-position under suitable conditions. The chlorination process also involves electrophilic substitution. Through precise regulation of reaction conditions, chlorine atoms are introduced at the specified position.
    After each step of the reaction, the product needs to be purified by suitable separation methods, such as column chromatography, recrystallization, etc., to obtain high-purity 6-bromo-4-chloro-3-nitroquinoline. The whole process of synthesis requires fine control of the reaction conditions, such as temperature, reactant ratio, reaction time, etc., in order to make the reaction proceed smoothly in the expected direction and obtain satisfactory yield and purity.
    6-Bromo-4-chloro-3-nitroquinoline What are the precautions in storage and transportation?
    6-Bromo-4-chloro-3-nitroquinoline is an important chemical in organic synthesis. When storing and transporting this chemical, many key things must be paid attention to.
    Bear the brunt, and the storage environment must be carefully controlled. This chemical should be stored in a cool, dry and well-ventilated place. Because it is sensitive to heat and high temperature can easily cause it to decompose and deteriorate, it should be kept away from fire and heat sources. And humid environments may also cause chemical reactions, so the storage place must be kept dry to prevent moisture from dissolving.
    Furthermore, the packaging must be firmly sealed. 6-Bromo-4-chloro-3-nitroquinoline has certain toxicity and irritation. If the packaging is not strict, it will not only cause pollution to the environment but also endanger the safety of personnel after leakage. Therefore, the packaging material needs to have good corrosion resistance and sealing to ensure that it does not leak during storage and transportation.
    When transporting, it is also necessary to strictly abide by relevant regulations. The transportation vehicle should be equipped with corresponding fire fighting equipment and leakage emergency treatment equipment. And this chemical cannot be mixed with oxidants, acids, alkalis, etc., because it may react violently with these substances, causing danger.
    In addition, whether it is storage or transportation, it is necessary to arrange a special person to be responsible for management and inspection. Regularly check whether the packaging is intact and whether the storage environment meets the requirements. Once a problem is detected, appropriate measures should be taken to solve it immediately to avoid accidents. In short, the storage and transportation of 6-bromo-4-chloro-3-nitroquinoline need to be extremely cautious and strictly follow relevant regulations to ensure that personnel safety and the environment are not damaged.
    6-Bromo-4-chloro-3-nitroquinoline impact on the environment and people
    6-Bromo-4-chloro-3-nitroquinoline is one of the organic compounds. The impact on the environment and human body is of great concern to the world.
    First of all, its impact on the environment. If this substance is released in nature, its structure contains bromine, chlorine, nitro and other groups, and its stability is quite high. In the soil, it is difficult to degrade quickly, or cause it to accumulate in the soil. If there is water around, or it enters the water system with runoff and other routes. Because it has a certain lipid solubility, it is easy to be ingested and enriched by aquatic organisms. After ingestion by aquatic organisms, it may interfere with its normal physiological metabolic process. For example, it may affect the respiratory and reproductive functions of fish, causing changes in fish populations, and then affecting the balance of the entire aquatic ecosystem. In the atmospheric environment, although its volatilization may be limited, under specific conditions, such as high temperature, strong light irradiation, or photochemical reactions, other harmful intermediates are produced, which have adverse effects on atmospheric quality.
    As for the effects on the human body. 6-Bromo-4-chloro-3-nitroquinoline can enter the human body through respiratory tract, skin contact or accidental ingestion. It contains nitro groups, which are highly oxidizing, or cause oxidative stress in human cells. This reaction will produce a large number of reactive oxygen species, which can damage biological macromolecules such as proteins and nucleic acids in cells. For example, it can cause DNA strand breaks, gene mutations, long-term accumulation, or increase the risk of cancer. When exposed to the skin, or irritate the skin, causing skin redness, swelling, itching and other uncomfortable symptoms. If inhaled through the respiratory tract, it can irritate the mucosa of the respiratory tract, causing respiratory diseases such as cough and asthma. After ingesting into the body by mistake, it may cause irritation and damage to the digestive system, such as nausea, vomiting, abdominal pain, etc. Therefore, 6-bromo-4-chloro-3-nitroquinoline is potentially harmful to the environment and human body. During its production, use and disposal, it should be treated with caution to prevent adverse consequences to the ecological environment and human health.