4 Phenylquinoline
Quinoline Thiophene Imidazole Thiazole
4-phenylquinoline
Chemical Formula C15H11N
Molar Mass 203.26 g/mol
Appearance Solid
Color White to off - white
Odor Odorless (usually)
Melting Point 93 - 96 °C
Boiling Point 365 - 366 °C
Solubility In Water Insoluble
Solubility In Organic Solvents Soluble in common organic solvents like ethanol, chloroform
Uv Vis Absorption Absorbs in the ultraviolet region
FAQ

What are the main uses of 4-phenylquinoline?

4-Phenylquinoline is one of the organic compounds. It has a wide range of uses and shows its important value in many fields.

In the field of materials science, 4-phenylquinoline is often a key component in the construction of advanced materials. Due to its structural properties, it can endow materials with unique optical and electrical properties. For example, in the manufacture of organic Light Emitting Diodes (OLEDs), this compound can be used as a component of the light-emitting layer. With its high-efficiency luminescence properties, it helps OLEDs achieve high-brightness and high-color purity display effects, making the display picture clearer and more vivid. It is widely used in modern display technologies, such as mobile phones, TV screens, etc.

In the field of medicinal chemistry, 4-phenylquinoline also plays an important role. Many studies have used it as the parent nucleus structure for derivatization and modification, aiming to develop new drugs. Due to its unique chemical structure, it shows certain affinity and activity to specific biological targets, and is expected to develop innovative therapeutic drugs for certain diseases, such as cancer, inflammation, etc., bringing new hope for human health and well-being.

Furthermore, in the field of chemical synthesis, 4-phenylquinoline is often used as a key intermediate. With its active check point in its structure, different functional groups can be introduced through various chemical reactions, such as nucleophilic substitution, electrophilic substitution, etc., to synthesize more complex and functional organic compounds, which will help the development of organic synthetic chemistry and expand the ability of chemists to create new molecular structures.

To sum up, 4-phenylquinoline plays a crucial role in many fields such as materials, drugs, and chemical synthesis, providing important support for progress and innovation in various fields.

What are the synthesis methods of 4-phenylquinoline?

4-Phenylquinoline, as well as organic compounds, is synthesized by various methods. In the past, aniline and cinnamic acid were used as the starting point, and they were prepared by condensation and cyclization.

First take an appropriate amount of aniline and cinnamic acid, place it in a reactor, and then add an appropriate catalyst, such as concentrated sulfuric acid or polyphosphoric acid. Heat up to a suitable temperature to make the two condensate. In this process, the carboxyl group of cinnamic acid interacts with the amino group of aniline to remove a molecule of water to form an intermediate product.

Then, the intermediate product is further cyclized. Or by heating, or with the help of other reagents, the intramolecular rearrangement and cyclization are made to obtain 4-phenylquinoline.

There are also methods of using o-amino benzaldehyde and acetophenone as raw materials. First, the condensation reaction of o-amino benzaldehyde and acetophenone occurs under basic conditions, such as sodium hydroxide or potassium carbonate solution. The two combine to form an unsaturated imine intermediate. After catalytic hydrogenation or other reduction methods, the unsaturated bond is saturated, and the imine structure is converted into a quinoline ring to obtain 4-phenylquinoline.

In addition, there are methods of catalyzing by transition metals. Using palladium, copper and other metals as catalysts, with appropriate ligands, the coupling reaction of phenyl-containing precursor compounds with quinoline structure occurs. This method has relatively mild conditions and good selectivity, and can efficiently synthesize 4-phenylquinoline. However, its requirements for catalysts are quite high, and the cost may increase.

What are the physical properties of 4-phenylquinoline?

4-Phenylquinoline has many physical properties. Its shape is usually a crystalline solid, and it can be seen that it has a certain shape. The melting point of this substance is quite high, about 105-107 degrees Celsius. If you want to melt it into a liquid state, you need to apply this temperature to achieve it.

As for the boiling point, there is also a considerable number, about 389-390 degrees Celsius. When the temperature reaches this point, it can be boiled and converted into a gas state. In terms of solubility, it is mostly soluble in organic solvents, such as ethanol, ether and other organic solvents, which can be soluble with it, but its solubility in water is very small. This is due to the molecular structure of 4-phenylquinoline. The interaction between its molecules and water molecules is weak, so it is difficult to dissolve in water.

In addition, the density of 4-phenylquinoline also has its specific value, about 1.169 g/cm ³, which reflects its mass status per unit volume. From the appearance, it often shows a white to light yellow color, and the texture is relatively uniform. Its crystal structure gives it a certain hardness and brittleness, and changes in its physical properties can be observed during grinding and other operations. The physical properties of

4-phenylquinoline are determined by its molecular structure, and these properties play a crucial role in its application in various chemical and physical processes. They need to be carefully considered in research and practical applications.

What are the chemical properties of 4-phenylquinoline?

4-Phenylquinoline is also an organic compound. It has unique chemical properties and is important in many fields such as organic synthesis and materials science.

Looking at its chemical properties, the first word is its aromaticity. 4-Phenylquinoline contains the aromatic ring structure of quinoline and phenyl, and this aromatic system makes the molecule highly stable. According to Hueckel's rule, its conjugated π electron number conforms to the law of 4n + 2, so it shows significant aromatic properties, can resist general addition reactions, and tends to electrophilic substitution reactions.

Electrophilic substitution reaction is an important chemical property of 4-phenylquinoline. Due to the uneven distribution of electron cloud density on the quinoline ring and the benzene ring, the specific position is vulnerable to electrophilic attack. The nitrogen atom of the quinoline ring has an electron-absorbing effect, which makes the electron cloud density of the adjacent and para-position relatively low, and the meta-position is relatively high. Therefore, electrophilic substitution often occurs in the quinoline ring interposition. The phenyl part, because of its high electron cloud density, is also a possible check point for electrophilic substitution.

Furthermore, 4-phenylquinoline can participate in the redox reaction. Under appropriate conditions, its aromatic ring can be oxidized, or the molecule can accept electrons and be reduced. This redox property has potential applications in the fields of electrochemistry and catalysis. For example, in some catalytic systems, 4-phenylquinoline can transfer electrons through the redox process to promote the reaction.

In addition, the nitrogen atom of 4-phenylquinoline contains lone pairs of electrons, which can be used as electron donors to form coordination bonds with metal ions, and then form metal complexes. This coordination ability can be used in materials science to prepare functional materials with special optical and electrical properties, or as ligands in catalytic reactions to modulate the activity and selectivity of metal catalysts.

Because of its molecular rigidity and planarity, 4-phenylquinoline has also attracted attention in the field of molecular self-assembly. Molecules can self-assemble to form ordered structures by means of weak interactions such as π-π stacking and van der Waals forces, which provides an opportunity for the construction of new supramolecular materials.

What fields are 4-phenylquinoline used in?

4-Phenylquinoline is one of the organic compounds, which has applications in various fields.

In the field of medicine, its role is particularly important. Many studies have shown that 4-phenylquinoline and its derivatives may have significant biological activity. If it can be used as a lead compound for anti-cancer drugs, with its unique chemical structure, it can interact with specific targets in cancer cells, interfere with key processes such as cancer cell proliferation and metastasis, and then bring new opportunities for cancer treatment. And in antibacterial research, some compounds containing 4-phenylquinoline structure have exhibited inhibitory activity against specific bacteria, and are expected to be developed into new antibacterial drugs to deal with the increasingly serious problem of bacterial resistance.

In the field of materials science, 4-phenylquinoline also has extraordinary performance. Due to its structural properties, it can be used to prepare organic optoelectronic materials. For example, in organic Light Emitting Diode (OLED), 4-phenylquinoline derivatives can be used as luminescent layer materials. With their high-efficiency luminescence properties, OLED displays are clearer, colors are more gorgeous, and display technology is improved. In the field of solar cells, it has also been applied to sensitizers to improve the light absorption and charge transfer performance of batteries, improve the photoelectric conversion efficiency of solar cells, and promote the development of renewable energy utilization.

In the field of chemical synthesis, 4-phenylquinoline is often an important intermediate. Chemists can use it to perform various chemical modifications to construct organic compounds with complex structures and unique functions. Using it as a starting material, molecules with specific properties are synthesized through various reactions, such as nucleophilic substitution, redox, etc., opening up a broad space for organic synthetic chemistry and assisting in the creation and performance exploration of new substances.