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What are the main uses of 3-Bromo-6-hydroxy-2-methylpyridine?
3-Bromo-6-hydroxy-2-methylpyridine has a wide range of uses in the field of organic synthesis. It can be used as a key intermediate and participates in the creation of a variety of organic compounds.
First, in pharmaceutical chemistry, it is used for the preparation of specific drug molecules. Because of its unique activity checking point, it can precisely interact with targets in organisms. By chemical modification, the obtained compound can have specific pharmacological activities, such as antibacterial and anti-inflammatory equivalent properties.
Second, in the field of materials science, or involved in the synthesis of functional materials. Due to its special structure, it may endow materials with specific optoelectronic properties, and be used in the preparation of luminescent materials, etc., which have potential applications in electronic devices, optical displays, and many other aspects.
Furthermore, in the path of organic synthetic chemistry, it is an important cornerstone for the construction of complex pyridine derivatives. It can introduce different functional groups through various reactions such as nucleophilic substitution and coupling, expand the diversity of molecular structures, contribute to the development of organic synthetic chemistry, and play a key role in the preparation of many fine chemicals.
What are 3-Bromo-6-hydroxy-2-methylpyridine synthesis methods?
There are several common methods for the synthesis of 3-bromo-6-hydroxy-2-methylpyridine.
First, 2-methyl-6-hydroxypyridine is used as the starting material and prepared by bromination reaction. In this reaction, liquid bromine, N-bromosuccinimide (NBS), etc. can be selected as bromination reagents. If liquid bromine is used as the bromine source, in an appropriate solvent such as dichloromethane, under low temperature conditions, liquid bromine is slowly added dropwise, and an appropriate amount of catalyst, such as iron powder or iron tribromide, can be added to promote the reaction. The reaction mechanism is that the positive bromide ion undergoes an electrophilic substitution reaction at a specific position on the pyridine ring. Due to the localization effect of hydroxyl and methyl groups, the bromine atom is mainly substituted at the 3-position.
Second, starting from 2-methyl-3-nitropyridine. First, 2-methyl-3-nitropyridine is reduced. Iron powder and hydrochloric acid system or catalytic hydrogenation can be used to reduce nitro to amino to obtain 2-methyl-3-aminopyridine. Then, through a diazotization reaction, the amino group is converted into a diazonium salt, and then interacts with reagents such as cuprous bromide to undergo a Sandmeier reaction, replacing the diazonium group with a bromine atom, thereby introducing a bromine atom. Finally, the nitro group on the pyridine ring is hydroxylated, such as reacting with reagents such as sodium nitrite under basic conditions, and the target product 3-bromo-6-hydroxy-2-methylpyridine can be obtained through a series of transformations.
Third, the target molecular structure is constructed through a multi-step reaction with a suitable pyridine derivative as the starting material. For example, a pyridine compound with suitable substituents is selected, and methyl is first introduced by alkylation reaction, then bromine is introduced by halogenation reaction, and finally 6-hydroxy is obtained by hydroxylation reaction. Each step of the reaction requires careful selection of reagents and reaction conditions according to specific reaction conditions and substrate characteristics to ensure the selectivity and yield of the reaction. Although this method is a little complicated, it has certain flexibility in raw material selection and reaction route design, and can be optimized according to actual conditions.
What are the physical properties of 3-Bromo-6-hydroxy-2-methylpyridine?
3-Bromo-6-hydroxy-2-methylpyridine is a member of organic compounds. Looking at its physical properties, it is mostly in a solid state at room temperature. Due to the relatively strong force between molecules, it has a high melting point and boiling point. However, the exact value needs to be determined by accurate experiments.
When it comes to solubility, its solubility in water is quite limited. Although it contains hydroxyl groups in its molecules, it can form hydrogen bonds with water, but the presence of bromine atoms and methyl groups increases the hydrophobicity of its molecules and eventually makes it insoluble in water. However, in common organic solvents such as ethanol, dichloromethane, and acetone, its solubility is relatively high. This is because the interaction force between the compound and these organic solvent molecules is similar to the force between the solvent molecules, and follows the principle of "similarity and dissolution".
Furthermore, its appearance may be a white to light yellow crystalline powder. The formation of this color is related to the electron transition in the molecular structure. The conjugated system existing in the molecule allows electrons to transition between specific energy levels, absorb and reflect light of specific wavelengths, and thus exhibit a specific color. The powder-like shape is caused by the accumulation of molecules in a specific way during the crystallization process.
In addition, the compound may have a certain odor, but the specific characteristics of its odor can only be accurately described by actual sniffing, and safety procedures should be followed when sniffing to prevent damage to the body. Its density is also one of the important physical properties. Although the exact value needs to be measured experimentally, its density range can be roughly inferred based on its molecular structure and relative molecular mass. Generally speaking, the density of organic compounds is between the density of water (1 g/cm ³) and the density of common organic solvents.
What are the chemical properties of 3-Bromo-6-hydroxy-2-methylpyridine?
3-Bromo-6-hydroxy-2-methylpyridine is an organic compound with unique chemical properties.
Let's talk about its acidity and alkalinity first. The hydroxyl group in the molecule can release protons, which is acidic to a certain extent. Although its acidity is weaker than that of common inorganic acids, in organic systems, this acidic property is of great significance in specific reactions.
Let's talk about nucleophilic substitution reactions. Due to the high activity of bromine atoms, it is vulnerable to attack by nucleophilic reagents, which triggers nucleophilic substitution reactions. Nucleophilic reagents can attack the carbon atoms attached to bromine atoms and replace bromine to form new organic compounds. This reaction has a wide range of uses in organic synthesis, which can be used to introduce various functional groups and expand the molecular structure.
It can also participate in redox reactions. Hydroxyl groups have certain reductivity and can be oxidized when meeting suitable oxidants, and then converted into other functional groups, such as aldehyde groups, carboxyl groups, etc., which provides an effective way for the synthesis of complex organic compounds.
In addition, the pyridine ring of the compound has aromatic properties, which endows it with certain stability, and the electron cloud distribution on the ring is affected by the substituent group. Methyl gives electrons, while hydroxyl groups and bromine atoms absorb electrons, resulting in uneven distribution of electron cloud density on the ring, which affects the activity and positional selectivity of electrophilic substitution reactions. In electrophilic substitution reactions, the reaction check points are mostly in the area with high electron cloud density.
In summary, 3-bromo-6-hydroxy-2-methylpyridine is rich in chemical properties and has important application value in the field of organic synthesis, providing a key basis for the preparation of various organic compounds.
What is the price range of 3-Bromo-6-hydroxy-2-methylpyridine in the market?
The price of 3-bromo-6-hydroxy-2-methylpyridine in the market is difficult to determine. Its price often varies due to various reasons, such as the amount of supply, the difficulty of preparation, and the prosperity and weakness of market demand.
Looking at the past, the price of such chemicals varies according to market conditions. If the supply is abundant and the supply exceeds the demand, the price may decrease; if the production is difficult, the raw materials are scarce, the output is limited, and the market demand is still strong, the price will increase.
In the past market conditions, its price fluctuated quite a lot. When the supply of goods is abundant and the supply is plentiful, the price per gram may reach tens of dollars. However, when raw materials are scarce, it is difficult to make, and the market is in high demand, the price may be several times higher than usual, up to hundreds of dollars per gram, or even higher.
Furthermore, the price varies in different places. Prosperous commercial ports, convenient transportation, smooth circulation of goods, or because of competition, the price may be slightly lower; while remote places, transportation is difficult, and the cost may be slightly higher.
In conclusion, in order to determine the current market price of 3-bromo-6-hydroxy-2-methylpyridine, it is necessary to study the current market conditions in detail, consult the chemical material supplier, or study it in detail on the chemical trading platform, in order to obtain its more accurate price.