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Product Name | 3-Benzoylacrylic Acid |
Cas Number | 19448-06-9 |
Formula | C10H8O3 |
Molar Mass | 176.17 |
Melting Point | 159-161 °C |
Boiling Point | Not available |
Density | Not available |
Solubility In Water | Slightly soluble |
Appearance | White solid |
Pka | 3.7 |
Refractive Index | Not available |
Stability | Stable under normal conditions |
Flash Point | Not available |
Vapor Density | Not available |
Logp | 1.97 |
What is the chemical structure of 3-Benzoylacrylic acid?
3-Benzoylacrylic acid is an organic compound with a specific chemical structure.3-Benzoylacrylic Acid is an organic compound that has a specific chemistry. Its molecular formula is C10H8O3.Its molecular structure is C10H8O3.
The structure of 3 - benzoylacrylic acid can be understood by breaking it down into its components.By breaking down 3 - benzoylacrylic acids into its constituents, you can understand the structure. It contains a benzoyl group and an acrylic acid moiety.It contains both a benzoyl moiety and an acrylic acid group.
The benzoyl group consists of a benzene ring attached to a carbonyl group (C=O).The benzoyl ring is attached to a carbonyl (C=O) group. The benzene ring is a six - membered aromatic ring with alternating double bonds.The benzene is a six-membered aromatic ring, with double bonds that alternate. Each carbon atom in the benzene ring is sp2 hybridized.Each carbon atom of the benzene is sp2 hybridized. The carbonyl group in the benzoyl part is attached to one of the carbon atoms of the benzene ring.The carbonyl group of the benzoyl portion is attached to a carbon atom of the benzene rings. The carbonyl carbon is also sp2 hybridized, and the double - bond character of C=O gives it certain reactivity.The carbonyl group is also sp2 hybridized, and its double-bond character C=O gives it a certain reactivity.
The acrylic acid part has a vinyl group (CH=CH2) attached to a carboxyl group (COOH).The acrylic acid has a vinyl group attached to a carboxyl (COOH). The carbon - carbon double bond in the vinyl group is formed by the overlap of sp2 hybridized orbitals of the two carbon atoms.The double bond formed by the carbon-carbon in the vinyl group comes from the overlap of sp2 orbitals on the two carbon atoms. The carboxyl group consists of a carbonyl group (C=O) and a hydroxyl group (OH) attached to the same carbon atom.The carboxyl group is composed of a carbonyl (C=O), and an hydroxyl (OH), both attached to the same carbon. The carbon atom in the carboxyl group is sp2 hybridized.The carbon atom of the carboxyl is sp2 hybridized.
In 3 - benzoylacrylic acid, the benzoyl group is connected to the vinyl group of the acrylic acid part at the 3 - position (counting from the carboxyl - carbon - adjacent carbon in the acrylic acid chain).In 3 – benzoylacrylic acids, the benzoyl groups are connected to the vinyl groups of the acrylic part at the 3 position (counting the carboxyl-carbon-adjacent carbon in the chain of acrylic acid). So, the overall structure has the benzoyl group modifying the acrylic acid structure at the appropriate position.The benzoyl group is modifying the structure of the acrylic acid at the correct position. This combination of the aromatic benzoyl part and the reactive acrylic acid part gives 3 - benzoylacrylic acid unique chemical properties.This combination of the aromatic part and the reactive part of acrylic acid gives 3 - benzoylacrylic an unique chemical property. The aromatic ring provides some stability and hydrophobic character, while the carboxyl group and the carbon - carbon double bond can participate in various chemical reactions such as esterification (due to the carboxyl group) and addition reactions (due to the double bond).The aromatic ring gives the acid some stability and hydrophobic properties, while the carboxyl groups and the carbon-carbon double bond can participate to various chemical reactions like esterification and addition reactions due to the double bonds. These structural features make 3 - benzoylacrylic acid useful in different synthetic organic chemistry applications, for example, in the synthesis of more complex organic molecules or in the preparation of polymers where the double bond can be polymerized under appropriate conditions.These structural characteristics make 3 - benzoylacrylic acids useful in various synthetic organic chemistry applications. For example, the double bond polymerization under appropriate conditions can be used to prepare polymers.
What are the applications of 3-Benzoylacrylic acid?
3-Benzoylacrylic acid, also known as b -benzoylacrylic acid, has several important applications in different fields.3-Benzoylacrylic Acid, also known by the name b-benzoylacrylic acids, has many important applications in various fields.
In the pharmaceutical industry, 3 - benzoylacrylic acid can serve as a key intermediate for the synthesis of various bioactive compounds.In the pharmaceutical industry 3 - benzoylacrylic can serve as an intermediate for the synthesis a variety of bioactive compounds. Its unique chemical structure, with a benzoyl group and an acrylic acid moiety, provides a platform for further chemical modifications.Its unique chemistry, which consists of a benzoyl moiety and an acrylic acid group, allows for further chemical modification. These modifications can lead to the development of drugs with potential anti - inflammatory, antibacterial, or antifungal properties.These modifications could lead to the development drugs with anti-inflammatory, antibacterial or antifungal properties. For example, by reacting it with other functional molecules, chemists can create new chemical entities that may interact with specific biological targets in the human body, such as enzymes or receptors involved in disease - related pathways.By combining it with functional molecules, chemists are able to create new chemical entities which may interact with biological targets such as enzymes and receptors in disease-related pathways.
The compound also finds application in the field of organic synthesis for the preparation of polymers and copolymers.The compound is also used in the organic synthesis to prepare polymers and copolymers. When 3 - benzoylacrylic acid is polymerized or copolymerized with other monomers, it can introduce special functional groups into the polymer chain.When 3 -benzoylacrylic acids are polymerized or co-polymerized with monomers, they can introduce functional groups into the chain of polymers. This can endow the resulting polymers with unique properties like enhanced solubility, improved mechanical strength, or altered surface reactivity.The resulting polymers can have unique properties such as enhanced solubility or improved mechanical strength. These polymers can be used in coatings, adhesives, and films.These polymers are used in coatings and adhesives. In coatings, for instance, the presence of the benzoyl group can potentially enhance the adhesion of the coating to substrates and also contribute to the UV - resistance of the coating due to the absorption properties of the aromatic benzoyl moiety.In coatings for example, the presence or benzoyl group may enhance adhesion to substrates as well as contribute to UV resistance due to the absorption of the aromatic benzoyl moiety.
In the area of dyes and pigments, 3 - benzoylacrylic acid can be utilized in the synthesis of colorants.In the field of dyes and colors, 3 - benzoylacrylic acids can be used to synthesize colorants. The benzoyl and acrylic acid groups can participate in reactions to form chromophores with specific absorption and emission characteristics.The benzoyl- and acrylic-acid groups can be used in reactions to produce chromophores that have specific absorption and emissions characteristics. These synthesized dyes and pigments may have applications in textile dyeing, inkjet printing inks, and coloring of plastics.These synthetic dyes and pigments can be used in textile dyeing, printing inks for inkjet printers, and plastic coloring. Their unique chemical structure can result in colorants that are more resistant to fading, have better light - fastness, and offer a wider range of color options compared to some traditional dyes.Their unique chemical structure can lead to colorants that are more resistant fading, better light-fastness, and offer more color options than some traditional dyes.
Furthermore, 3 - benzoylacrylic acid can be used in the development of fluorescent probes.Moreover, 3 - benzoylacrylic acids can be used to develop fluorescent probes. By incorporating it into a molecule along with appropriate fluorophore - forming units, researchers can create probes that are sensitive to specific environmental factors such as pH, the presence of certain metal ions, or biological molecules.Researchers can create probes sensitive to specific environmental factors, such as pH or the presence of certain metals ions. These fluorescent probes are valuable tools in biological research, allowing for the detection and quantification of various analytes in living cells or biological fluids.These fluorescent probes can be used in biological research to detect and quantify various analytes within living cells or biological fluids.
How is 3-Benzoylacrylic acid synthesized?
3 - Benzoylacrylic acid can be synthesized through the following general approach.The following general approach can be used to synthesize Benzoylacrylic Acid.
One common method is the Perkin reaction.Perkin's reaction is a common method. In this reaction, benzaldehyde reacts with acetic anhydride in the presence of a base such as sodium acetate.In this reaction, benzaldehyde and acetic anhydride react in the presence a base like sodium acetate.
First, benzaldehyde serves as the starting aldehyde component.First, benzaldehyde is the aldehyde starting component. The carbonyl group of benzaldehyde is reactive.The carbonyl group in benzaldehyde can be reactive. Acetic anhydride acts as the source of the acyl group that will be incorporated into the final product.Acetic anhydride is the source for the acyl groups that will be incorporated in the final product. Sodium acetate functions as a weak base.Sodium acetate is a weak base.
The reaction mechanism begins with the base abstracting a proton from acetic anhydride.The reaction begins when the base removes a proton form acetic anhydride. This generates an acetate anion and an acetyl - enolate - like intermediate.This produces an acetate anion, and an intermediate that looks like acetyl-enolate. The enolate then attacks the carbonyl carbon of benzaldehyde.The enolate attacks the carbonyl benzaldehyde. This nucleophilic addition forms an alkoxide intermediate.This nucleophilic reaction forms an intermediate alkoxide.
Subsequently, an intramolecular acyl transfer occurs.Then, an intramolecular transfer of acyl occurs. During this process, the alkoxide oxygen attacks the adjacent carbonyl carbon of the attached acetyl group, resulting in the formation of a b - keto - ester - like intermediate.During this process the alkoxide attacks the adjacent carbonyl of the attached acetyl groups, resulting in a b- keto- ester-like intermediate.
Next, a dehydration step takes place. The b - keto - ester - like intermediate loses a molecule of acetic acid, facilitated by the basic reaction conditions.The basic reaction conditions allow the b – keto – ester – like intermediate to lose a molecule acetic acid. This dehydration leads to the formation of 3 - benzoylacrylic acid.This dehydration results in the formation of 3- benzoylacrylic acids.
After the reaction is complete, the reaction mixture is typically worked up.The reaction mixture is usually worked up after the reaction has completed. This may involve acidification to convert any remaining basic salts into the free acid form.Acidification may be required to convert any remaining salts of basic elements into free acids. Then, the product can be isolated through techniques such as extraction.The product can then be isolated using techniques like extraction. The crude product can be further purified by methods like recrystallization from an appropriate solvent system, for example, a mixture of ethanol and water.The crude product can then be purified further by recrystallization using an appropriate solvent system. For example, a mixture ethanol and water. Recrystallization helps to remove any impurities, resulting in pure 3 - benzoylacrylic acid with the characteristic melting point and other physical properties consistent with the compound.Recrystallization removes any impurities and produces pure 3 - benzoylacrylic acids with the characteristic melting points and other physical characteristics of the compound. This synthesis route provides a relatively straightforward way to obtain 3 - benzoylacrylic acid, which has applications in various fields such as organic synthesis of pharmaceuticals and dyes due to its unique chemical structure containing both a benzoyl and an acrylic acid moiety.This synthesis route is a relatively simple way to obtain 3 – benzoylacrylic acids, which have applications in many fields including organic synthesis and dyes.
What are the properties of 3-Benzoylacrylic acid?
3 - Benzoylacrylic acid, also known as b - benzoylacrylic acid, has several notable properties.3 - Benzoylacrylic Acid, also known by the name b - benzoylacrylic acids, has a number of notable properties.
Physical Properties
In terms of appearance, 3 - Benzoylacrylic acid is typically a solid.In terms of appearance 3 - Benzoylacrylic Acid is usually a solid. It usually exists as white to off - white crystalline powder.It is usually a white to off-white crystalline powder. This physical state is due to the strong intermolecular forces present in the molecule.This is due to strong intermolecular interactions in the molecule. The melting point of 3 - Benzoylacrylic acid is around 185 - 187 degC.The melting point for 3 - Benzoylacrylic Acid is between 185 and 187 degC. The relatively high melting point can be attributed to the presence of hydrogen bonding and van der Waals forces.The high melting point is due to hydrogen bonding and van de Waals forces. The carboxylic acid group (-COOH) in the molecule can form hydrogen bonds with neighboring molecules, holding them in a relatively ordered arrangement in the solid state.The carboxylic group (-COOH), which is part of the molecule, can form hydrogen bonding with neighboring molecules. This holds them in an ordered arrangement in the solid.
It has limited solubility in water.It is not soluble in water. The hydrophobic benzoyl group (C6H5CO - ) attached to the acrylic acid backbone reduces the compound's affinity for water.The hydrophobic benzoyl groups (C6H5CO- ) attached the acrylic acid backbone decreases the compound's affinity to water. However, it shows better solubility in organic solvents such as ethanol, methanol, and acetone.It is more soluble in organic solvents like acetone, methanol and ethanol. The carbon - based organic solvents can interact with the non - polar parts of the 3 - Benzoylacrylic acid molecule through van der Waals forces, allowing the compound to dissolve.Van der Waals forces can be used to interact with the non-polar parts of the 3 Benzoylacrylic Acid molecule. This allows the compound to dissolve.
Chemical Properties
The carboxylic acid functional group in 3 - Benzoylacrylic acid is highly reactive.The carboxylic group in 3 Benzoylacrylic Acid is highly reactive. It can undergo typical acid - base reactions.It can undergo typical acid-base reactions. For example, it can react with bases such as sodium hydroxide (NaOH) to form the corresponding carboxylate salt and water.It can, for example, react with bases like sodium hydroxide to form the carboxylate salts and water. The reaction is as follows: 3 - Benzoylacrylic acid + NaOH - sodium 3 - benzoylacrylate + H2O.The reaction is: 3 Benzoylacrylic Acid + NaOH – sodium 3 Benzoylacrylate + water. This property makes it useful in the synthesis of various salts that may have different solubility and reactivity profiles.This property makes it useful for the synthesis of different salts with different solubility profiles and reactivity profiles.
The double bond in the acrylic acid part of the molecule is also a site of reactivity.The double bond of the acrylic acid molecule is a site for reactivity. It can participate in addition reactions.It can be involved in addition reactions. For instance, it can react with bromine (Br2) in an electrophilic addition reaction.It can, for example, react with bromine in an electrophilic reaction. The bromine molecules add across the double bond, forming a dibromo - derivative.The bromine molecules combine across the double bond to form a dibromo-derivative. This reactivity can be exploited in organic synthesis to introduce new functional groups or to build more complex molecular structures.This reactivity is useful in organic synthesis for introducing new functional groups and building more complex molecular structure.
The benzoyl group also contributes to the compound's chemical behavior.The benzoyl group is also important for the chemical behavior of the compound. It can be involved in reactions characteristic of aromatic ketones.It can be involved with reactions that are characteristic of aromatic ketones. For example, it can undergo reduction reactions.It can, for example, undergo reduction reactions. Catalytic hydrogenation in the presence of a suitable catalyst like palladium on carbon can reduce the carbon - oxygen double bond in the benzoyl group to an alcohol group under appropriate conditions.Under the right conditions, catalytic hydrogenation can be used to reduce the carbon-oxygen double bond of the benzoyl ring into an alcohol ring.
In addition, 3 - Benzoylacrylic acid can participate in polymerization reactions due to the presence of the double bond.The presence of a double bond also allows 3 - Benzoylacrylic Acid to participate in polymerization. Under the influence of initiators, the double bonds can break and link together to form polymers, which may find applications in the production of specialty plastics or coatings.Under the influence initiators, double bonds can break, and link together, forming polymers. These polymers may be used in the production or specialty plastics, or coatings.
What are the safety precautions when handling 3-Benzoylacrylic acid?
When handling 3 - Benzoylacrylic acid, several safety precautions should be followed.Safety precautions must be taken when handling 3 - Benzoylacrylic Acid.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate chemical - resistant gloves.Wear chemical-resistant gloves. Nitrile gloves are often a good choice as they can provide a certain degree of protection against the contact of 3 - Benzoylacrylic acid with the skin.Nitrile gloves can offer a degree of protection from 3 - Benzoylacrylic Acid contact with the skin. This is crucial because direct skin contact may cause irritation, redness, and potential allergic reactions.Direct skin contact can cause irritation, rashes, and allergic reactions. Also, put on safety goggles to safeguard the eyes.Wear safety goggles as well to protect your eyes. If the acid splashes into the eyes, it can lead to serious eye damage, including corneal abrasions and possible vision impairment.If the acid splashes in the eyes, serious eye damage can occur, including corneal erosions and vision impairment. A lab coat or a chemical - resistant apron should be worn to protect the body from any accidental spills or splashes.Wear a lab coat or a chemical-resistant apron to protect your body from accidental spills and splashes.
Second, work in a well - ventilated area.Second, make sure you are working in an area that is well-ventilated. 3 - Benzoylacrylic acid may emit fumes, especially when heated or in concentrated forms.3 - Benzoylacrylic Acid can emit fumes when heated or concentrated. Adequate ventilation helps to disperse these fumes, preventing inhalation.Adequate ventilation can help disperse the fumes and prevent inhalation. Inhalation of its fumes can cause respiratory problems such as coughing, shortness of breath, and irritation of the nasal passages and lungs.Inhaling its fumes may cause respiratory problems, such as coughing and shortness of breathe, or irritation of the nasal and lungs. If possible, conduct operations involving 3 - Benzoylacrylic acid in a fume hood.If possible, perform operations involving 3 Benzoylacrylic Acid in a fume hood. This provides an additional layer of protection by capturing and exhausting fumes directly at the source.This adds an extra layer of protection, as it captures and exhausts fumes at the source.
Third, be careful during storage.Third, take care when storing. Store 3 - Benzoylacrylic acid in a cool, dry place away from sources of heat and ignition.Store 3 - Benzoylacrylic Acid in a cool and dry place, away from heat sources and ignition. It should be kept in a tightly sealed container to prevent evaporation and contamination.Keep it in a tightly-sealed container to prevent contamination and evaporation. Additionally, store it separately from strong oxidizing agents and reducing agents, as chemical reactions between them could be violent and dangerous.Store it away from strong oxidizing and reducing agents. The chemical reactions could be dangerous.
Fourth, in case of spills.Fourth, in the event of spills. If a spill occurs, immediately clear the area of non - essential personnel.Clear the area immediately of all non-essential personnel if a spill occurs. Use appropriate absorbent materials, such as sand or inert absorbent powders, to soak up the spilled acid.Use absorbent materials such as sand, or inert absorbents powders to soak up acid spills. Scoop up the contaminated absorbent and place it in a suitable waste container for proper disposal.Place the contaminated absorbent in a suitable container for disposal. Thoroughly clean the spill area with a mild detergent and water to ensure that no residue remains.Clean the spill area thoroughly with water and a mild detergent to ensure no residue remains.
Finally, in case of contact.In case of contact, wash the affected area immediately with plenty of running water for at least 15 minutes. If the acid comes into contact with the skin, immediately wash the affected area with plenty of running water for at least 15 minutes.If the acid touches the skin, wash the affected area immediately with plenty of water running for at least 15 min. Remove any contaminated clothing during this process.During this process, remove any contaminated clothing. If it gets into the eyes, rinse the eyes continuously with clean water for at least 15 minutes and seek immediate medical attention.If it gets in the eyes, rinse them continuously with clean water for 15 minutes at least and seek immediate medical care. In case of inhalation, move to fresh air immediately and if breathing difficulties persist, call for emergency medical help.In the event of inhalation, you should move to fresh air as soon as possible. If breathing problems persist, seek emergency medical attention.