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What are the main uses of 8- (4-bromophenyl) quinoline?
8- (4-bromophenyl) quinoline is also an organic compound. It has a wide range of uses and has many important applications in the field of medicinal chemistry. Due to its unique structure and specific biological activity, it is often a key intermediate for the creation of new drugs. Chemists can develop therapeutic drugs for various diseases by modifying its structure, such as anti-cancer and anti-inflammatory drugs.
In the field of materials science, 8- (4-bromophenyl) quinoline also has extraordinary performance. Can participate in the preparation of optoelectronic materials because of its good optical and electrical properties. The materials prepared by it can be used in devices such as organic Light Emitting Diodes (OLEDs) to improve the luminous efficiency and stability of the devices, thereby optimizing the display technology and contributing to the development of the electronic display field.
In addition, in the field of chemical synthesis, this compound is often used as an important synthetic building block. With its special chemical structure, chemists can use a variety of chemical reactions to construct more complex organic molecular structures, expand the boundaries of organic synthesis, and provide possibilities for the synthesis of novel organic compounds, contributing to the continuous progress and innovation of organic chemistry.
What are the synthesis methods of 8- (4-bromophenyl) quinoline
To prepare 8- (4-bromophenyl) quinoline, there are many methods, which can be selected according to the required conditions, availability of raw materials and cost tradeoffs.
One is the classic Skraup synthesis method. Co-heating with p-bromoaniline, glycerol, concentrated sulfuric acid and weak oxidants (such as nitrobenzene). At the beginning of the reaction, glycerol is dehydrated under the action of concentrated sulfuric acid to acronaldehyde, p-bromoaniline is nucleophilically added to acronaldehyde, and then cyclized and oxidized to 8 - (4-bromophenyl) quinoline. In this process, concentrated sulfuric acid is not only a dehydrating agent, but also participates in the regulation of the reaction process. Nitrobenzene provides oxygen in a timely manner to help the system reach the desired oxidation state. The advantage is that the raw materials are common and easy to obtain, but the reaction conditions are harsh, high temperature and strong acidic environment are required, the equipment needs to be corrosion-resistant, and there are many side reactions. The product separation and purification is slightly more complex.
The second is the Friedländer synthesis method. Using p-bromoacetophenone and o-aminobenzaldehyde as raw materials, condensation under acid or base catalysis. When catalyzed by acid, an enamine intermediate is formed first, and then the target product is cyclized and dehydrated within the molecule; under alkali catalysis, the reaction mechanism is slightly different, mainly through the enolite intermediate to promote the reaction. The reaction conditions of this method are relatively mild, the selectivity is quite good, and the purity of the product is easy to control. However, the price of raw materials p-bromoacetophenone and o-aminobenzaldehyde may be
The third is the coupling reaction catalyzed by transition metals. Using 8-haloquinoline and 4-bromophenylboronic acid as raw materials, in the presence of transition metal catalysts and ligands such as palladium, Suzuki coupling reaction occurs under the action of suitable solvents and bases. Palladium catalysts have high activity and selectivity, and can accurately construct carbon-carbon bonds. The reaction conditions are mild, with good tolerance to functional groups, and various substituents can be introduced. However, palladium catalysts are expensive, and specific processes are required for the separation and recovery of catalysts after the reaction, which increases the cost and operation complexity.
What are the physical properties of 8- (4-bromophenyl) quinoline?
8- (4-bromophenyl) quinoline is one of the organic compounds. Its physical properties are quite characteristic, let me talk about them one by one.
First of all, the appearance of this substance is usually a solid state, and it often appears white to light yellow powder or crystalline, just like finely crushed agarine, with a fine texture.
On the melting point, 8- (4-bromophenyl) quinoline has a specific melting point, about 180-185 ℃. When the temperature gradually rises to this point, it slowly melts from a solid state to a liquid state. This process is like melting ice and snow, which is a key node for the transformation of the material state.
Then talk about solubility. In common organic solvents, its solubility varies. In halogenated hydrocarbon solvents such as chloroform and dichloromethane, it is easier to dissolve, just like fish entering water and can be evenly dispersed in it; in polar organic solvents such as ethanol and acetone, it also has a certain solubility, but it is slightly inferior to the former; in water, its solubility is extremely poor, almost insoluble, just like oil floating in water, and the two are difficult to blend.
In addition, the density of 8- (4-bromophenyl) quinoline is also one of its physical properties. Although the exact value needs to be determined by accurate experiments, in general, its density is higher than that of water, and it will sink to the bottom when put into water. < Br >
and its stability, under normal temperature and pressure and no special chemical reaction conditions, it is relatively stable, and can maintain its own chemical structure and properties unchanged. However, in case of high temperature, strong oxidizing agent or special catalyst, its chemical structure may change, triggering corresponding chemical reactions.
In summary, the physical properties of 8- (4-bromophenyl) quinoline, such as appearance, melting point, solubility, density and stability, are of great significance in chemical research and related application fields, laying the foundation for in-depth understanding of its chemical behavior and application.
What are the chemical properties of 8- (4-bromophenyl) quinoline
8- (4-bromophenyl) quinoline, which is an organic compound. It has the following chemical properties:
1. ** Aromatic **: The compound contains an aromatic ring of quinoline and bromophenyl, so it has aromaticity. The aromatic ring is stable and not easy to open the ring. It is common in electrophilic substitution reactions, such as bromination, nitrification, sulfonation, etc. Due to the interaction between the quinoline ring and the bromophenyl conjugate system, its aromaticity may be stronger than that of a single phenyl ring or quinoline.
2. ** Electrophilic substitution reaction activity **: The nitrogen atom of the quinoline ring has electron-absorbing induction effect and electron-giving conjugation effect, which affects the distribution of electron clouds on the ring. The electron cloud density of the nitrogen atom is relatively high, and the electrophilic reagents are easy to attack this position. The bromine atom of 4-bromophenyl is an ortho-and para-localization group. Although its electron-absorbing induction effect reduces the electron cloud density of the benzene ring, the conjugation effect makes the electron cloud density of the ortho-and para-localization relatively high. Overall, the electrophilic substitution reaction activity of the compound may exist at a specific position between the quinoline ring and the bromophenyl group.
3. ** Halogen atomic properties **: The molecule contains bromine atoms, and typical reactions of halogenated hydrocarbons can occur. For example, in the nucleophilic substitution reaction, under basic conditions, the bromine atom can be replaced by nucleophiles such as hydroxyl and amino groups. It can also participate in metal catalytic coupling reactions, such as Suzuki (Suzuki) coupling, Stille (Stille) coupling reaction, etc., to construct carbon-carbon bonds and synthesize organic molecules with more complex structures.
4. ** Acid and basic **: The quinoline ring nitrogen atom has a lone pair of electrons and has a certain alkalinity, which can react with acids to form salts. However, because the nitrogen atom and electron pair participate in the conjugation system, the basicity is weaker than that of aliphatic amines.
5. ** Redox properties **: The compound contains unsaturated bonds, and theoretically an oxidation reaction can occur. In case of strong oxidants, quinoline rings or bromophenyl groups may be oxidized. At the same time, unsaturated bonds can be reduced under suitable reducing agents and conditions, such as catalytic hydrogenation to partially or completely hydrogenate the quinoline ring.
What is the market price of 8- (4-bromophenyl) quinoline?
The price of 8- (4-bromophenyl) quinoline in the city is difficult to determine. The price of this substance often changes for many reasons, just like the fickleness of the situation.
First, the supply and demand of the city is the most important reason. If there are many people who want it, but the supply is small, the price will rise, just like the common sense that rare things are precious; if the supply exceeds the demand, the price will fall. This is the common way of the city.
Second, the cost of production is also its price. From the purchase of raw materials, to the need for various reagents, utensils, and even labor costs, all enter the cost. If the price of raw materials is high, or the production method is complicated and expensive, the price will also increase.
Third, the source of the source is related to its price. From famous factories, those with high quality and stable quality have high prices; if they come from ordinary workshops, although the price is low, the quality is also unpredictable.
Fourth, the flow of time also makes the price change. Prices vary from season to season or year to year. If times pass, everything changes, and the price follows.
As for the exact price, the market fluctuates continuously, and it is difficult to have a fixed number. Or you can consult pharmaceutical merchants, chemical companies, or visit the platform of chemical trading to get the current price. However, its price is always moving, so the gains are only for a while and cannot be relied on for a long time.