Name | 4-(Bromomethyl)-2-(trifluoromethyl)quinoline |
Molecular Formula | C11H7BrF3N |
Molecular Weight | 288.08 |
Appearance | Typically a solid |
Physical State At Room Temperature | Solid |
Boiling Point | Estimated to be relatively high due to aromatic structure |
Melting Point | Specific value depends on purity, needs experimental determination |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Solubility In Water | Low solubility in water |
Density | Specific value requires experimental measurement |
Chemical Reactivity | Reactive at bromomethyl group for substitution reactions |
What is the main use of 4- (Bromomethyl) -2- (trifluoromethyl) quinoline?
4- (bromomethyl) -2- (trifluoromethyl) quinoline is an important organic compound with a wide range of uses in the field of organic synthesis. Its main uses are described as follows:
First, in the field of medicinal chemistry, this compound can be used as a key intermediate for the creation of biologically active drug molecules. Because quinoline structures are widely found in many natural products and synthetic drugs with pharmacological activity, the introduction of bromomethyl and trifluoromethyl can significantly change the physical, chemical and biological properties of molecules, such as enhancing the lipid solubility, metabolic stability and affinity with targets of drugs. For example, by structural modification and derivatization of the compound, new therapeutic drugs for specific diseases (such as cancer, inflammation, etc.) can be developed.
Second, in the field of materials science, 4- (bromomethyl) -2- (trifluoromethyl) quinoline can be used to prepare functional materials. The active reactivity of bromomethyl makes the compound easy to react with other organic or inorganic materials, and then construct composites with special properties (such as optical, electrical, thermal properties, etc.). For example, it may be used to synthesize materials with fluorescent properties, which are used in photoelectric display, chemical sensing and other fields.
Third, in the field of organic synthetic chemistry, this compound is an extremely important synthetic building block. Bromomethyl can participate in a variety of organic reactions such as nucleophilic substitution and coupling reactions, providing an effective way to construct complex organic molecular structures. With its unique structure and reactivity, chemists can use 4- (bromomethyl) -2- (trifluoromethyl) quinoline to synthesize a series of organic compounds with novel structures and unique functions with reasonable design and reaction strategies, enriching the types and properties of organic compounds.
What are the synthesis methods of 4- (Bromomethyl) -2- (trifluoromethyl) quinoline
There are many ways to synthesize 4- (bromomethyl) -2- (trifluoromethyl) quinoline. In one method, 2 - (trifluoromethyl) quinoline is used as the starting material, and it is refluxed with N - bromosuccinimide (NBS) in the presence of an initiator such as benzoyl peroxide (BPO) in a suitable solvent such as carbon tetrachloride. In this reaction, NBS is used as the bromine source, and BPO induces a free radical reaction to bromide the 4 - position of 2 - (trifluoromethyl) quinoline, resulting in the target product 4- (bromomethyl) -2- (trifluoromethyl) quinoline. < Br >
Another method can be used to prepare carboxylic acid derivatives containing 2- (trifluoromethyl) quinoline structure, and then the corresponding alcohol can be obtained by reduction. After substitution reaction, the alcohol can also be obtained 4- (bromomethyl) -2- (trifluoromethyl) quinoline.
Furthermore, a suitable halogenated aromatic hydrocarbon and a heterocyclic compound containing trifluoromethyl can be coupled to construct a quinoline ring under the catalysis of transition metals, and bromomethyl can be introduced at the same time. For example, the coupling reaction catalyzed by palladium, carefully selected substrates, ligands and reaction conditions, is expected to achieve this synthesis.
All synthesis methods have their own advantages and disadvantages. According to actual needs, factors such as the availability of raw materials, the difficulty of reaction conditions, yield and purity requirements should be considered to choose the best method.
What are the physical properties of 4- (Bromomethyl) -2- (trifluoromethyl) quinoline
4- (bromomethyl) -2- (trifluoromethyl) quinoline, this physical property belongs to the category of organic compounds. It has specific physical properties. Looking at its morphology, it is mostly solid under normal conditions, powder or crystalline. Due to the intermolecular force, the molecules are arranged in an orderly manner to form a solid structure.
On the melting point, due to the molecular structure containing bromomethyl and trifluoromethyl, the intermolecular force is enhanced, and the melting point is high. Usually within a certain temperature range, such as [X] ℃ - [X + Delta X] ℃, this temperature range varies slightly due to purity and other factors.
In terms of solubility, given that it is an organic compound, it has a certain hydrophobicity and has very low solubility in water. Due to the large difference between the polarity of the molecule and the polarity of the water molecule, it is difficult to dissolve with water according to the principle of "similarity and miscibility". However, in common organic solvents, such as dichloromethane, chloroform, acetone, etc., the solubility is quite good. Because the organic solvent and the compound molecules can be interacted by van der Waals force, etc., to achieve better dissolution.
The appearance may vary due to factors such as purity. For those with high purity, the appearance is white and the crystallization is regular; when impurities are contained, the color may change, and the crystalline form may also be irregular.
In addition, the compound has a higher density than water, and when placed in water, it will sink to the bottom. And because it contains bromine, fluorine and other halogen elements, it can exhibit unique chemical activities in some chemical reactions, making it a commonly used intermediate in the field of organic synthesis. It is of great significance in the synthesis of fine chemical products such as pharmaceuticals and pesticides.
What are the chemical properties of 4- (Bromomethyl) -2- (trifluoromethyl) quinoline
4- (bromomethyl) -2- (trifluoromethyl) quinoline is also an organic compound. Its chemical properties are worth exploring.
In this compound, the presence of bromomethyl and trifluoromethyl gives it unique chemical properties. In bromomethyl, the bromine atom has strong electronegativity, which makes the carbon-bromine bond very polar. This polar bond causes the part to be chemically active and prone to nucleophilic substitution reactions. Nucleophiles can attack partially positively charged carbon atoms and replace bromine atoms to form new organic compounds. For example, when reacted with alcohols under appropriate conditions, ether compounds can be formed; when reacted with amines, nitrogen-containing derivatives can be formed.
Furthermore, trifluoromethyl is a strong electron-absorbing group. Its presence reduces the electron cloud density of the quinoline ring and changes the electrophilic substitution reactivity on the quinoline ring. Generally speaking, the position where the electrophilic agent attacks the quinoline ring is affected by trifluoromethyl, and it is more likely to react at the position where the electron cloud density is relatively high. And the strong electron-absorbing property of trifluoromethyl enhances the stability of the molecule and also affects the physical properties of the compound, such as boiling point and melting point.
In addition, the spatial structure of the whole 4- (bromomethyl) -2- (trifluoromethyl) quinoline molecule also plays a role in its chemical reactivity due to the steric resistance between bromomethyl and trifluoromethyl. The large volume of substituents can prevent some reagents from approaching the reaction center, affecting the reaction rate and selectivity.
In summary, the chemical properties of 4- (bromomethyl) -2- (trifluoromethyl) quinoline are rich and diverse due to the characteristics and molecular space structure of bromomethyl and trifluoromethyl, and have important potential applications in organic synthesis and other fields.
What are the precautions for 4- (Bromomethyl) -2- (trifluoromethyl) quinoline in storage and transportation?
4- (bromomethyl) -2- (trifluoromethyl) quinoline is a commonly used reagent in organic synthesis. During storage and transportation, many matters need to be paid attention to to to ensure its quality and safety.
First words storage, this compound is quite sensitive to the environment. It should be placed in a cool, dry and well-ventilated place, away from fire and heat sources. The cover is flammable, and it may cause combustion in case of open flame or hot topic. And bromomethyl is highly active. If the environment is not warm and humid, it is easy to cause deterioration. Storage containers should also be carefully selected, and sealed glass bottles or plastic bottles should be used to prevent them from coming into contact with air, causing oxidation or absorbing moisture. At the same time, it needs to be stored separately from oxidizing agents, strong alkalis and other substances to avoid chemical reactions. Because its structure contains bromine and fluorine elements, hydrolysis and other reactions may occur in case of alkali, and oxidizing agents may also react with it, damaging its structure and properties.
As for transportation, it should not be taken lightly. It is necessary to follow the relevant dangerous chemical transportation regulations. Transportation vehicles should be equipped with the corresponding variety and quantity of fire protection equipment and leakage emergency treatment equipment. When handling, it should be handled lightly to prevent damage to packaging and containers. Because the compound is damaged in packaging, bromomethyl is easy to escape, which not only pollutes the environment, but also may cause harm to contacts. During transportation, it should be protected from exposure to sun, rain, and high temperature. It is best to transport in the morning and evening in summer to avoid high temperature periods. If a leak occurs during transportation, personnel from the contaminated area of the leak should be quickly evacuated to a safe area and quarantined to strictly limit access. Emergency personnel should wear self-contained positive pressure breathing apparatus and anti-virus clothing, and do not directly contact the leak. In the case of a small leak, it can be mixed with sand, dry lime or soda ash and collected in a dry, clean, covered container; in the case of a large leak, build an embankment or dig a pit to contain it, cover it with foam to reduce steam disasters, and then transfer it to a tanker or a special collector by pump for recycling or transportation to a waste treatment site for disposal.
All of these are important items to be paid attention to when storing and transporting 4- (bromomethyl) -2- (trifluoromethyl) quinoline, and must not be negligent to avoid trouble.