What are the physical properties of Bromoquinoline?

3-Bromoquinoline is also an organic compound. It has unique physical properties and is worth exploring.

First of all, under room temperature, 3-bromoquinoline is mostly a light yellow to brown liquid, and it has a certain fluidity. And it is relatively stable in the air, but it also needs to be properly stored to avoid contact with strong oxidants and other substances to prevent accidents.

When it comes to the melting point, the melting point is about -29 ° C, and the boiling point is between 284-286 ° C. This melting boiling point characteristic makes it variable under specific temperature conditions. When the temperature is lower than -29 ° C, it condenses into a solid state; and when it is higher than the boiling point, it converts into a gaseous state.

Furthermore, the solubility of 3-bromoquinoline also has characteristics. It is slightly soluble in water because water is a polar solvent, while the polarity of 3-bromoquinoline molecules is relatively weak. According to the principle of "similar miscibility", the two are insoluble. However, it is soluble in many organic solvents, such as ethanol, ether, chloroform, etc. In ethanol, it can be uniformly dispersed to form a uniform solution, which facilitates its application in organic synthesis and other fields.

Its density is higher than that of water, about 1.57g/cm ³. If mixed with water, 3-bromoquinoline will sink to the bottom of the water, which is of great significance for separation and other operations. And it has a certain smell, although not pungent and unpleasant, it needs to be operated in a well-ventilated place to prevent odor accumulation and affect the human body.

The physical properties of 3-bromoquinoline lay the foundation for its application in chemical, pharmaceutical and other fields. Only by understanding its physical properties can we make good use of it and make it more effective.

What are the chemical properties of 3-Bromoquinoline?

3 - Bromoquinoline is an organic compound with unique and interesting chemical properties.

This compound is aromatic because it contains a quinoline ring, which is fused from a benzene ring and a pyridine ring. It follows the Hocker rule and has a stable π-electron conjugation system, which makes its chemical properties very different from those of ordinary aliphatic compounds.

The presence of bromine atoms in 3 - Bromoquinoline gives it the characteristics of halogenated hydrocarbons. Bromine atoms are highly active and can participate in many chemical reactions. For example, nucleophilic substitution reactions, under suitable conditions, bromine atoms can be replaced by various nucleophiles. If there are nucleophilic hydroxyl negative ions, a reaction can occur, the bromine atom leaves, and the hydroxyl group replaces it to form 3-hydroxyquinoline. This reaction mechanism is that the nucleophilic reagent attacks the carbon atom attached to the partially positively charged bromine atom, and then the bromine ion leaves.

In addition, 3-Bromoquinoline can participate in the coupling reaction catalyzed by metals. For example, under palladium catalysis, it can be coupled with carbon-containing nucleophiles to form new carbon-carbon bonds. This reaction has a wide range of uses in organic synthesis and can construct complex organic molecular structures.

At the same time, the nitrogen atom on the quinoline ring has a lone pair of electrons, making it alkaline to a certain extent. Although the alkalinity is weaker than that of aliphatic amines, protons can still be accepted under acidic conditions to form quaternary ammonium salts.

In short, 3-Bromoquinoline is rich in chemical properties and has broad application prospects in the field of organic synthesis. It can realize the synthesis and transformation of many organic compounds through its characteristics.

What are the common synthesis methods for 3-Bromoquinoline?

3-Bromoquinoline is also a common intermediate in organic synthesis. The synthesis methods are many different, and this is what Jun Chen said.

First, quinoline is used as a raw material and can be obtained by bromination. Usually liquid bromine or N-bromosuccinimide (NBS) is used as the bromine source under appropriate catalyst and reaction conditions. If liquid bromine is used, it is often used in glacial acetic acid and other solvents. Iron powder or iron tribromide is used as the catalyst, and quinoline reacts slowly with liquid bromine. In this reaction, bromine atoms can selectively replace hydrogen atoms at specific positions on the quinoline ring to obtain 3-bromoquinoline. The reaction mechanism is electrophilic substitution, and the electron cloud density distribution on the quinoline ring is different, resulting in the more active hydrogen atom at the third position and easy to be replaced by bromine.

Second, starting from aniline derivatives and 2-halobenzaldehyde, it is prepared by condensation, cyclization and other steps. First, the aniline derivative and 2-halobenzaldehyde are condensed under alkali catalysis to form Schiff base intermediates, and then the intramolecular cyclization occurs under appropriate conditions to form a quinoline ring. After that, the obtained quinoline product is brominated, and bromine atoms are introduced at suitable positions, and 3-bromoquinoline can also be obtained. This route is a bit complicated, but the structure and purity of the product can be better controlled by the selection and modification of the starting materials.

Third, the coupling reaction is catalyzed by transition metals. For example, haloquinoline is used as a substrate and brominated with brominating reagents under the action of transition metal catalysts and ligands such as palladium and copper. Such reaction conditions are relatively mild, the selectivity is high, and the requirements for reaction equipment and operation are relatively fine. Transition metal catalysts can activate substrate molecules and promote the directional introduction of bromine atoms, which are increasingly used in modern organic synthesis.

All synthesis methods have their own advantages and disadvantages. Directly brominated with quinoline, the operation is relatively simple, but the selectivity may need to be optimized; starting from aniline derivatives, although there are many steps, the structure can be precisely controlled; transition metal catalytic coupling, the conditions are mild and the selectivity is good, but the cost may be higher. During synthesis, the appropriate method should be selected according to the actual demand, raw material availability and cost.

3-Bromoquinoline is used in what fields?

3 - Bromoquinoline is an organic compound with a wide range of uses. In the field of medicine, it is often used as a key intermediate in the synthesis of many drugs. Due to its nitrogen heterocycle and bromine atom, it is endowed with unique chemical activity, and can be chemically modified to prepare compounds with specific biological activities, such as some antibacterial, anti-inflammatory and anti-tumor drugs.

In the field of materials science, 3 - Bromoquinoline can be used to synthesize functional materials. Its structural properties make the prepared materials exhibit unique electrical and optical properties. For example, it is used in organic Light Emitting Diode (OLED), organic field effect transistor (OFET) and other devices to improve material properties and device efficiency.

In the field of chemical synthesis, it is an important class of reaction substrates. With the activity of bromine atoms, nucleophilic substitution, coupling and other reactions can occur, helping to build complex organic molecular structures, providing an effective way for organic synthetic chemistry to synthesize new compounds or natural products.

In addition, in the field of pesticides, 3-Bromoquinoline also has potential applications. Through reasonable modification, highly efficient, low-toxic and environmentally friendly pesticides can be developed, which can inhibit or kill pests and ensure crop growth and yield. In short, 3-Bromoquinoline has important value in many fields and provides strong support for scientific research and industrial production.

What is the market outlook for Bromoquinoline?

3 - Bromoquinoline is an organic chemical, and its market prospect is complex and influenced by many factors.

From the perspective of the pharmaceutical field, the prospect is quite bright. This compound contains a nitrogen heterocyclic structure, which is of great significance for drug development. Many studies have shown that it has potential biological activity, or can be antibacterial, anti-inflammatory, and anti-tumor. Taking the development of anti-tumor drugs as an example, researchers have modified its structure in the hope of finding high-efficiency and low-toxicity anti-cancer new drugs. With the increasing incidence of cancer, the demand for new anti-cancer drugs is on the rise, and the demand for 3 - Bromoquinoline, as a key intermediate, may rise steadily.

In the field of materials science, there are also opportunities for development. Due to its special structure, it may be used to prepare optoelectronic materials. For example, in the field of organic Light Emitting Diode (OLED), materials with specific photoelectric properties are required. 3-Bromoquinoline, after rational design and synthesis, may become an important component of OLED materials. With the wide application of OLED technology in the display field, its market demand may grow.

However, its market prospects are also challenging. The synthesis of 3-Bromoquinoline process may involve complex reactions and expensive reagents, resulting in high production costs. To expand market application, the synthesis process must be optimized to reduce costs. And the market competition is intense, with similar structural compounds or similar properties, causing it to face substitution threats.

International trends and policies and regulations also affect its market. Trade frictions may hinder the import of raw materials and the export of products, tighten environmental protection policies, or raise environmental protection requirements for their production processes, increasing production costs and operating pressure for enterprises.

3 - Bromoquinoline Market Prospects Opportunities and challenges coexist. If we can break through the bottleneck of synthesis technology, reduce costs, and take advantage of the development of medicine and materials, we can effectively respond to competition and changes in policies and regulations, or open up a broad market space.