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Product Name | (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid |
Cas Number | 154953-49-6 |
Formula | C9H6ClFO2 |
Molar Mass | 200.59 |
Property 1 | appearance: white solid |
Property 2 | melting_point: 109-111°C |
Property 3 | boiling_point: not available |
Property 4 | solubility: poorly soluble in water |
Property 5 | density: not available |
Property 6 | refractive_index: not available |
Property 7 | stability: stable under recommended conditions |
Property 8 | flash_point: not applicable |
Property 9 | storage_temperature: store at 2-8°C |
Property 10 | usage: used in chemical research |
What are the applications of (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid?
(2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid is a compound with several potential applications.
One of the significant applications lies in the field of organic synthesis.One of its most important applications is in the field organic synthesis. It can serve as a crucial building block for the preparation of various complex organic molecules.It can be used as a building block to prepare various complex organic molecules. Due to the presence of the double bond and the functionalized phenyl group, it can participate in a wide range of chemical reactions.It can be used in a variety of chemical reactions due to the double bond and functionalized phenyl groups. For example, the double bond can undergo addition reactions, such as Michael addition reactions.The double bond, for example, can undergo addition reactions such as Michael additions. This allows chemists to introduce other functional groups to the molecule, enabling the creation of novel structures with diverse properties.This allows chemists introduce other functional groups into the molecule. This enables the creation of novel molecules with diverse properties. These new compounds may have applications in the development of pharmaceuticals, agrochemicals, or materials with specific characteristics.These compounds can be used to develop pharmaceuticals, agrochemicals or materials with specific properties.
In the pharmaceutical industry, (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid can be a starting material for the synthesis of potential drug candidates. The chlorine and fluorine atoms on the phenyl ring can enhance the lipophilicity and bioactivity of the resulting compounds.The fluorine and chlorine atoms in the phenyl rings can increase the bioactivity and lipophilicity of the compounds. This can potentially improve their ability to cross cell membranes and interact with biological targets.This could improve their ability of interacting with biological targets and crossing cell membranes. Compounds derived from this acrylic acid may exhibit antibacterial, antifungal, or anti - inflammatory properties.Compounds derived by this acrylic acid could have antibacterial, antifungal or anti-inflammatory properties. Researchers can modify the structure further by reacting it with different reagents to optimize its pharmacological activity and selectivity towards specific disease - related targets.Researchers can modify this structure by reacting with different reagents in order to optimize its pharmacological properties and selectivity for specific disease-related targets.
In the area of materials science, it can contribute to the synthesis of polymers with unique properties.In the field of materials science, this acid can be used to synthesize polymers with unique characteristics. By incorporating (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid into a polymer backbone, the resulting polymer may display altered physical and chemical properties. For instance, the presence of the halogenated phenyl group can influence the polymer's thermal stability, solubility, and optical properties.The presence of a halogenated group in the phenyl can affect the polymer's optical properties, thermal stability, and solubility. This can be useful in the production of specialty plastics, coatings, or optical materials.This can be used in the production or coatings and optical materials. Coatings made from polymers containing this acrylic acid derivative may have enhanced resistance to environmental factors such as UV radiation and chemical corrosion due to the stability imparted by the halogenated aromatic moiety.The halogenated aromatic moiety in this polymer derivative can enhance the resistance of coatings to environmental factors like UV radiation and chemical corrosiveness.
Moreover, in the development of agrochemicals, this compound can be a key intermediate.This compound can also be used as a key intermediary in the development and production of agrochemicals. Agrochemicals need to have specific properties to be effective in protecting crops.Agrochemicals must have specific properties in order to be effective at protecting crops. Compounds synthesized from (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid may possess herbicidal, insecticidal, or fungicidal properties. The halogen atoms can play a role in enhancing the compound's binding affinity to target sites in pests or weeds, making it more effective at lower concentrations.The halogens can enhance the compound's affinity for binding to target sites on pests or weeds. This makes it more effective even at lower concentrations. This can lead to the development of more environmentally friendly agrochemicals with reduced impact on non - target organisms.This can lead to more environmentally friendly agrochemicals that have a reduced impact on non-target organisms.
What are the properties of (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid?
(2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid is an organic compound with several notable properties.
Physical properties:Physical Properties
Typically, it exists as a solid at room temperature.It is usually a solid when at room temperature. Its melting point is an important characteristic that depends on its pure form and the presence of any impurities.Its melting temperature is a crucial characteristic that depends on the purity of the material and whether or not it contains any impurities. Precise determination of the melting point can be used to assess its purity.The melting point can be used as a way to determine purity. The compound is likely to have a defined crystalline structure if in solid form, which influences its physical appearance, such as the shape of its crystals.If the compound is solid, it will have a defined crystal structure, which will influence its physical appearance.
Regarding solubility, it shows limited solubility in water due to the presence of the non - polar aromatic ring along with the hydrophobic chloro and fluoro substituents.It is not soluble in water because of the hydrophobic substituents, chloro and fluoro. However, it may dissolve better in organic solvents like dichloromethane, ethyl acetate, or dimethylformamide.It may dissolve better in organic solvants like dichloromethane or ethyl-acetate. These organic solvents can interact with the non - polar regions of the molecule through van der Waals forces, enabling dissolution.These organic solvents can interact through van der Waals force with the non-polar regions of the molecules, enabling dissolution.
Chemical properties:Chemical properties
The double bond in the acrylic acid part of the molecule makes it reactive towards addition reactions.The double bond in acrylic acid makes it reactive to addition reactions. For example, it can participate in electrophilic addition reactions.It can, for example, participate in electrophilic reactions. Reagents such as bromine can add across the double bond, breaking the pi - bond and forming two new sigma - bonds.Reagents like bromine can add across a double bond, breaking the Pi - bond and creating two new sigma-bonds. This reactivity can be used in synthetic chemistry to introduce new functional groups into the molecule.This reactivity is useful in synthetic chemistry for introducing new functional groups to the molecule.
The carboxylic acid group (-COOH) is another reactive site.Another reactive site is the carboxylic acid group. It can undergo acid - base reactions.It can undergo acid-base reactions. In the presence of a base, such as sodium hydroxide, it will form a carboxylate salt.In the presence a base such as sodium hydroxide it will form a salt carboxylate. This property is useful in purification processes or in the preparation of derivatives.This property can be used in purification processes and in the preparation derivatives. The carboxylic acid can also be esterified.The carboxylic acids can also be esterified. When reacted with an alcohol in the presence of an acid catalyst, it forms an ester, which can be used to modify the physical and chemical properties of the compound, for example, to change its solubility or volatility.When it reacts with an alcohol, in the presence an acid catalyst, an ester is formed. This ester can be used to modify physical and chemical properties, such as changing the solubility or volatile of the compound.
The chloro and fluoro substituents on the phenyl ring also influence the reactivity.The reactivity is also affected by the chloro and fluoro substitutes on the phenyl rings. Fluorine, being highly electronegative, withdraws electron density from the phenyl ring through the inductive effect.Fluorine, which is highly electronegative, removes electron density from phenyl rings through the inductive effects. This can make the ring less reactive towards electrophilic aromatic substitution compared to a non - substituted phenyl ring.This can make the ring more reactive to electrophilic aromatic substitutes compared to an un-substituted phenyl. The chloro group also has an electron - withdrawing inductive effect, and together, they can direct the regiochemistry of reactions that occur on the phenyl ring.The chloro group has an inductive effect that withdraws electrons. Together, they can control the regiochemistry for reactions on the phenyl rings. For instance, in an electrophilic aromatic substitution reaction, the incoming electrophile will be directed to specific positions on the phenyl ring based on the electronic effects of these substituents.In an electrophilic aromatic substitute reaction, for example, the incoming electron will be directed at specific positions on phenyl rings based on their electronic effects.
How is (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid synthesized?
(2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid can be synthesized through the following general steps.The following general steps can be used to synthesize (2E)-3(3 – Chloro – 4 – Fluorophenyl-)acrylic acid.
1. Starting materials preparationStart materials preparation
Typically, 3 - chloro - 4 - fluorobenzaldehyde is one of the key starting materials.This aldehyde can be obtained by halogenation reactions of 4 -fluorobenzaldehyde. This aldehyde can be obtained through methods such as halogenation reactions of 4 - fluorobenzaldehyde.This aldehyde is obtained by halogenation reactions with 4 -fluorobenzaldehyde. Chlorination at the appropriate position can be achieved using chlorine - containing reagents like N - chlorosuccinimide (NCS) in the presence of suitable catalysts and under specific reaction conditions.In the presence of catalysts, and under specific conditions, it is possible to achieve chlorination in the correct position using chlorine-containing reagents such as N-chlorosuccinimide.
Another important reagent is a compound that can provide the acrylic acid moiety.Another important reagent that is useful is a compound which can provide the acrylic moiety. Malonic acid is often a good choice for this purpose.This is why malonic acid is a popular choice. Malonic acid is commercially available and has the necessary carboxylic acid groups that will be involved in the formation of the target molecule.Commercially available, malonic acid contains the carboxylic acids that are required to form the target molecule.
2. Knoevenagel condensation reaction
The main synthetic route to (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid is via the Knoevenagel condensation.The Knoevenagel reaction is the main route to synthesize (2E)-3 - (3 - Chloro- 4 – Fluorophenyl-acrylic acid. In this reaction, 3 - chloro - 4 - fluorobenzaldehyde reacts with malonic acid in the presence of a base catalyst.In this reaction, malonic acid and 3 - chloro 4 - fluorobenzaldehyde are reacting in the presence a base catalyst. Pyridine is a commonly used base catalyst for this reaction.Pyridine is commonly used as a base catalyst in this reaction.
The reaction mixture is usually heated to a certain temperature, typically in the range of 80 - 120 degC, depending on the specific reaction conditions.The reaction mixture is typically heated to a temperature in the range 80-120 degC depending on the reaction conditions. During the reaction, the aldehyde group of 3 - chloro - 4 - fluorobenzaldehyde reacts with one of the carboxylic acid groups of malonic acid.During the reaction the aldehyde groups of 3 - chloro- 4 – fluorobenzaldehyde and one of the carboxylic acids of malonic acid react. A water molecule is eliminated in this process, and a double bond is formed, leading to the formation of an intermediate.In this process, a water molecule is removed and a double-bond is formed. This leads to the formation an intermediate.
The intermediate then undergoes decarboxylation.The intermediate is then decarboxylated. The heat applied to the reaction mixture helps drive the decarboxylation step.The heat applied to reaction mixtures helps drive the decarboxylation. One of the carboxylic acid groups of the intermediate is removed as carbon dioxide gas, resulting in the formation of (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid.The intermediate is decarboxylated by removing one of the carboxylic acids as carbon dioxide. This results in the formation (2E)-3 - (3 - chloro - 4- fluorophenyl )acrylic acid.
3. Purification
After the reaction is complete, the reaction mixture contains the product along with unreacted starting materials, by - products, and the catalyst.The reaction mixture will contain the product, unreacted materials, by-products, and the catalyst. Purification is necessary to obtain pure (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid.Purification is required to obtain pure (2E-3)-(3-Chloro- 4-Fluorophenyl-acrylic acid.
Common purification methods include recrystallization.Recrystallization is a common purification method. The crude product is dissolved in a suitable solvent, such as ethanol or a mixture of ethanol and water.The crude product is dissolved into a suitable solvent such as ethanol, or a mixture of water and ethanol. By carefully controlling the temperature and the rate of cooling, the product can be made to crystallize out, leaving behind most of the impurities in the solution.By carefully controlling temperature and cooling rate, the product can be crystallized, leaving behind the majority of impurities. Filtration is then used to isolate the pure, crystalline (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid.Filtration is used to isolate pure, crystalline (2E-3)-3-(3-Chloro- 4-fluorophenyl-acrylic acid. Column chromatography can also be used as an alternative purification method, especially if the impurities are difficult to separate by recrystallization.Column chromatography is also an alternative purification technique, especially when the impurities cannot be separated by recrystallization. In column chromatography, the crude product is loaded onto a column filled with an appropriate stationary phase, and a mobile phase is used to elute the product, separating it from the impurities based on differences in their interactions with the stationary and mobile phases.In column chromatography the crude product is loaded on a column with a stationary phase and a mobile is used to elute it, separating the product from the impurities.
What are the safety precautions when handling (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid?
When handling (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid, the following safety precautions should be taken.Safety precautions must be observed when handling (2E)-3 - (3 - Chloro- 4 – Fluorophenyl-acrylic acid.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate protective clothing, such as long - sleeved laboratory coats, to prevent skin contact with the chemical.Wear protective clothing such as long-sleeved lab coats to avoid skin contact with the chemicals. Chemical - resistant gloves are essential.Chemical-resistant gloves are essential. Nitrile gloves are often a good choice as they can provide a barrier against many organic compounds.Nitrile gloves can be a good option as they provide a barrier to many organic compounds. This helps avoid skin absorption which could potentially lead to adverse health effects, like skin irritation, allergic reactions or more serious systemic problems if the chemical enters the bloodstream.This can help prevent skin absorption, which could lead to adverse health consequences, such as skin irritation, allergy reactions, or more serious systemic issues if the chemical enters bloodstream.
Eye protection is crucial.Eye protection is essential. Safety goggles should be worn at all times when handling this substance.Wear safety goggles at all times while handling this substance. Splashes can occur during weighing, mixing or other handling procedures, and getting the chemical in the eyes can cause severe eye irritation, damage to the cornea, or even permanent vision loss.Splashes may occur during weighing, handling, or mixing. The chemical can cause severe irritation to the eyes, corneal damage, or even permanent loss of vision.
Ventilation is of great importance.Ventilation is very important. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under the fume hood. (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid may emit fumes or vapors that can be inhaled.Inhalation of fumes and vapors from (2E)-3 - (3 - chloro - 4- fluorophenyl - acrylic acid is possible. Inhalation of these can irritate the respiratory tract, causing coughing, shortness of breath, or in more severe cases, damage to the lungs.Inhalation can cause irritation of the respiratory tract and lead to coughing, shortness or breath, or, in more serious cases, lung damage. The fume hood effectively removes these potentially harmful vapors from the breathing zone.The fume hood removes these potentially dangerous vapors from your breathing zone.
When handling the chemical, be careful during all operations.Be careful when handling the chemical. Avoid creating dust.Avoid creating dust. If the substance is in solid form, gentle handling during weighing and transfer is necessary.When the substance is solid, it is important to handle it gently during weighing and transport. Dust particles can be easily inhaled, and they may also settle on surfaces and come into contact with skin later.Dust particles are easily inhaled and can settle on surfaces or come into contact with the skin.
In case of accidental contact, have a plan in place.Prepare a plan for accidental contact. For skin contact, immediately wash the affected area with plenty of water for at least 15 minutes.If skin contact occurs, wash the affected area immediately with plenty of lukewarm water for at least fifteen minutes. Remove any contaminated clothing during this process.During this process, remove any contaminated clothing. If eye contact occurs, rinse the eyes thoroughly with running water for at least 15 minutes, holding the eyelids open.If eye contact occurs rinse the eyes thoroughly for at least 15 minute with running water, while keeping the eyelids wide open. Seek medical attention promptly in both cases.In both cases, seek medical attention immediately.
Proper storage is also a key safety measure.Proper storage is another important safety measure. Store (2E)-3-(3 - Chloro - 4 - fluorophenyl)acrylic acid in a cool, dry place, away from sources of heat, ignition, and incompatible substances.Store (2E-3)-(3-Chloro- 4-fluorophenyl-acrylic acid) in a cool and dry place away from heat sources, ignitions, and incompatible substances. Keep it in a tightly - sealed container to prevent leakage and the release of vapors.Keep it in an airtight container to avoid leakage and vapor release. This helps maintain the integrity of the chemical and reduces the risk of accidental exposure.This will help maintain the integrity and reduce the risk of accidental chemical exposure.
What are the storage requirements for (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid?
(2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid is a chemical compound. When it comes to its storage requirements, several factors need to be considered.When it comes time to store the acid, there are several factors to consider.
First, storage temperature is crucial.The temperature at which the compound is stored is of paramount importance. It is generally advisable to store this compound in a cool environment.In general, it is best to store this compound in an environment that is cool. High temperatures can accelerate chemical reactions, potentially leading to decomposition or changes in the chemical structure of the acid.High temperatures can speed up chemical reactions and lead to decomposition of the acid or changes in its chemical structure. A temperature range around 2 - 8 degC is often ideal for many organic acids like this one.Many organic acids, like this one, are best served by a temperature range between 2 and 8 degC. This temperature range helps to maintain the stability of the compound over an extended period.This temperature range helps maintain the stability of this compound for an extended period. If stored at higher temperatures, there is a risk of the acid undergoing unwanted polymerization or degradation reactions.Acids stored at higher temperature can undergo unwanted polymerization and degradation reactions.
Second, the storage container is of great importance.The second is the storage container. It should be made of a material that is resistant to corrosion by the acid.It should be made from a material resistant to acid corrosion. Glass containers are often a good choice as they are relatively inert and do not react with most organic acids.Glass containers are a good option as they are relatively inert, and do not react to most organic acids. However, if using glass, care must be taken to ensure it is thick - walled enough to withstand any potential pressure build - up.Glass containers must be thick enough to withstand pressure build-up. Plastic containers made from materials like high - density polyethylene (HDPE) can also be used, provided they are compatible with the acid.Plastic containers made of materials such as high-density polyethylene (HDPE), if compatible with the acid, can also be used. The container should be tightly sealed to prevent the entry of moisture and air.The container must be tightly sealed in order to prevent moisture and air from entering.
Moisture is a significant concern.Moisture can be a major problem. (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid can react with water, which may lead to hydrolysis reactions. Hydrolysis can change the chemical properties of the acid, affecting its purity and functionality.Hydrolysis can alter the chemical properties of an acid, affecting both its purity and functionality. Therefore, it is essential to store the compound in a dry environment.It is important to store the compound in an environment that is dry. Desiccants can be placed in the storage area or within the storage container to absorb any moisture that might be present.Desiccants are placed in the storage area, or even within the container, to absorb any moisture.
Exposure to light should also be minimized.Avoiding exposure to light is also important. Light, especially ultraviolet light, can initiate photochemical reactions in the acid.Light, particularly ultraviolet light, can cause photochemical reactions to occur in the acid. These reactions can cause degradation and the formation of unwanted by - products.These reactions can lead to degradation and the formation unwanted by-products. Storing the compound in a dark place, such as a cabinet or a storage room with limited light exposure, or using opaque containers can help protect it from the effects of light.Store the compound in a dark area, such as an opaque container or a cabinet with limited exposure to light.
Finally, proper labeling of the storage container is necessary.The labeling of the container is also important. The label should clearly indicate the name of the compound, its chemical formula, the date of storage, and any relevant safety information.Labels should clearly state the name of the compound and its chemical formula as well as the date of storage. This helps in easy identification and also ensures that proper safety precautions are taken when handling the stored compound.This allows for easy identification, and ensures that the compound is handled with safety. By following these storage requirements, the integrity and quality of (2E)-3-(3-Chloro-4-fluorophenyl)acrylic acid can be maintained for an extended period.