Chemical Formula | C9H6BrN |
Molecular Weight | 208.05 |
Appearance | Yellow to brown solid |
Melting Point | 47 - 51 °C |
Boiling Point | 273 - 274 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, ether |
Density | 1.567 g/cm³ |
Flash Point | 119 °C |
Pka | ~4.56 (for the conjugate acid) |
Cas Number | 5332-26-3 |
What are the chemical properties of 7-Bromoquinoline?
7-Bromoquinoline is an organic compound. It has unique chemical properties. From the structural point of view, the quinoline ring is the main body, and the bromine atom is connected to the 7 position. This structure endows it with a series of chemical activities.
In terms of reactivity, the bromine atom is quite active. Due to its electronegativity difference, it is easy to initiate nucleophilic substitution reactions. If it encounters nucleophilic reagents, such as alkoxides and amines, the bromine atom can be replaced by nucleophilic groups to form new derivatives. This reaction has a wide range of uses in organic synthesis, and can be used to construct multiple compound structures, laying the foundation for the creation of new drugs and new materials.
Furthermore, 7-bromoquinoline also shows its performance in redox reactions. The quinoline ring can participate in the electron transfer process, and the bromine atom may also be oxidized or reduced under specific conditions, resulting in changes in the overall structure and properties of the molecule. In photochemical reactions, due to the presence of bromine atoms, it can absorb light of specific wavelengths, causing energy transfer or bond fracture and recombination within the molecule, exhibiting unique photochemical behaviors.
In addition, 7-bromoquinoline is relatively stable in acid-base environments. However, under the action of strong acids or bases and specific catalysts, protonation on the ring or other acid-base related reactions can occur, affecting its chemical activity and reaction path. In conclusion, 7-bromoquinoline has important research and application value in many fields of organic chemistry, such as synthetic chemistry, medicinal chemistry, material chemistry, etc. It is a key building block for organic synthesis and promotes the continuous progress of chemical science.
What are the common synthesis methods of 7-Bromoquinoline?
7-Bromoquinoline is also an organic compound. The common synthesis methods are as follows.
First, quinoline is used as the starting material and can be obtained by bromination reaction. The structure of quinoline is formed by fusing the aromatic pyridine ring with the benzene ring. When liquid bromine or N-bromosuccinimide (NBS) is used as the bromine source, under appropriate reaction conditions, bromine atoms can be substituted for hydrogen atoms on the quinoline ring to obtain 7-bromoquinoline. If liquid bromine is used, iron powder or iron tribromide are often used as catalysts, and the reaction is carried out under heating or light conditions. This is because the catalyst can polarize the bromine molecule, enhance its electrophilicity, and more easily undergo electrophilic substitution reaction with the quinoline ring. And attention should be paid to controlling the reaction temperature and the amount of bromine to prevent the formation of polybrominated products.
Second, it is prepared by the coupling reaction of halogenated aromatics and nitrogen-containing heterocyclic compounds. For example, 7-iodoquinoline is used as a raw material for halogen exchange reaction with brominating reagents. Select a suitable metal catalyst, such as palladium catalyst, in the presence of a base, the exchange of iodine atoms and bromine atoms can be realized to generate 7-bromoquinoline. This reaction condition is relatively mild and the selectivity is good. Palladium catalysts can activate the carbon-halogen bond of halogenated aromatics, making it easier to react with brominating reagents. The role of bases is to neutralize the acid generated by the reaction and promote the forward reaction.
Third, it is obtained by the conversion of the corresponding quinoline derivatives through functional groups. For example, quinoline intermediates containing suitable functional groups are prepared first, and then the functional groups are converted into bromine atoms through specific reactions. This method requires designing a reasonable reaction route, selecting suitable reaction conditions and reagents according to the structure and properties of the intermediates, so as to achieve the purpose of efficient synthesis of 7-bromoquinoline. Each method has its own advantages and disadvantages. In practical application, it should be selected according to the availability of raw materials, the difficulty of reaction, cost and other factors.
7-Bromoquinoline is used in what fields?
7-Bromoquinoline is useful in many fields. In the field of medicinal chemistry, it is often a key intermediate for the synthesis of drugs. The structure of guinequinoline is particularly important for the physiological activity of organisms, and the introduction of bromine atoms can fine-tune the electron cloud distribution and spatial configuration of molecules, which in turn affect their interaction with biological targets. In this way, scientists often use 7-bromoquinoline as a starting material and undergo a series of chemical transformations to prepare new compounds with antibacterial, antiviral, antitumor and other pharmacological activities.
In the field of materials science, 7-bromoquinoline is also useful. It can be used to prepare functional organic materials, such as organic Light Emitting Diode (OLED) materials. Due to its special electronic structure, it may be able to achieve efficient energy conversion and luminescence process under the action of electric field. Or it can participate in the synthesis of polymer materials with special electrical and optical properties, providing assistance for the development of electronic devices and optical sensors.
Furthermore, in the field of organic synthetic chemistry, 7-bromoquinoline is an important synthetic block. The activity of bromine atoms allows it to combine with various organometallic reagents or unsaturated compounds through a variety of classical organic reactions, such as Suzuki coupling reaction and Heck reaction, to build complex and diverse organic molecules, providing rich possibilities for organic synthesis chemists to create novel compound structures and promoting the continuous development of organic synthesis chemistry.
What are the physical properties of 7-Bromoquinoline?
7 - Bromoquinoline is also an organic compound. It has many physical properties and is related to the field of chemical research and industrial application.
First of all, its appearance, at room temperature, 7 - Bromoquinoline is often a light yellow to brown crystalline solid. Looking at it, the color is warm and moist, and it looks like a crystal. Under sunlight, it may have a unique luster. This is due to the orderly arrangement of molecular structures and the reflection of light.
Second, its melting point is about 61 - 63 ° C. When the temperature rises, the lattice vibration intensifies, the intermolecular force gradually weakens, and the lattice structure disintegrates, changing from a solid state to a liquid state, like ice and snow melting, and the shape changes.
Furthermore, the boiling point is about 273-274 ° C. When the temperature rises to the boiling point, the molecular energy is enough to break free from the liquid phase and dissipate into a gaseous state. This is the transition of matter from liquid to gaseous state, which is related to the balance of energy and force between molecules.
7 - Bromoquinoline is slightly soluble in water, because water is a polar molecule, while 7 - Bromoquinoline has a weaker polarity. According to the principle of "similar compatibility", the two have low affinity. However, it is soluble in many organic solvents, such as ethanol, ether, chloroform, etc. The molecular structure of organic solvents is similar to that of 7 - Bromoquinoline, and they can interact with each other through Van der Waals forces, so they are compatible.
In addition, 7-Bromoquinoline has a certain vapor pressure. At a specific temperature, when the rate of molecular volatilization from the liquid surface to the gas phase and the rate of return from the gas phase to the liquid phase reach equilibrium, the pressure of the substance in the gas phase is the vapor pressure. The vapor pressure is related to its volatility and has an important impact on its diffusion and migration in the environment.
The physical properties of 7-Bromoquinoline are the manifestation of its essential characteristics. It is an important basis in many fields such as chemical synthesis, drug research and development, and materials science. It helps researchers to understand its behavior and make good use of it, so as to make progress in science and technology and industry.
What is the market price of 7-Bromoquinoline?
7 - Bromoquinoline is an organic compound, and its market price often fluctuates for a variety of reasons.
First, the preparation cost has a great impact on its price. 7 - The preparation of Bromoquinoline often requires specific raw materials and multiple chemical reactions. The price of raw materials, reaction conditions and yield are all closely related to the preparation cost. If raw materials are scarce or difficult to obtain, the price is high, or the reaction steps are complicated, special reagents and conditions are required, and the yield is not high, the preparation cost will increase significantly, thereby pushing up the market price.
Second, the market supply and demand situation is also a key factor. If there is a surge in demand for 7-Bromoquinoline in an industry, such as in the field of pharmaceutical synthesis, it is found to have an important use in the research and development of a new drug, and the demand exceeds the supply, the price will rise. On the contrary, if the market demand is low, and there are many manufacturers, the supply far exceeds the demand, the price may decline.
Third, the advanced level of the production process also affects the price. If companies develop more efficient, green and low-cost production processes, production costs can be reduced, and products may be sold at better prices in the market competition, causing the overall market price to change.
Fourth, external factors such as the macroeconomic environment, policies and regulations should not be underestimated. When the economic situation is not good, the overall market demand shrinks, affecting the price of 7-Bromoquinoline; when environmental protection policies become stricter, companies may increase costs to meet environmental protection requirements, which may also be passed on to product prices.
Therefore, the market price of 7-Bromoquinoline is difficult to generalize, and the above factors need to be taken into account comprehensively. In specific market scenarios, its price may vary from time to time and fluctuate frequently. If purchasers want to know the exact price, they should consult relevant suppliers in detail, or refer to real-time quotations from chemical product trading platforms.