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What is ethyl 3-bromopyridine-4-carboxylate used for?
Ethyl 3-bromopyridine-4-carboxylic acid esters are widely used in the field of organic synthesis.
First, they can be used as key intermediates to prepare biologically active compounds. For example, in pharmaceutical chemistry research, they are often used as starting materials to introduce different functional groups into the pyridine ring through a series of reactions, such as nucleophilic substitution and coupling reactions, etc., to construct molecules with specific pharmacological activities. Due to the existence of the pyridine ring and ester group and bromine atoms, it is endowed with a variety of reaction possibilities. It can react with a variety of nucleophiles. After ingeniously designing the reaction route, compounds with complex structures and potential medicinal value can be synthesized. For example, in the synthesis of some antibacterial and anti-inflammatory drugs, this compound may be an important starting material.
Second, it also has its uses in materials science. By appropriate chemical reactions, it can be introduced into the structure of polymer materials. The rigid structure of the pyridine ring and the reactivity of the bromine atom can improve the properties of the material, such as enhancing the thermal stability and mechanical properties of the material. For example, in the preparation of high-performance polymer materials, ethyl 3-bromopyridine-4-carboxylate is used as one of the monomers. Through polymerization, the obtained polymer can have unique properties and may have application prospects in electronic devices, aerospace and other fields.
Furthermore, in the exploration of organic synthesis methodologies, ethyl 3-bromopyridine-4-carboxylate is also a commonly used substrate. Chemists often use it as a research object to develop novel organic reactions, explore reaction mechanisms, and optimize reaction conditions. By studying its reaction with different reagents under different conditions, the methods and strategies of organic synthesis can be expanded, and the development of organic chemistry can be promoted. Such as palladium-catalyzed Suzuki coupling reaction with organoboronic acid, using it as a substrate to study the effects of different ligands, bases, solvents and other factors on the reactivity and selectivity, providing a more efficient and accurate method for organic synthesis.
What are the synthetic methods of ethyl 3-bromopyridine-4-carboxylate
There are many different methods for synthesizing ethyl 3-bromopyridine-4-carboxylate. One common one is to use ethyl 3-aminopyridine-4-carboxylate as the starting material. It is diazotized with sodium nitrite and hydrobromic acid at low temperatures. During the diazotization reaction, the temperature must be carefully controlled to prevent side reactions from occurring. Sodium nitrite reacts with hydrobromic acid to form nitrous acid, and nitrous acid reacts with the amino group in 3-aminopyridine-4-carboxylate to form diazonium salts. Subsequently, an appropriate amount of reducing agent, such as hypophosphite or sodium sulfite, is added to replace the diazo group with a bromine atom to obtain ethyl 3-bromopyridine-4-carboxylate.
In addition, ethyl 4-pyridinate can also be used as the starting material. It is first brominated, and bromine or N-bromosuccinimide (NBS) can usually be used as the bromination reagent. If bromine is used, the reaction needs to be carried out in an appropriate solvent, such as dichloromethane or carbon tetrachloride, and an appropriate amount of catalyst, such as iron powder or iron tribromide, is added. The catalyst can promote the polarization of bromine molecule and enhance its electrophilicity, so that the bromine atom can easily replace the hydrogen atom at the 3 position on the pyridine ring to generate ethyl 3-bromopyridine-4-carboxylate.
There are also those who use 3-methylpyridine-4-carboxylate as the starting material. First, 3-methyl is oxidized to the corresponding carboxylic acid derivative, for example, it can be oxidized with an oxidizing agent such as potassium permanganate. Subsequently, the carboxyl group is esterified to obtain 3-carboxypyridine-4-carboxylate. Finally, as the above bromination step, use a suitable brominating reagent for bromination to obtain the target product ethyl 3-bromopyridine-4-carboxylate. All synthesis methods have their own advantages and disadvantages. The experimenter should choose the suitable one according to the actual situation, such as the availability of raw materials, cost, difficulty of reaction conditions, etc.
What are the physical properties of ethyl 3-bromopyridine-4-carboxylate?
Ethyl 3-bromopyridine-4-carboxylate is an organic compound with unique physical properties. It is a solid state, mostly white or off-white crystalline powder. Due to intermolecular forces, it forms an ordered lattice structure at room temperature and pressure. The melting point is about [specific value, varies depending on the data]. At this temperature, the lattice can be overcome, and the substance changes from solid to liquid.
The density of this compound is [specific value], which is larger than that of water, so it will sink in water. Insoluble in water, due to its weak molecular polarity, it cannot form effective hydrogen bonds or other strong interactions with water molecules. However, it is soluble in a variety of organic solvents, such as ethanol, ether, dichloromethane, etc. Due to the principle of similar phase dissolution, the intermolecular force between it and the organic solvent is sufficient to overcome the intermolecular and intermolecular forces of the solute and the solvent to achieve dissolution.
Ethyl 3 - bromopyridine - 4 - carboxylate has a certain degree of volatility. Although the volatility is not strong, under certain conditions, some molecules have enough energy to escape from the surface and enter the gas phase. Its smell is weak and may have a faint special organic smell, but your mileage may vary.
When storing, it needs to be placed in a cool and dry place, due to changes in humidity and temperature or affecting its stability. Sensitive to light, light may cause photochemical reactions to cause structural changes, so it should be stored away from light, often in brown bottles or shaded packaging.
What are the chemical properties of ethyl 3-bromopyridine-4-carboxylate
Vethyl 3-bromopyridine-4-carboxylate is an organic compound. It has the structural characteristics of halogenated pyridine and ester, which give it unique chemical properties.
As far as its halogenated part is concerned, the bromine atom is quite active. The capped bromine atom has strong electronegativity, resulting in a significant polarity of the C-Br bond, which is easy to break. Therefore, in the nucleophilic substitution reaction, the bromine atom can be attacked by nucleophiles, and then a variety of new compounds can be derived. For example, when reacted with sodium alcohol, bromine is replaced by alkoxy groups to form corresponding ethers; when reacted with ammonia or amine, nitrogen-containing derivatives are obtained.
The structure of its ester is unique in the hydrolysis reaction. Under acidic or basic conditions, hydrolysis can occur. In acidic hydrolysis, 3-bromopyridine-4-carboxylic acid and ethanol are formed; in basic hydrolysis, 3-bromopyridine-4-carboxylate and ethanol are obtained, and the corresponding carboxylic acid can be obtained by subsequent acidification of carboxylate.
In addition, due to the aromatic nature of the pyridine ring, the electron cloud distribution is special, which affects the molecular reactivity and selectivity. In the electrophilic substitution reaction, the electron cloud density on the pyridine ring is lower, and the electrophilic substitution is less likely than that of the benzene ring, and the substituent localization effect is also different from that of the benzene ring. Ethyl 3 - bromopyridine - 4 - carboxylate is rich in chemical properties and offers various possibilities for the preparation of various nitrogen-containing heterocyclic compounds in the field of organic synthesis.
What is the price of ethyl 3-bromopyridine-4-carboxylate in the market?
Ask about the price of ethyl 3-bromopyridine-4-carboxylic acid ester in the market today. This substance is widely used in the field of chemical raw materials, and is often involved in the synthesis of pharmaceuticals and organic synthesis. However, its market price often varies according to time, place and supply and demand conditions.
In the past, in the market of chemical materials, prices were constantly fluctuating. If the supply of goods is sufficient and the demand is not hot, the price may stabilize and drop slightly; if the raw materials are scarce and there are many seekers, the price will rise.
To know the price, you can consult the supplier of chemical raw materials. Now the chemical trade is prosperous, and the online and offline channels are smooth. There are many online chemical trading platforms, which can be logged in and searched. The quotations above are clearly listed, which can give an overview of the market. Offline, you can visit the local chemical market and negotiate face-to-face with various merchants to get first-hand price information.
Or you can refer to the past transaction records. Although the price in the past is not accurate today, you can observe the trend of its price and help estimate the current price. However, it must be clear that the market is ever-changing, and the factors that affect the price are complex. The cost of raw materials, production processes, policies and regulations can all change.
Therefore, in order to know the exact price of ethyl 3-bromopyridine-4-carboxylate, it is advisable to inquire through multiple channels and consider comprehensively to obtain a price close to the truth.