Chemical Formula | C9H6BrN |
Molecular Weight | 208.05 |
Appearance | Off - white to light yellow solid |
Melting Point | 132 - 135 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Density | Approx. 1.64 g/cm³ (estimated from similar compounds) |
Pka | No well - defined pKa for this neutral aromatic compound |
Stability | Stable under normal conditions, but can react with strong oxidizing and reducing agents |
What are the physical properties of 4-Bromoisoquinoline?
4-Bromoisoquinoline is one of the organic compounds. Its physical properties are quite important, and it is related to many chemical processes and practical applications.
Looking at its properties, under normal temperature and pressure, 4-bromoisoquinoline is often in a solid state. The color of this substance is mostly white to light yellow, and the appearance is powder or crystalline, delicate and has a specific crystal shape.
When it comes to the melting point, 4-bromoisoquinoline is about 112-116 ℃. The characteristics of the melting point can help to identify this compound and play a significant role in the separation and purification process. When the temperature rises to the melting point, the substance gradually melts from the solid state to the liquid state. This phase transition process follows the laws of physics and provides key parameters for chemical operations.
In terms of solubility, 4-bromoisoquinoline is slightly soluble in water. Water is a common solvent, and its solubility in water is poor, indicating that the force between the compound and water molecules is weak. However, it has relatively good solubility in organic solvents, such as dichloromethane, chloroform, ethanol, etc. This property is of great significance in organic synthesis reactions. Because organic solvents are often the reaction medium, good solubility can promote the reaction to proceed more smoothly, and the reactants are fully contacted, which improves the reaction efficiency.
Furthermore, the density of 4-bromoisoquinoline is also an important physical property. Although the exact value needs to be accurately determined according to the experiment, the approximate density range is helpful for judging its distribution in different solvents or mixtures, and has guiding significance for chemical production, material proportion preparation in laboratory operations, and phase separation.
In addition, the compound has unique absorption characteristics under specific wavelengths of light, which can be used as the basis for identification and quantitative analysis in spectral analysis. Through spectral technology, information such as its content and purity in the mixture can be accurately determined. This physical property is like the "fingerprint" of the compound, which helps chemists to deeply understand the characteristics of 4-bromoisoquinoline and lays the foundation for research and application in related fields.
What are the chemical properties of 4-Bromoisoquinoline?
4-Bromoisoquinoline is also an organic compound. It has the dual characteristics of halogenated aromatics and isoquinoline.
From the perspective of halogenated aromatics, the bromine atom in 4-bromoisoquinoline has good activity. This bromine atom involves a nucleophilic substitution reaction. If it encounters nucleophilic reagents, such as alkoxides and amines, the bromine atom can be replaced by a nucleophilic group. Taking alkoxides as an example, under the catalysis of appropriate bases, the oxygen nucleophilic of alkoxides attacks the carbon connected to the bromine atom, and the bromine ions leave to form ether derivatives. This reaction can expand its molecular structure and increase its functional groups, which are widely used in organic synthesis.
As far as the characteristics of isoquinoline are concerned, 4-bromoisoquinoline contains nitrogen aromatic ring, which is aromatic. The nitrogen atom on the isoquinoline ring has a lone pair of electrons, making it alkaline to a certain extent and can form salts with acids. And the electron cloud distribution on the ring is uneven, and it has reactivity at specific positions during the electrophilic substitution reaction. Generally speaking, the electron cloud density of the α-position (adjacent to the nitrogen atom) and the γ-position (interposition relative to the nitrogen atom) of the isoquinoline ring is high, and the electrophilic reagent is easy to attack these two places. However, the 4-position bromine atom has an electron-absorbing induction effect, or the electron cloud distribution on the ring is fine-tuned, which affects the regi
In addition, 4-bromoisoquinoline or metal-catalyzed coupling reactions, such as with organoboronic acid catalyzed by palladium, can occur Suzuki coupling reaction to form carbon-carbon bonds, which is an important means for the synthesis of complex organic molecules. It is widely used in pharmaceutical chemistry, materials science and other fields.
In summary, 4-bromoisoquinoline is of great value in many fields such as organic synthesis due to its unique structure and rich chemical properties. It can be derived from a variety of compounds with different functions through various reaction paths.
What is the synthesis method of 4-Bromoisoquinoline?
The synthesis of 4-bromoisoquinoline often involves a variety of paths. First, it can be obtained from the bromination reaction of isoquinoline. Isoquinoline is aromatic and has a specific electron cloud density distribution on its ring. In the presence of brominated reagents, such as liquid bromine and appropriate catalysts, such as iron powder or iron tribromide, liquid bromine and isoquinoline undergo electrophilic substitution. Bromine atoms are affected by the isoquinoline ring electron cloud and selectively replaced at the 4-position to form 4-bromoisoquinoline. This reaction requires attention to the reaction conditions, such as temperature, reagent ratio, etc., to ensure smooth reaction and product purity.
Second, it can also be prepared from suitable precursor compounds by multi-step reaction. For example, a benzene ring derivative containing a suitable substituent and a nitrogen-containing heterocyclic building unit are used to generate an isoquinoline skeleton through a series of reactions such as condensation and cyclization, and then bromine atoms are introduced in suitable steps. If there are guide groups on the benzene ring of the precursor compound, bromine atoms can be selectively introduced into the 4-position. Although this method has many steps, the control of the reaction conditions and intermediates can effectively improve the yield and purity of the product.
In addition, the coupling reaction catalyzed by transition metals can also be used. 4-Bromo isoquinoline is formed by coupling reaction between halogenated aromatics and nitrogen-containing heterocyclic halides in the presence of transition metal catalysts such as palladium catalysts and ligands. This method has mild conditions, high selectivity, and good tolerance to functional groups, and can effectively synthesize the target product. However, factors such as catalyst selection, ligand design and reaction solvent need to be paid attention to to to optimize the reaction conditions.
4-Bromoisoquinoline is used in what fields
4-Bromoisoquinoline is useful in many fields such as medicine, materials science, and organic synthesis.
In the field of medicine, it is often a key intermediate for the creation of new drugs. Because of its unique chemical structure, it can interact with specific targets in organisms. Taking the development of anti-cancer drugs as an example, chemists use 4-bromoisoquinoline as a starting material and chemically modify it to synthesize compounds with potential anti-cancer activity. Its structure can be modified to conform to the activity check point of specific proteins or enzymes in cancer cells, thereby inhibiting the proliferation of cancer cells and inducing their apoptosis, opening up a new way for the creation of anti-cancer drugs.
In the field of materials science, 4-bromoisoquinoline is also of great concern. Because it can participate in the construction of functional organic materials. Materials with special optoelectronic properties can be prepared by polymerization or cross-linking with other organic molecules. For example, in the development of organic Light Emitting Diode (OLED) materials, 4-bromoisoquinoline structural units are introduced to adjust the electronic transport and luminescence properties of the materials, improve the luminous efficiency and stability of OLED devices, and make the display screen clearer and more energy-efficient.
In the field of organic synthesis, 4-bromoisoquinoline can be called a multifunctional building block. The presence of bromine atoms makes it prone to nucleophilic substitution, coupling and other reactions. Organic chemists can use this to introduce various functional groups to build complex and diverse organic molecules. Through the Suzuki coupling reaction, it can react with boron-containing reagents to form carbon-carbon bonds, expand the molecular skeleton, and provide effective strategies for the synthesis of complex organic compounds such as natural products, drugs, and functional materials.
What is the market outlook for Bromoisoquinoline?
4-Bromoisoquinoline is an organic compound, which has a wide range of uses in medicine, materials and other fields. Looking at its market prospects, it also has many promising points.
From the field of medicine, this compound is an important intermediate and can be used to synthesize a variety of drugs. Because of its unique chemical structure, it endows the drug with specific physiological activities. In the process of anti-cancer drug research and development, 4-Bromoisoquinoline has been modified and modified, and may generate new compounds with targeted inhibitory effects on cancer cells. And with in-depth research on the pathogenesis of diseases, the demand for it in the pharmaceutical industry is expected to increase.
In the field of materials, this compound may emerge in the preparation of organic optoelectronic materials. Because of its structural properties, it may affect the optical and electrical properties of materials. With the rapid development of organic electronics, in fields such as organic Light Emitting Diodes and organic solar cells, the demand for organic materials with special properties is increasing, and 4-Bromoisoquinoline may be able to take advantage of this to usher in a broader application space.
However, its market is also facing challenges. First, the synthesis of 4-Bromoisoquinoline process may have complex steps and high costs, which may limit its large-scale production and application. Furthermore, similar alternatives may be available in the market. If other compounds are presented with better cost performance, the market share of 4-Bromoisoquinoline may be affected.
Overall, the market outlook for 4-Bromoisoquinoline is challenging. However, in view of the development potential in the field of medicine and materials, if the synthesis problem can be overcome and the cost performance can be improved, it is still expected to gain a place in the future market and usher in a good development opportunity.