2 Hydroxy 3 Bromopyridine
pyridine pyrrole pyrazine piperidine piperazine

2-Hydroxy-3-bromopyridine

    Specifications

    HS Code

    108542

    Name 2-Hydroxy-3-bromopyridine
    Molecular Formula C5H4BrNO
    Molecular Weight 172.00
    Cas Number 10226-04-9
    Appearance White to off - white solid
    Melting Point 167 - 170 °C
    Solubility In Water Slightly soluble
    Solubility In Organic Solvents Soluble in common organic solvents like ethanol, acetone
    Pka Approx. 4.7 (estimated for pyridinol system)
    Stability Stable under normal conditions, but sensitive to strong oxidizing agents

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    General Information
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    Frequently Asked Questions

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    What are the physical properties of 2-Hydroxy-3-bromopyridine?
    2-Hydroxy-3-bromopyridine is one of the organic compounds. Its physical properties are quite unique.
    Looking at its properties, under normal temperature and pressure, it is mostly in a solid state, which has a relatively stable structure due to intermolecular forces. Its color may be white to light yellow, and it is close to white when it is pure. If it contains some impurities, it may be light yellow.
    When it comes to the melting point, it is about a specific temperature range. This temperature varies slightly due to factors such as the purity of the compound. The existence of the melting point is due to the increase in temperature, which causes the thermal movement of molecules to intensify. When it reaches a certain value, the lattice structure disintegrates and the substance changes from a solid state to a liquid state.
    As for solubility, the solubility of 2-hydroxy-3-bromopyridine in water is limited. Because of its molecular structure, although there are hydroxyl groups that can form hydrogen bonds with water molecules, the presence of bromine atoms and pyridine rings makes its hydrophobicity not to be underestimated, so the overall solubility in water is not good. However, in organic solvents such as ethanol and dichloromethane, the solubility is relatively high. Organic solvents such as ethanol can form interactions such as van der Waals forces with the molecules of the compound, which is conducive to its dissolution and dispersion.
    Furthermore, its density is also a specific value, which reflects the mass of the substance per unit volume and reflects the compactness of the molecule. The characteristics of density are closely related to molecular structure and atomic weight, and the relative atomic mass of bromine atoms also has a considerable impact on its density.
    The physical properties of 2-hydroxy-3-bromopyridine are determined by its unique molecular structure, and its applications in many fields such as organic synthesis are also closely related to its physical properties.
    What are the chemical properties of 2-Hydroxy-3-bromopyridine?
    2-Hydroxy-3-bromopyridine, this is an organic compound with unique chemical properties. Its properties are related to many aspects, as follows:
    First of all, the nucleophilic substitution reactivity is quite significant. Due to the electron-absorbing effect of the pyridine ring nitrogen atom, the activity of the 2-position hydroxyl group and the 3-position bromine atom is increased. The hydroxyl oxygen atom is rich in electrons and can be used as a nucleophilic reagent. It reacts with electrophilic reagents such as halogenated hydrocarbons and acyl halides to form ether, ester and other derivatives. For example, when encountering the halogenated hydrocarbon R-X, under the action of alkali, the hydroxyl oxygen attacks the carbon atom of the halogenated hydrocarbon, and the halogen ions leave to obtain the ether product R-O- (2-pyridyl-3-position). The 3-position bromine atom has high activity and can be replaced by a variety of nucleophilic reagents, such as reacting with amines. The nitrogen atom in the amine nucleophilic attacks the bromine atom to connect the carbon atom, and the bromine ion leaves to obtain a nitrogen-containing substituted derivative. In drug synthesis, specific functional groups can be introduced to change the biological activity of the compound.
    Secondly, the acidity and alkal The pyridine ring nitrogen atom can accept protons and is weakly basic; the 2-position hydroxyl hydrogen can be ionized and is weakly acidic. In different acid-base environments, compounds exist in different forms. In acidic media, the pyridine nitrogen atom protons to form positive pyridine ions; under basic conditions, the hydroxyl hydrogen leaves and forms corresponding negative ions. This acid-base change affects the solubility and reactivity of the compound. In organic synthesis and drug development, according to the reaction requirements, the acid-base environment can be regulated to guide the reaction in the desired direction.
    Furthermore, the redox properties are also worthy of attention. The pyridine ring can be oxidized. When conditions are appropriate, oxygen atoms can be introduced into the pyridine ring to form products such as pyridine N-oxide, which can change the electron cloud distribution and reactivity of the compound. At the same time, if there are suitable reducing agents in the system, the 3-position bromine atoms may be reduced, and the bromine atoms are replaced by hydrogen atoms, which changes the structure and properties of the compound.
    In addition, the conjugation effect has a large impact. There is a conjugation system between the pyridine ring and the hydroxyl group and the bromine atom, and the electron delocalization affects the stability and electron cloud distribution of the compound. The conjugation effect reduces the molecular energy and increases the stability, and at the same time affects the For example, in the nucleophilic substitution reaction, the conjugate system disperses the charge of the reaction intermediate, reduces the activation energy of the reaction, and is conducive to the reaction.
    What are the common synthetic methods of 2-Hydroxy-3-bromopyridine?
    The common synthesis methods of 2-hydroxy-3-bromopyridine have been investigated by chemical experts throughout the ages. One method is to use pyridine as the starting material. First, the pyridine acts with a strong oxidant under specific conditions to oxidize the specific position on the ring, introducing hydroxyl groups, and then reacting with bromine-containing reagents to introduce bromine atoms at the hydroxyl ortho-position. In this process, the oxidation step needs to be strictly controlled at temperature and time to ensure the precise introduction of hydroxyl groups; the bromination step also needs to select suitable reaction conditions and catalysts to make the bromine atom replace the hydrogen atom at the target position efficiently and accurately.
    Another method uses a suitable substitute benzene as the raw material. After a multi-step reaction, the pyridine ring is first constructed, and then the specific position on the ring is modified to introduce hydroxyl and bromine atoms. When constructing the pyridine ring, it is often necessary to use the condensation reaction to carefully adjust the ratio of reactants and the reaction environment to ensure the smooth formation of the pyridine ring. The subsequent modification steps are based on the characteristics of the groups and ingeniously plan the reaction sequence to ensure that the hydroxyl and bromine atoms are connected as expected.
    Furthermore, a specific heterocyclic compound is used as the starting material, and the functional group is gradually converted to the target molecule through the method of functional group transformation. The functional group of the starting heterocyclic compound is activated first, so that it is prone to subsequent reactions. After a series of substitution, addition and other reactions, hydroxyl and bromine atoms are introduced in turn, and finally 2-hydroxy-3-bromopyridine is obtained. This method requires in-depth understanding of the reactivity of heterocyclic compounds and precise control of each step of the reaction process in order to achieve the expected synthetic effect. All synthesis methods have their own advantages and disadvantages, and they need to be carefully selected according to actual needs and conditions.
    What are the main applications of 2-Hydroxy-3-bromopyridine?
    2-Hydroxy-3-bromopyridine is useful in many fields. In the field of medicinal chemistry, it is often a key intermediate for the creation of drugs. Due to its special chemical structure, it can be combined with many targets in the body to help synthesize compounds with specific physiological activities, such as antibacterial, anti-inflammatory, anti-tumor and other drugs.
    In the field of materials science, it can also be seen. Or it can be used to prepare functional polymer materials, because its structure gives the material unique electrical, optical or thermal properties. For example, it can be used as a synthetic raw material for organic optoelectronic materials, which can help the material have better photoelectric conversion properties.
    Furthermore, it also has important functions in the field of pesticide chemistry. It can be chemically modified to produce pesticides with high insecticidal, bactericidal or herbicidal activities, which contribute to agricultural pest control and crop growth support.
    In addition, in organic synthesis chemistry, 2-hydroxy-3-bromopyridine is a key building block, which can construct complex organic molecular structures through various chemical reactions, greatly expanding the pathways and possibilities of organic synthesis. It is commonly used by organic synthesis chemists and plays an indispensable role in the process of constructing novel and special functional organic compounds.
    2-Hydroxy-3-bromopyridine What are the precautions during storage and transportation?
    For 2-hydroxy-3-bromopyridine, many matters need to be paid attention to during storage and transportation.
    When storing, the temperature and humidity of the environment should be the first priority. This material or fear of heat and moisture should be placed in a cool and dry place to prevent it from mutating due to high temperature or causing chemical reactions due to moisture. And it must be kept away from fires and heat sources to prevent fires. Furthermore, it should be stored separately from oxidizing agents, acids, bases, etc., and must not be mixed. Due to its active chemical properties, it may react violently with them, damage its quality, or even cause danger.
    As for the transportation process, the packaging must be tight and reliable. Make sure that the packaging is not damaged or leaked, so as to avoid material leakage and endanger the safety of transporters and the surrounding environment. The transportation vehicle is also selected as suitable, and the vehicle is clean and free of other impurities that can react with it. During driving, drivers must be cautious and drive at a steady speed to avoid bumps and vibrations to prevent material leakage caused by damaged packaging. At the same time, transporters should be familiar with the characteristics of this substance and emergency treatment methods, and in case of emergencies, they can respond properly in a timely manner. In short, when storing and transporting 2-hydroxy-3-bromopyridine, it is necessary to carefully observe all sections and operate in accordance with regulations to ensure its safety and quality.