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4-fluorophenyl Acrylic Acid


Properties
Product Name 4-Fluorophenyl acrylic acid
Cas Number 403-73-2
Formula C9H7FO2
Molar Mass 166.15
Melting Point 59-61°C
Boiling Point 286°C
Density 1.226 g/cm3
Pka 4.33
Solubility In Water Slightly soluble
Flash Point 127.2 °C
Refractive Index 1.573
Appearance White solid
Odor Aromatic
Vapor Pressure Not available
Stability Stable under normal conditions
FAQ

What is the chemical structure of 4-Fluorophenylacrylic acid?

4 - Fluorophenylacrylic acid is an organic compound with an interesting chemical structure.The chemical structure of fluorophenylacrylic is interesting.
The base structure of this compound is derived from acrylic acid.This compound's base structure is derived by acrylic acid. Acrylic acid has the formula CH2=CH - COOH.Acrylic acid is represented by the formula CH2=CH-COOH. It consists of a vinyl group (CH2=CH - ) attached to a carboxyl group (-COOH).It is composed of a vinyl group attached to a carboxyl (-COOH) group. The carboxyl group is a characteristic functional group in organic acids, responsible for its acidic properties.The carboxyl functional group is responsible for the acidic properties of organic acids. It can donate a proton (H+) in an aqueous solution due to the resonance - stabilized carboxylate anion that forms upon deprotonation.It can donate a proton (H+) to an aqueous solvent due to the resonance-stabilized carboxylate anion formed upon deprotonation.

In 4 - Fluorophenylacrylic acid, a phenyl group is attached to the vinyl part of the acrylic acid structure.In 4 - Fluorophenylacrylic Acid, a phenyl is attached to the vinyl portion of the acrylic acid. The phenyl group is a six - membered aromatic ring with the formula C6H5.The phenyl ring is a six-membered aromatic ring, with the formula C6H5. The attachment occurs at a specific position on the phenyl ring, which is the 4 - position.The attachment is made at the 4 -position on the phenyl group. This means that the vinyl - acrylic acid moiety is connected to the phenyl ring at the carbon atom that is fourth in the numbering system of the phenyl ring's carbon atoms.This means that the vinyl-acrylic acid moiety is attached to the phenyl chain at the carbon atom which is the fourth in the numbering of the phenyl rings carbon atoms.

Furthermore, a fluorine atom is also attached to the phenyl ring.A fluorine atom can also be attached to the phenyl group. This fluorine substitution occurs at the same 4 - position where the vinyl - acrylic acid group is attached.This fluorine replacement occurs at the same 4-position where the vinyl-acrylic acid group is attached. The presence of the fluorine atom can significantly affect the physical and chemical properties of the compound.The presence of a fluorine atom in a compound can have a significant impact on its physical and chemical properties. Fluorine is a highly electronegative element.Fluorine is an element that is highly electronegative. Its presence can influence the electron density distribution within the phenyl ring and the entire molecule.Its presence can affect the electron density distribution in the phenyl rings and the entire molecule. This, in turn, can impact properties such as solubility, reactivity, and biological activity.This can affect properties such as solubility and biological activity. For example, the increased electronegativity of the fluorine - containing phenyl group can make the molecule more polar compared to the non - fluorinated analog, potentially affecting its interactions with other molecules in a biological or chemical environment.The increased electronegativity in the fluorine-containing phenyl groups can make the molecule polar, potentially affecting the interactions of the molecule with other molecules within a biological or chemistry environment. Overall, the combination of the phenyl, fluorine, vinyl, and carboxyl groups in 4 - Fluorophenylacrylic acid results in a unique chemical structure with diverse potential applications in areas such as pharmaceuticals, agrochemicals, and materials science.The combination of phenyl and fluorine groups, vinyl and carboxyl in 4 -fluorophenylacrylic acids results in a unique structure that has diverse potential applications, such as in pharmaceuticals, agrochemicals and materials science.

What are the applications of 4-Fluorophenylacrylic acid?

4 - Fluorophenylacrylic acid has several important applications.Fluorophenylacrylic Acid has many important applications.
In the field of pharmaceuticals, it serves as a key intermediate.It is a key chemical intermediate in the pharmaceutical industry. Its unique structure, with the fluorine atom and the acrylic acid moiety, can be utilized to design and synthesize drugs with enhanced properties.Its unique structure with the fluorine and acrylic acid moiety can be used to design and synthesize enhanced properties. Fluorine substitution often modifies a molecule's lipophilicity, which can improve its ability to cross cell membranes.Fluorine substitution can modify a molecule’s lipophilicity and improve its ability of crossing cell membranes. This property is crucial for drugs to reach their target sites within the body.This property is essential for drugs to reach the target sites in the body. For example, it may be incorporated into drugs aimed at treating certain types of cancers.It may be used in drugs that treat certain types of cancer. The acrylic acid group can participate in various chemical reactions during drug synthesis, allowing for the attachment of other functional groups that are essential for the drug's biological activity, such as binding to specific receptors in cancer cells.The acrylic acid group is involved in various chemical reactions that occur during drug synthesis. This allows for the attachment of functional groups which are necessary for the biological activity of the drug, such as binding specific receptors on cancer cells.

In the area of materials science, 4 - Fluorophenylacrylic acid can be used in the preparation of specialty polymers.In the field of materials science, it is possible to prepare specialty polymers using 4 - fluorophenylacrylic acids. When polymerized, the resulting polymers can have unique properties.Polymers that are polymerized can have unique properties. The fluorine - containing aromatic ring can impart increased chemical resistance to the polymer.The fluorine-containing aromatic ring can increase the chemical resistance of the polymer. These polymers may find applications in coatings.These polymers can be used in coatings. For instance, they can be used to coat surfaces in harsh chemical environments, like in industrial plants where the equipment is exposed to corrosive substances.They can be used in harsh chemical environments like industrial plants, where equipment is exposed corrosive substances. The acrylic acid functionality enables the polymer to be cross - linked, which further enhances its mechanical strength and durability.The polymer can be cross-linked due to the acrylic acid functionality, which increases its mechanical strength and durability. This makes it suitable for use in protective coatings for metals, plastics, and other substrates.This makes it ideal for use as protective coatings on metals, plastics and other substrates.

It also has applications in the synthesis of fluorescent dyes.It can also be used in the synthesis fluorescent dyes. The fluorophenyl group can contribute to the chromophore structure of the dye.The fluorophenyl can contribute to the dye's chromophore. The acrylic acid group can be used to attach the dye molecule to different substrates, such as proteins or nucleic acids in biological research.The acrylic acid group is used to attach dye molecules to different substrates in biological research, such as nucleic acids or proteins. These dyes can be used for fluorescence microscopy, where they help in visualizing specific biological structures or molecules.These dyes are used in fluorescence microscopy to visualize specific biological structures and molecules. The fluorine atom can fine - tune the fluorescence properties of the dye, such as its emission wavelength and quantum yield, making it more suitable for specific applications within the life sciences.The fluorine atom is able to fine-tune the fluorescence properties, such as the emission wavelength and quantum yield of the dye. This makes it more suitable for certain applications within the life sciences.

In addition, 4 - Fluorophenylacrylic acid can be involved in the development of agrochemicals.In addition, the development of agrochemicals can also be aided by 4 - fluorophenylacrylic acids. It can be a building block for synthesizing pesticides or herbicides.It can be used as a building-block for the synthesis of pesticides and herbicides. The fluorine atom can enhance the compound's stability in the environment and its ability to target specific pests or weeds.The fluorine atom increases the compound's ability to be stable in the environment, and can also target specific pests or plants. The acrylic acid part can be modified to increase the compound's solubility in water or its ability to adhere to plant surfaces, ensuring effective application in agricultural settings.The acrylic acid can be modified to increase its solubility in the water or to increase its ability to adhere on plant surfaces. This will ensure effective application in agricultural settings.

What are the properties of 4-Fluorophenylacrylic acid?

4 - Fluorophenylacrylic acid has several important properties.Fluorophenylacrylic Acid has many important properties.
Physical Properties

In terms of appearance, 4 - Fluorophenylacrylic acid is typically a solid at room temperature.At room temperature, 4 - Fluorophenylacrylic Acid is usually a solid. Its melting point is an important characteristic.Its melting temperature is an important characteristic. Precise determination of the melting point can help in identifying and purifying the compound.The melting point can be determined precisely to identify and purify the compound. For this particular acid, the melting point provides a benchmark for quality control in synthetic processes.The melting point of this acid is a good benchmark for quality control during synthetic processes.

Solubility is another key physical property.Another important physical property is solubility. It has limited solubility in water due to the hydrophobic nature of the phenyl and fluorophenyl groups.It has a limited solubility in the water due to its hydrophobic nature. However, it shows better solubility in organic solvents such as ethanol, methanol, and dichloromethane.It is more soluble in organic solvents like ethanol, dichloromethane, and methanol. This solubility behavior is crucial for its handling in chemical reactions, as it allows for the selection of appropriate solvents for dissolution, reaction medium, and separation processes.This solubility is important for its handling in a chemical reaction, as it allows the selection of suitable solvents for dissolution and reaction medium.

Chemical Properties

The presence of the carboxylic acid group (-COOH) imparts acidic properties to 4 - Fluorophenylacrylic acid.The presence of carboxylic acid groups (-COOHs) gives 4 - fluorophenylacrylic acids acidic properties. It can donate a proton in the presence of a base, participating in acid - base reactions.It can donate a protons in the presence a base and participate in acid-base reactions. This property is exploited in various chemical syntheses, for example, in the formation of salts with metal hydroxides or amines.This property is used in various chemical synthesis, such as the formation of salts containing metal hydroxides and amines. These salts may have different solubility and reactivity profiles compared to the free acid, which can be useful in drug formulation or in the preparation of specialty chemicals.These salts can have different solubility profiles and reactivity profiles than the free acid. This can be useful for drug formulation or the preparation of specialty chemical.

The double bond in the acrylic acid part of the molecule endows it with reactivity towards addition reactions.The double bond in acrylic acid gives it a reactivity for addition reactions. It can react with electrophiles such as bromine or hydrogen halides via electrophilic addition.It can react via electrophilic addition with electrophiles like bromine or hydrogen chlorides. This reactivity can be used to introduce new functional groups onto the molecule, expanding its synthetic utility.This reactivity is used to introduce functional groups onto the molecules, increasing its synthetic utility. For instance, addition of bromine across the double bond can be the first step in a multi - step synthesis to create more complex structures.Addition of bromine across a double bond, for example, can be the first step to a multi-step synthesis that creates more complex structures.

The fluorine atom on the phenyl ring also affects the chemical properties.The chemical properties are also affected by the fluorine atom. Fluorine is highly electronegative, which can influence the electron density distribution in the molecule.Fluorine has a high electronegative value, which can affect the electron density distribution within the molecule. This can lead to enhanced acidity compared to phenylacrylic acid without the fluorine substitution.This can result in a higher acidity than phenylacrylic acids without the fluorine substitute. Additionally, the fluorine atom can direct the regiochemistry of reactions, such as electrophilic aromatic substitution reactions on the phenyl ring.The fluorine atom also directs the regiochemistry for reactions, like electrophilic aromatic substitutions on the phenyl rings. It can either activate or deactivate the ring towards incoming electrophiles depending on the reaction conditions, and can also determine the position at which the substitution occurs.It can activate or deactivate ring towards incoming electronphiles depending upon the reaction conditions. It can also determine where the substitution occurs.

These physical and chemical properties of 4 - Fluorophenylacrylic acid make it a valuable building block in organic synthesis, with applications in the production of pharmaceuticals, agrochemicals, and materials science.This 4 - fluorophenylacrylic acids physical and chemical properties make it an important building block for organic synthesis. It is used in the production and agrochemicals and materials science.

How is 4-Fluorophenylacrylic acid synthesized?

4 - Fluorophenylacrylic acid can be synthesized through the following general approach.The following general approach can be used to synthesize 4 - Fluorophenylacrylic Acid.
One common method is via the Knoevenagel condensation reaction.Knoevenagel condensation is a common method. The starting materials typically include 4 - fluorobenzaldehyde and malonic acid.Starting materials include malonic acid and 4 -fluorobenzaldehyde. In this reaction, a base is usually required as a catalyst.As a catalyst, a base will be needed in this reaction. For example, pyridine can be used as the base.As an example, pyridine is a base.

The reaction proceeds as follows: First, the base deprotonates the malonic acid, generating a carbanion.The reaction proceeds in the following way: First, the malonic acid is deprotonated by the base, resulting in a carbanion. This carbanion then attacks the carbonyl carbon of 4 - fluorobenzaldehyde.This carbanion attacks the carbonyl atom of 4 -fluorobenzaldehyde. After the nucleophilic addition, there is an elimination step.After the nucleophilic additon, there is a step of elimination. The elimination of a molecule of carbon dioxide occurs, leading to the formation of 4 - fluorophenylacrylic acid.The elimination of one molecule of carbon dioxide leads to the formation of 4-fluorophenylacrylic acids.

The reaction is usually carried out in an organic solvent, such as ethanol or toluene.The reaction is carried out in organic solvents such as ethanol or Toluene. The reaction mixture is heated to an appropriate temperature, typically around 80 - 120 degC, depending on the solvent and reaction conditions, to facilitate the reaction progress.To facilitate the reaction, the reaction mixture is heated up to a temperature that is suitable, usually between 80-120 degC depending on the solvent used and the reaction conditions. The reaction time can vary from several hours to overnight, during which the reaction reaches completion.The reaction can take several hours or overnight to complete.

After the reaction is complete, the product can be isolated and purified.After the reaction has completed, the product can then be purified and isolated. The reaction mixture may first be cooled.The reaction mixture can be cooled first. Then, the product can be separated from the reaction mixture by techniques such as filtration if there are any precipitates formed.If there are any precipitates, you can separate the product from the reaction mix using techniques like filtration. To further purify the 4 - fluorophenylacrylic acid, methods like recrystallization can be employed.Recrystallization is one way to purify 4 -fluorophenylacrylic acids. Recrystallization is usually done using a suitable solvent pair, for example, a combination of a polar solvent like ethanol and a non - polar solvent like hexane.Recrystallization usually involves a suitable solvent combination, such as a mixture of a polar and non-polar solvent, like ethanol. The crude product is dissolved in the minimum amount of hot polar solvent, and then the non - polar solvent is added slowly until the solution becomes slightly cloudy.The crude product is dissolved into a small amount of hot polar solution, and the non-polar solvent is slowly added until the solution is slightly cloudy. Cooling the solution slowly allows the pure 4 - fluorophenylacrylic acid to crystallize out, which can then be collected by filtration and dried to obtain the final product.The solution is cooled slowly to allow the 4 - fluorophenylacrylic acids to crystallize. These can be collected and dried by filtration.

Another possible synthetic route could involve the use of Wittig reaction.A second possible route to synthesize a compound is by using the Wittig reaction. Starting from 4 - fluorobenzaldehyde, a phosphonium ylide is prepared.From 4 -fluorobenzaldehyde a phosphonium is ylide. The phosphonium ylide can be generated from a phosphonium salt and a strong base.The phosphonium is produced by combining a phosphonium and a strong acid. The reaction between the 4 - fluorobenzaldehyde and the phosphonium ylide results in the formation of 4 - fluorophenylacrylic acid.The reaction between 4 -fluorobenzaldehyde, and the phosphoniumylide leads to the formation of 4-fluorophenylacrylic acids. Similar to the previous method, purification steps such as column chromatography or recrystallization are needed to obtain the pure product.Purification steps, such as recrystallization or column chromatography, are required to obtain a pure product. However, the Wittig reaction may require more careful handling of the reagents due to the reactivity of the phosphonium ylide and the reaction conditions may be more stringent compared to the Knoevenagel condensation.The reactivity and reaction conditions of the phosphonium-ylide may make the Wittig Reaction more difficult to perform than the Knoevenagel Condensation.

What are the safety precautions when handling 4-Fluorophenylacrylic acid?

4 - Fluorophenylacrylic acid is a chemical compound, and when handling it, several safety precautions should be taken.When handling this chemical compound, it is important to take several safety precautions.
First, personal protective equipment is essential.Personal protective equipment is a must. Wear appropriate laboratory clothing, such as a lab coat, to prevent direct contact of the chemical with your regular clothes.Wear laboratory clothing such as a labcoat to avoid direct contact with the chemical. Safety goggles are necessary to protect your eyes from potential splashes.Safety goggles will protect your eyes against potential splashes. Chemical - resistant gloves, preferably made of materials like nitrile, should be worn to safeguard your hands.Wear chemical-resistant gloves made from materials such as nitrile to protect your hands. The gloves need to be checked regularly for any signs of damage or leakage.Check the gloves regularly for signs of damage or leakage.

In the work environment, ensure good ventilation.Assure good ventilation in the workplace. Work in a well - ventilated area, such as a fume hood if possible.If possible, work in an area that is well-ventilated. This helps to prevent the build - up of vapors, which could be inhaled.This will help to prevent the accumulation of vapors that could be inhaled. Inhalation of 4 - fluorophenylacrylic acid or its vapors may cause irritation to the respiratory tract, potentially leading to coughing, shortness of breath, or other respiratory problems.Inhaling 4 - Fluorophenylacrylic Acid or its vapors can cause irritation of the respiratory tract. This could lead to coughing, shortness or breath, and other respiratory problems.

When handling the chemical, avoid generating dust.Avoid creating dust when handling the chemical. 4 - fluorophenylacrylic acid in powder form can create dust particles that are easily inhaled.Fluorophenylacrylic Acid in powder form can produce dust particles that are easy to inhale. Use proper techniques when transferring or weighing the compound to minimize dust formation.To minimize dust, use the correct techniques when transferring the compound or weighing it. For example, use a scoopula carefully and close containers promptly.Use a scoopula with care and close containers quickly.

In case of contact with the skin, immediately rinse the affected area with plenty of water for at least 15 minutes.Rinse the affected area immediately with plenty of water and for at least 15 min. Remove any contaminated clothing during this process.During this process, remove any contaminated clothing. If the chemical gets into the eyes, rinse thoroughly with water for an extended period and seek immediate medical attention.If the chemical gets in the eyes, rinse with water for a long time and seek immediate medical care.

In the event of ingestion, do not induce vomiting unless specifically instructed by a medical professional.If you have eaten something, do not induce vomiting until a doctor has specifically instructed you to. Instead, drink plenty of water and seek medical help right away.Drink plenty of water instead and seek immediate medical attention.

Storage of 4 - fluorophenylacrylic acid is also important.It is important to store 4 - Fluorophenylacrylic Acid. Keep it in a cool, dry place, away from sources of heat and ignition.Keep it cool and dry, away from heat sources and ignition. Store it in a properly labeled container to avoid confusion with other chemicals.Store it in a container that is clearly labeled to avoid confusion with any other chemicals. Also, ensure that the storage area is well - marked and accessible only to authorized personnel.Ensure that the storage area has been well-marked and is only accessible to authorized personnel.

Finally, be familiar with the safety data sheet (SDS) of 4 - fluorophenylacrylic acid.Be familiar with the safety information sheet (SDS), which contains detailed information about 4 - Fluorophenylacrylic Acid. The SDS contains detailed information about the chemical's hazards, first - aid measures, and proper handling procedures.The SDS provides detailed information on the hazards of the chemical, first-aid measures, and proper handling. By following these safety precautions, the risks associated with handling 4 - fluorophenylacrylic acid can be significantly reduced.These safety precautions can reduce the risks of handling 4 - Fluorophenylacrylic Acid.