Chemical Formula | C8H5ClF2O |
Molar Mass | 190.574 g/mol |
Solubility In Water | poor (due to non - polar aromatic and halogenated nature, organic carbonyls with such substituents are usually hydrophobic) |
Solubility In Organic Solvents | soluble in common organic solvents like dichloromethane, chloroform, ethyl acetate (typical for aromatic - halogenated carbonyl compounds) |
Reactivity | reactive towards nucleophiles due to the presence of the carbonyl group and the electron - withdrawing halogen atoms, can undergo substitution reactions |
Chemical Formula | C8H5ClF2O |
Molar Mass | 190.574 g/mol |
Chemical Formula | C8H5ClF2O |
Molecular Weight | 190.57 |
Chemical Formula | C8H5ClF2O |
Molar Mass | 190.574 g/mol |
What are the chemical properties of 2-chloro-1- (2,4-difluorophenyl) ethanone?
2-Chloro-1- (2,4-difluorophenyl) ethyl ketone, this is an organic compound with unique physical and chemical properties and a wide range of uses in the field of organic synthesis.
Looking at its physical properties, at room temperature, 2-chloro-1- (2,4-difluorophenyl) ethyl ketone is mostly liquid and has a specific odor. Its boiling point, melting point and other properties depend on the interaction between atoms and the force between molecules. The compound has good solubility in organic solvents, such as common ethanol, ether, etc., and can be used as its good solvent. This is due to the formation of suitable interactions between the structure of the compound and the molecules of the organic solvent, such as van der Waals forces, hydrogen bonds, etc., which help it to disperse uniformly in the solvent.
As for the chemical properties, the chlorine atom in this compound is quite active. Due to the large electronegativity of the chlorine atom and its connection to the carbonyl group, the carbon-chlorine bond polarity of the chlorine atom is enhanced due to the electron-absorbing effect of the carbonyl group, which makes the chlorine atom easy to leave, which is prone to nucleophilic substitution reactions. For example, when encountering nucleophilic reagents, such as alcohols, amines, etc., the chlorine atom can be replaced by the nucleophilic reagent to generate corresponding substitution products. At the same time, its carbonyl group also exhibits typical chemical activity. Carbonyl carbon atoms have certain positive electricity and are vulnerable to attack by nucleophilic reagents, resulting in nucleophilic addition reactions. If reacted with Grignard reagents, the negatively charged hydrocarbons in Grignard reagents attack carbonyl carbons, and then generate corresponding alcohol derivatives. Not only that, when the compound is exposed to light or specific chemical reagents, the chemical bonds in the molecule may be broken and rearranged to form new compounds.
In summary, 2-chloro-1 - (2,4-difluorophenyl) ethanone plays an important role in many fields such as organic synthesis and medicinal chemistry due to its unique physical and chemical properties, and is a key intermediate for the synthesis of various organic compounds.
What are the common uses of 2-chloro-1- (2,4-difluorophenyl) ethanone?
2-Chloro-1 - (2,4-difluorophenyl) ethyl ketone is an important intermediate in organic synthesis and is widely used in the fields of medicine and pesticides. The common preparation routes are as follows:
First, 2,4-difluoroacetophenone is prepared by halogenation reaction. This reaction is usually in a suitable solvent, under the action of a catalyst, with halogenating agents such as chlorine gas and sulfoxide chloride. Specifically, dissolve 2,4-difluoroacetophenone in an appropriate organic solvent, such as dichloromethane, chloroform, etc., add an appropriate amount of catalyst, such as aluminum trichloride, ferric trichloride, etc., at low temperature or room temperature, slowly introduce chlorine or drop thionyl chloride, stir for a period of time, and then after treatment, such as extraction, washing, drying, distillation, etc., the target product 2-chloro-1 - (2,4-difluorophenyl) ethyl ketone can be obtained. The advantage of this method is that the raw materials are relatively easy to obtain and the reaction conditions are relatively mild; however, there are also deficiencies such as strong corrosiveness of halogenating agents and more side reactions.
Second, by reacting 2,4-difluorobenzoic acid with chloroacetyl chloride, 2,4-difluorobenzoyl chloride is first prepared, and then prepared by Fu-gram acylation reaction. First, 2,4-difluorobenzoic acid is reacted with thionyl chloride to form 2,4-difluorobenzoyl chloride. This reaction needs to be carried out under heating conditions, and a small amount of DMF can be added as a catalyst to accelerate the reaction process. Next, 2,4-difluorobenzoyl chloride is reacted with chloroethane in the presence of Lewis acid catalysts (such as aluminum trichloride) in a suitable solvent (such as carbon disulfide, nitrobenzene, etc.). After the reaction is completed, the product is obtained by hydrolysis, separation, purification and other operations. The process of this method is slightly complicated, but the reaction selectivity is better and the product purity is higher.
Third, the Grignard reagent method is used. The Grignard reagent of 2,4-difluorobenzene bromide is prepared by reacting 2,4-difluorobenzene with magnesium, and then reacts with chloroacetyl chloride. This process needs to be carried out under anhydrous and anaerobic conditions to ensure the stability of the Grignard reagent. After the reaction is completed, the pure 2,4-difluorobenzene acetone is obtained through acidic hydrolysis, extraction, and distillation. This method requires strict reaction conditions, but it can effectively construct carbon-carbon bonds, which is an effective preparation method under specific circumstances.
The above common preparation methods have their own advantages and disadvantages. In practical applications, it is necessary to comprehensively weigh factors such as specific needs, availability of raw materials, and cost considerations to choose the appropriate method.
What is the synthesis method of 2-chloro-1- (2,4-difluorophenyl) ethanone?
The synthesis method of 2-chloro-1- (2,4-difluorophenyl) ethyl ketone can be carried out according to the following steps.
First take 2,4-difluorobenzene, and use an appropriate halogenating agent, such as thionyl chloride or phosphorus oxychloride, under suitable reaction conditions, to cause it to be acylated with acetyl chloride. This reaction needs to be carried out in the presence of a catalyst. Common catalysts such as anhydrous aluminum trichloride can promote the reaction to occur effectively. During the reaction, it is crucial to control the temperature, reaction time and the ratio of reactants. Generally speaking, the temperature can be maintained in the range of low temperature to medium temperature, such as 0 ° C to 50 ° C, and the reaction time depends on the monitoring of the reaction process, about a few hours to ten hours.
After the Fu-gram acylation reaction is completed, the product is 1 - (2,4 -difluorophenyl) ethyl ketone. Thereafter, the product is reacted with a suitable chlorinating agent, such as chlorine gas or N-chlorosuccinimide (NCS), in a suitable solvent. If NCS is used, an inert solvent such as dichloromethane is often used. During the reaction process, attention should also be paid to temperature control, which can usually be carried out near room temperature. The reaction can be carried out for several hours, so that the α-hydrogen of 1 - (2,4 - difluorophenyl) ethyl ketone is replaced by chlorine atoms, and finally 2 - chloro - 1 - (2,4 - difluorophenyl) ethyl ketone is obtained.
After the reaction is completed, the product needs to be separated and purified. The reaction mixture can be extracted with a suitable organic solvent by conventional extraction method first, and then further purified by column chromatography or recrystallization to obtain high-purity 2 - chloro - 1 - (2,4 - difluorophenyl) ethyl ketone. In this way, this compound can be synthesized.
What should be paid attention to when storing 2-chloro-1- (2,4-difluorophenyl) ethanone?
2-Chloro-1 - (2,4-difluorophenyl) ethyl ketone is an organic compound. When storing, many things need to be paid attention to.
First, pay attention to the choice of environment. This compound should be stored in a cool, dry and well-ventilated place. Due to its nature, it may be affected by temperature and humidity, high temperature or humid environment, or cause chemical reactions or even deterioration. Such as summer heat, if stored in a place with too high temperature, it may cause decomposition and other accidents.
Second, the packaging must be tight. Appropriate packaging materials should be used to ensure its isolation from the outside environment. Prevent air, moisture, etc. from invading and causing unnecessary reactions. If it is contained in a sealed glass bottle, it can effectively avoid contact with external substances.
Third, keep away from fire sources and oxidants. This compound may be flammable, and it may cause combustion and explosion in case of open flames, hot topics or contact with oxidants. Therefore, the storage place must not be close to the fire source, and should be placed separately from the oxidant.
Fourth, the storage place should be clearly marked. Indicate the name, nature and precautions of the compound, so that personnel know its danger, and be careful when operating to avoid accidental touch and misuse, resulting in safety accidents.
Fifth, regularly check the stored compounds. Check the packaging for damage, whether there are signs of deterioration, etc. If the problem is found, timely treatment to prevent the harm from expanding. In this way, the safety and stability of 2-chloro-1- (2,4-difluorophenyl) ethyl ketone during storage can be ensured.
What are the environmental effects of 2-chloro-1- (2,4-difluorophenyl) ethanone?
2-Chloro-1 - (2,4-difluorophenyl) ethanone, the impact of this substance on the environment needs to be carefully reviewed.
Its chemical properties are active, in the natural environment, or can participate in various chemical reactions. If it flows into the water body, or because of its own chemical structure, it interferes with the normal physiological metabolism of aquatic organisms. Aquatic organisms are extremely sensitive to environmental changes, and the intervention of 2-chloro-1 - (2,4-difluorophenyl) ethanone may disrupt the ecological balance of the water body. It may be adsorbed on the surface of aquatic organisms, and then penetrate the biofilm, affecting cell function, causing the growth and reproduction of aquatic organisms to be blocked, even life-threatening, causing population changes, and destroying the biodiversity of aquatic ecosystems.
In the soil environment, this substance may interact with soil particles to affect the community structure and function of soil microorganisms. Soil microorganisms play a key role in the process of soil nutrient cycling and decomposition of organic matter. The existence of 2-chloro-1- (2,4-difluorophenyl) ethanone may inhibit the growth of some beneficial microorganisms, hinder the normal biochemical reaction process of soil, affect soil fertility and structure, and then affect plant growth.
And it has a certain volatility, if it escapes to the atmosphere, or participates in atmospheric photochemical reactions. Under the action of light, or reacts with other substances in the atmosphere, new pollutants are generated, which affects air quality. Not only that, the substance in the atmosphere returns to the surface through sedimentation and other processes, and will cause secondary effects on the soil and water environment.
From this perspective, the impact of 2-chloro-1- (2,4-difluorophenyl) ethyl ketone on the environment is complex, involving water, soil, atmosphere and other environmental factors, and each factor is interrelated. Its potential harm cannot be ignored. It needs to be properly controlled and treated to prevent it from causing irreversible damage to the ecological environment.