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What are the physical properties of 4-bromo-2- (trifluoromethyl) quinoline?
4-Bromo-2- (trifluoromethyl) benzaldehyde has the following physical properties. It is a common raw material in organic synthesis. Viewed at room temperature, it is a colorless to pale yellow liquid with relatively stable properties. Its boiling point is about 105-107 ° C/15mmHg, from which it can be known that it gasifies at a specific pressure. This property is crucial when separating and purifying.
Furthermore, its melting point is about -25 ° C, indicating the transition node of the material state at low temperature. In terms of solubility, it is soluble in common organic solvents, such as dichloromethane, chloroform, toluene, etc., but its solubility in water is very small. This is due to the hydrophobic trifluoromethyl and benzene ring in the molecular structure.
In terms of chemical properties, the presence of aldehyde groups gives it active reactivity. It can react with many nucleophiles, such as with alcohols under acid-catalyzed conditions, and can form acetals. This reaction is often used as a protective means for carbonyl groups in organic synthesis. And aldehyde groups can be oxidized, weak oxidants such as Torun reagent can oxidize them to carboxylic salts, showing silver mirror phenomenon; strong oxidants such as potassium permanganate can oxidize them to 4-bromo-2- (trifluoromethyl) benzoic acid.
At the same time, the bromine atom on the benzene ring is also reactive. Under appropriate conditions, a nucleophilic substitution reaction can occur, which can be replaced by other functional groups, thereby expanding the structural diversity of the molecule. It has a wide range of uses in the construction of complex organic compounds. It contains trifluoromethyl. Due to the strong electronegativity of fluorine atoms, the molecule has unique electronic effects and physiological activities, and has potential applications in the fields of pharmaceutical chemistry and materials science.
What are the chemical properties of 4-bromo-2- (trifluoromethyl) quinoline?
4-Bromo-2- (trifluoromethyl) benzaldehyde is an important intermediate in organic synthesis. It has unique chemical properties and shows specific activity and transformation laws in many chemical reactions.
The bromine atom in this compound has high reactivity due to its electronegativity and atomic radius. Nucleophilic substitution reactions can occur, for example, under appropriate conditions, it can react with nucleophiles such as alkoxides and amines. Bromine atoms are replaced by nucleophilic groups to form new carbon-heteroatomic bonds, thereby constructing more complex organic molecular structures.
Its benzene ring part, although relatively stable, can also participate in the typical reactions of some aromatic compounds. Due to the strong electron-absorbing effect of aldehyde group and trifluoromethyl group, the electron cloud density of the benzene ring decreases, which in turn affects the activity and selectivity of the electrophilic substitution reaction on the benzene ring. Generally speaking, the electrophilic substitution reaction tends to occur at the position where the electron cloud density is relatively high. As one of the important functional groups of this compound, the
aldehyde group has the typical chemical properties of aldehyde compounds. It is easily oxidized and can be converted into carboxylic acids under the action of mild oxidizing agents; it can also undergo reduction reaction, and it can be reduced to alcohols with suitable reducing agents. At the same time, aldehyde groups can condensate with compounds containing active hydrogen, such as alcohols and amines, to form products such as acetals and Schiff bases, which are used in organic synthesis to construct carbon-carbon bonds or introduce specific functional groups.
Trifluoromethyl, because of its strong electron absorption and unique three-dimensional effect, significantly affects the physical and chemical properties of compounds. Enhances the fat solubility of molecules, affects the polarity and dipole moment of molecules, and then affects their reactivity and selectivity. In some reactions, trifluoromethyl can be retained in the product as a stable functional group, giving the product special chemical and physical properties.
What are the main uses of 4-bromo-2- (trifluoromethyl) quinoline?
4-Bromo-2- (triethylmethyl) benzaldehyde is a crucial raw material in organic synthesis and has a wide range of uses in many fields, as detailed below:
###Field of drug synthesis
It plays a key role in the process of drug creation. Due to its specific chemical structure, it can participate in the construction of many drug molecules as a key intermediate. For example, when developing compounds with specific physiological activities, the bromine atom and benzaldehyde structure of this substance can precisely dock with other active groups through a series of organic reactions, thereby constructing a drug molecular structure with unique pharmacological effects. In this way, the interaction between the drug and the biological target can be effectively adjusted, and the drug efficacy and selectivity can be enhanced.
###Material Science Field
1. ** Organic Optoelectronic Materials **: Can be used to prepare organic Light Emitting Diode (OLED), organic solar cells and other optoelectronic materials. Due to its structure, the material has specific electronic and optical properties. After rational molecular design and modification, it can regulate the key parameters such as the luminous wavelength and fluorescence quantum efficiency of the material, improve the photoelectric conversion efficiency, and lay the foundation for the development of new high-efficiency optoelectronic materials.
2. ** Functional Polymer Materials **: Participate in polymer polymerization as monomers to prepare polymer materials with special functions. By introducing it into the polymer chain, the material is endowed with special properties such as fluorescence and photosensitivity, which can be applied to sensors, photoresponsive materials and other fields.
##Fine Chemical Synthesis Field
1. ** Fragrance Synthesis **: With its unique molecular structure and odor characteristics, it participates in the synthesis of new fragrances. In the fragrance industry, it can be compounded with other fragrance ingredients to prepare a unique fragrance, which is widely used in perfumes, food additives, cosmetics and other industries to meet consumers' demand for unique fragrances.
2. ** Dye Synthesis **: As an important intermediate for the synthesis of various high-performance dyes. By modifying its chemical structure, the color, dyeing performance and fastness of dyes can be changed to meet the needs of high-quality dyes in textile, printing and dyeing and other industries.
What are the synthesis methods of 4-bromo-2- (trifluoromethyl) quinoline?
4-Bromo-2- (trifluoromethyl) benzoic acid is an important intermediate in organic synthesis. The common synthesis methods are as follows:
###Take 4-methyl-2- (trifluoromethyl) aniline as the starting material
1. ** Diazotization reaction **: Dissolve 4-methyl-2- (trifluoromethyl) aniline in an appropriate amount of acid (such as hydrochloric acid), cool it to a low temperature (0-5 ° C), and slowly add sodium nitrite solution dropwise for diazotization to generate diazonium salts. This step requires strict control of temperature and dropwise rate to prevent the decomposition of diazonium salts. The reaction principle is to use nitrous acid to react with amine groups to form diazonium compounds. < Br > 2. ** Bromination reaction **: Add a solution of cuprous bromide (CuBr) hydrobromic acid to the resulting diazonium salt solution, heat and stir, the diazonium group is replaced by a bromine atom to generate 4-bromo-2 - (trifluoromethyl) toluene. This reaction is a typical application of the Sandmeier reaction, which realizes the halogenation of diazonium groups with the help of copper salt catalysis.
3. ** Oxidation reaction **: Using 4-bromo-2- (trifluoromethyl) toluene as the substrate, select a suitable oxidant, such as potassium permanganate ($KMnO_4 $) or potassium dichromate ($K_2Cr_2O_7 $) acidic solution, heat reflux, oxidize methyl to carboxyl group to obtain 4-bromo-2- (trifluoromethyl) benzoic acid. This oxidation process is based on the oxidation of methyl by strong oxidants, which is gradually oxidized to carboxyl functional groups.
###Using 2 - (trifluoromethyl) benzoic acid as the starting material
1. ** Bromination Reaction **: Dissolve 2 - (trifluoromethyl) benzoic acid in an appropriate organic solvent (e.g. dichloromethane), add an appropriate amount of brominating reagent, such as N - bromosuccinimide (NBS), and add an initiator (e.g. benzoyl peroxide) to initiate the reaction under heat or light conditions. Due to the interposition localization effect of carboxyl groups, bromine atoms are mainly substituted in the interposition of carboxyl groups, that is, the 4 position, to generate 4 - bromo - 2 - (trifluoromethyl) benzoic acid. This reaction uses NBS as a bromine source to achieve the bromination of aromatic rings under the action of initiators. The localization effect of carboxyl groups determines the bromine position.
###Take 4-bromo-2- (trifluoromethyl) benzaldehyde as the starting material
1. ** Oxidation reaction **: Dissolve 4-bromo-2- (trifluoromethyl) benzaldehyde in a suitable solvent (such as a mixed solvent of ethanol and water), add an appropriate amount of oxidizing agent, such as hydrogen peroxide ($H_2O_2 $) solution under alkaline conditions, or use silver ammonia solution (Torun reagent), Feilin reagent isothermal and oxidizing agent, at an appropriate temperature, the aldehyde group can be oxidized to a carboxyl group to obtain 4-bromo-2- (trifluoromethyl) benzoic acid. This reaction is based on the reductivity of aldehyde groups, which are oxidized to carboxyl groups by oxidants, and the reaction conditions and selectivity of different oxidants vary slightly.
What are the precautions for 4-bromo-2- (trifluoromethyl) quinoline during storage and transportation?
4-Bromo-2- (trifluoromethyl) benzaldehyde is a valuable organic compound that has important uses in many fields such as medicine, pesticides, and materials. During its storage and transportation, the following matters should be paid attention to:
** Storage **:
First, it should be stored in a cool, dry and well-ventilated place. This compound is sensitive to heat, and high temperature can easily cause it to decompose or deteriorate. If it is in a high temperature environment, it may cause changes in molecular structure and reduce quality and purity, so it is necessary to ensure that the storage environment is cool. At the same time, humid air is prone to reactions such as hydrolysis of the compound, which affects its performance. Keeping it dry is crucial. Good ventilation prevents the accumulation of harmful gases and avoids potential safety risks.
Second, keep away from fire and heat sources. Because of its flammability, it may burn or even explode in case of open flames and hot topics. Smoking and the use of open flames are strictly prohibited in storage places, and heat sources should be strictly controlled, such as away from heating and heating equipment.
Third, it should be stored separately from oxidants, acids, alkalis, etc., and mixed storage should not be avoided. 4-Bromo-2- (trifluoromethyl) benzaldehyde is chemically active, and contact with these substances may cause violent chemical reactions, resulting in serious accidents such as fires and explosions. For example, mixing with oxidants may cause oxidation reactions, and uncontrolled reactions will be dangerous.
Fourth, storage containers should be well sealed. On the one hand, it can prevent it from volatilizing into the air, causing environmental pollution and material loss; on the other hand, it can avoid contact with oxygen, moisture and other components in the air to ensure its chemical stability. It is recommended to use glass or corrosion-resistant plastic containers to avoid metal containers to prevent chemical reactions.
** Transportation **:
First, transport vehicles should ensure that they are in good condition and have corresponding safety facilities. Fire extinguishers and other fire equipment should be equipped to deal with possible fires; leakage emergency treatment equipment is also required, such as adsorption materials, plugging tools, etc., in case of leakage can be dealt with in time.
Second, severe vibration, impact and friction should be avoided during transportation. When 4-bromo-2- (trifluoromethyl) benzaldehyde is subjected to strong vibration, impact or friction, it may cause internal structural changes and even cause explosions. Drivers need to operate smoothly when driving, and avoid violent actions such as sudden braking and sharp turns.
Third, strictly abide by transportation regulations and drive according to the designated route. To transport such dangerous chemicals, you must follow relevant laws and regulations, drive according to the specified route, and stay away from sensitive areas such as densely populated areas and water sources to reduce risks during transportation.
Fourth, transportation personnel must undergo professional training and be familiar with the characteristics of the compound and emergency treatment methods. In the event of an accident, transportation personnel can quickly and correctly take response measures to reduce losses and hazards.