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Product Name | 3-Benzoylacrylic acid |
Cas Number | 586-95-8 |
Formula | C10H8O3 |
Molar Mass | 176.17 g/mol |
Melting Point | 126-128°C |
Solubility | Soluble in ethanol and ether |
Appearance | Pale yellow powder |
Boiling Point | 370.1°C at 760 mmHg |
Density | 1.248 g/cm3 |
Flash Point | 155.7°C |
Pka | 3.19 |
Stability | Stable under normal temperatures and pressures |
Storage Conditions | Keep container tightly sealed, store in a cool, dry place |
Sensitivity | Light-sensitive |
Refractive Index | 1.628 |
Water Solubility | Slightly soluble |
What is the chemical structure of 3-Benzoylacrylic acid?
3-Benzoylacrylic acid is also known as b -benzoylacrylic acid.3-Benzoylacrylic Acid is also known by the name b-benzoylacrylic acids. Its chemical formula is C10H8O3.Its chemical formula C10H8O3.
The chemical structure of 3 - Benzoylacrylic acid can be described as follows.The chemical structure of 3-Benzoylacrylic Acid can be described in the following way. It contains a benzene ring.It contains a single benzene-ring. The benzene ring is a six - membered planar aromatic ring with alternating single and double bonds, which gives it special stability due to resonance.The benzene is a six-membered aromatic ring that has alternating single and dual bonds. This gives it a special stability because of resonance.
Attached to the benzene ring is a carbonyl - containing group.A carbonyl-containing group is attached to the benzene rings. Specifically, a benzoyl group is attached to the benzene ring.A benzoyl group, specifically, is attached to benzene. The benzoyl group consists of a benzene ring linked to a carbonyl group (C = O).The benzoyl ring is linked to a group of carbonyl (C = O) by a benzene group. The carbon atom of the carbonyl group is directly bonded to the benzene ring.The carbon atom in the carbonyl group has a direct bond to the benzene.
On the other side of the carbonyl carbon, there is a double - bonded carbon atom that is part of an acrylic acid - like structure.The double-bonded carbon atom on the other side of carbonyl carbon is part of a structure that looks like acrylic acid. The acrylic acid part has a carbon - carbon double bond and a carboxyl group (-COOH).The acrylic acid part contains a double carbon-carbon bond and a carboxyl (-COOH) group. The double bond between two carbon atoms in the acrylic acid part is what gives the molecule some degree of reactivity related to addition reactions typical of alkenes.The double bond between the two carbon atoms of the acrylic acid part gives the molecule a degree of reactivity in addition reactions that are typical of alkenes. The carboxyl group, with its - COOH structure, is responsible for the acidic properties of 3 - Benzoylacrylic acid.The carboxyl group with its -COOH structure is responsible for the acidic nature of 3 - Benzoylacrylic Acid. The hydrogen in the - COOH group can be donated in appropriate chemical environments, making the compound acidic.In the right chemical environment, the hydrogen in the '- COOH group' can be donated to make the compound acidic.
In summary, 3 - Benzoylacrylic acid combines the characteristics of an aromatic benzene ring, a carbonyl - containing benzoyl group, and an acrylic acid moiety with a double bond and a carboxyl group.Summary: 3 - Benzoylacrylic Acid combines an aromatic benzene ring with a benzoyl containing carbonyl group and an acrylic acid moiety that has a double-bond and a carboxyl. This combination of functional groups endows the molecule with diverse chemical properties, allowing it to participate in various chemical reactions such as esterification reactions due to the carboxyl group, electrophilic aromatic substitution reactions related to the benzene ring, and addition reactions because of the carbon - carbon double bond.This combination of functional group endows the compound with diverse chemical properties. It allows it to participate in a variety of chemical reactions, such as esterification due to the carboxyl moiety, electrophilic aromatic substitute reactions related to benzene rings, and addition reactions due to the carbon-carbon double bond.
What are the main applications of 3-Benzoylacrylic acid?
3-Benzoylacrylic acid, also known as benzoylpropenoic acid, has several important applications.3-Benzoylacrylic Acid, also known by the name benzoylpropenoic acids, has many important applications.
In the field of organic synthesis, it serves as a valuable intermediate.It is a valuable intermediary in the field of organic syntheses. It can participate in various chemical reactions to construct more complex organic compounds.It can be used in a variety of chemical reactions to create more complex organic compounds. For example, through esterification reactions, it can form esters.It can, for example, form esters through esterification reactions. These esters may find applications in the production of fragrances and flavorings.These esters can be used in the production or flavorings and fragrances. The unique structure of 3 - benzoylacrylic acid allows for the introduction of specific functional groups, enabling the synthesis of molecules with desired properties for different industries.The unique structure of 3-benzoylacrylic acids allows for the introduction specific functional groups. This allows the synthesis of molecules that have desired properties in different industries.
In the pharmaceutical industry, 3 - benzoylacrylic acid can be used as a starting material for the synthesis of certain drugs.In the pharmaceutical industry 3 - benzoylacrylic can be used as an initial material for the synthesizing of certain drugs. Its chemical properties make it possible to modify and build structures that have potential biological activities.Its chemical properties allow it to be modified and built into structures with potential biological activity. Some derivatives synthesized from it may possess anti - inflammatory, antibacterial, or other therapeutic properties.Some derivatives synthesized using it may have anti-inflammatory, antibacterial or other therapeutic properties. Research is ongoing to explore and develop more effective drug candidates based on this compound.This compound is the subject of ongoing research to develop more effective drug candidate based on it.
In the area of materials science, 3 - benzoylacrylic acid can be involved in the preparation of polymers.In the field of materials science, polymers can be prepared using 3 - benzoylacrylic acids. By copolymerizing it with other monomers, polymers with special properties can be obtained.Polymers with special properties are obtained by copolymerizing 3 - benzoylacrylic acid with other monomers. These polymers may have enhanced mechanical strength, thermal stability, or optical properties.These polymers can have improved mechanical strength, thermal stability or optical properties. For instance, in the production of specialty plastics or coatings, the incorporation of 3 - benzoylacrylic acid - based monomers can impart unique characteristics such as better adhesion or resistance to environmental factors.In the production of specialty coatings or plastics, 3 - benzoylacrylic acids - based polymers can impart unique properties such as better adhesion and resistance to environmental factors.
In addition, 3 - benzoylacrylic acid can be used in the synthesis of dyes.It can also be used to synthesize dyes. Its chromophoric structure can contribute to the development of dyes with specific color - emitting properties.Its chromophoric nature can be used to develop dyes with specific color-emitting properties. These dyes may be used in textile dyeing, printing inks, or even in some optical and display applications where precise color control is required.These dyes can be used for textile dyeing, printing, or in certain optical and display applications that require precise color control.
Overall, 3 - benzoylacrylic acid is a versatile compound with a wide range of applications in organic synthesis, pharmaceuticals, materials science, and the dye industry, making it an important substance in chemical research and industrial production.Overall, 3 – benzoylacrylic is a versatile substance with a variety of applications, including organic synthesis, pharmaceuticals and materials science. It is also an important substance for chemical research and industrial production.
How is 3-Benzoylacrylic acid synthesized?
3-Benzoylacrylic acid can be synthesized through the following general approach, often involving a Knoevenagel condensation reaction.The following general approach can be used to synthesize 3-Benzoylacrylic Acid, which often involves a Knoevenagel reaction.
1. Starting materials preparationStart materials preparation
The key starting materials are benzaldehyde and malonic acid.The two key materials for the production of malonic acid and benzaldehyde are benzaldehyde. Benzaldehyde is an aromatic aldehyde with a characteristic almond - like odor.Benzaldehyde, an aromatic aldehyde, has a characteristic almond-like odor. Malonic acid, a dicarboxylic acid, is readily available.Malonic acid is a dicarboxylic acids that is readily available. These compounds should be of high purity to ensure a successful synthesis.To ensure a successful synthesis, these compounds should be high purity. Benzaldehyde can be obtained from commercial suppliers or prepared through oxidation of benzyl alcohol.Benzaldehyde is available from commercial suppliers, or can be prepared by oxidizing benzyl alchol. Malonic acid is commonly sourced from chemical manufacturers.Chemical manufacturers are a common source of malonic acid.
2. Reaction setupReaction setup
The reaction is typically carried out in a suitable solvent.The reaction is usually carried out in an appropriate solvent. Pyridine is a common choice as it can act as both a solvent and a base catalyst.Pyridine is often used as it can be used as a catalyst and as a solvent. In a reaction flask, benzaldehyde and malonic acid are added in appropriate stoichiometric ratios, usually with a slight excess of malonic acid to drive the reaction forward.In a reaction flask benzaldehyde is added to malonic acid in the appropriate stoichiometric proportions. For example, a molar ratio of benzaldehyde:malonic acid of around 1:1.2 might be used.For example, you might use a molar proportion of malonic acid to benzaldehyde of 1:1.2.
3. Reaction processReaction process
As the reaction mixture is heated, typically under reflux conditions, the pyridine - catalyzed Knoevenagel condensation occurs.The Knoevenagel condensation is catalyzed by pyridine and occurs when the reaction mixture is heated. The carbonyl group of benzaldehyde reacts with the active methylene group of malonic acid.The carbonyl group in benzaldehyde reacts to the active methylene of malonic acid. The base (pyridine) first deprotonates the methylene group of malonic acid, generating a carbanion.The base (pyridine), first deprotonates methylene group in malonic acid to generate a carbanion. This carbanion then attacks the carbonyl carbon of benzaldehyde.This carbanion attacks the carbonyl of benzaldehyde. Subsequently, a series of proton - transfer and elimination steps take place.Then, a series proton-transfer and elimination steps are performed. The elimination of water molecule leads to the formation of 3 - benzoylacrylic acid.The elimination of the water molecule results in the formation of 3-benzoylacrylic Acid. The reaction is usually monitored by thin - layer chromatography (TLC) to determine the progress and completion of the reaction.Thin - layer chromatography is used to monitor the reaction and determine its progress. As the reaction proceeds, the spots corresponding to the starting materials on the TLC plate will decrease in intensity, while the spot of the product will appear and increase in intensity.As the reaction progresses, the spots on the TLC plates that correspond to the starting materials will decrease in intensity while the spots of the product will increase in intensity.
4. Product isolation and purification4.
After the reaction is complete, the reaction mixture is cooled.After the reaction has been completed, the reaction mixture must be cooled. The product can be isolated by acidifying the reaction mixture with a mineral acid such as hydrochloric acid.The product can be separated by acidifying the mixture with a mineral or hydrochloric acids. This protonates any remaining basic species and causes the precipitation of 3 - benzoylacrylic acid.This causes the precipitation 3 - benzoylacrylic acids by protonating any remaining basic species. The solid product is then filtered, washed with cold water to remove any soluble impurities, and dried.The solid product is filtered, washed in cold water to remove soluble impurities and dried. Further purification can be achieved through recrystallization.Recrystallization can be used to achieve further purification. A suitable solvent system, such as a mixture of ethanol and water, is chosen.The solvent system is selected, which can be a mixture of water and ethanol. The crude product is dissolved in the hot solvent mixture, and upon slow cooling, pure 3 - benzoylacrylic acid crystallizes out, leaving behind any remaining impurities in the solution.The crude product is dissolved into the hot solvent mixture and, upon cooling, the pure 3 -benzoylacrylic acids crystallizes, leaving behind all impurities.
What are the physical and chemical properties of 3-Benzoylacrylic acid?
3 - Benzoylacrylic acid, also known as 3 - (benzoyl)acrylic acid, has distinct physical and chemical properties.3 Benzoylacrylic Acid, also known by the name 3 Benzoylacrylic Acid, has distinct chemical and physical properties.
Physical properties:Physical Properties
Appearance: It typically exists as a solid.Appearance: Typically, it is a solid. Usually, it may appear as white to off - white crystalline powder.It may appear as a white or off-white crystalline powder. This solid form is due to the relatively strong intermolecular forces in the compound.This solid form is a result of the relatively strong intermolecular force in the compound. The crystalline nature indicates an ordered arrangement of molecules in the solid state.The crystalline structure indicates an orderly arrangement of molecules.
Melting point: The melting point of 3 - benzoylacrylic acid is an important physical characteristic.Melting point is an important physical property. It has a melting point in a certain range.It has a melting range. The melting point is influenced by factors such as the strength of intermolecular forces, including hydrogen bonding and van der Waals forces.The melting point can be affected by factors like the strength of intermolecular interactions, such as hydrogen bonding or van der Waals forces. In this compound, the presence of the carboxylic acid group (-COOH) can participate in hydrogen bonding, which contributes to the relatively high melting point compared to some non - hydrogen - bonding compounds.The presence of the carboxylic group (-COOH), in this compound, can participate in hydrogen bonds, which contributes towards the relatively high melting temperature compared to other non-hydrogen-bonding compounds.
Solubility: In terms of solubility, 3 - benzoylacrylic acid shows some selectivity.Solubility: 3 - benzoylacrylic shows some selectivity in terms of its solubility. It has limited solubility in water.It is only slightly soluble in water. The hydrophobic benzene ring and the relatively large benzoyl group reduce its affinity for water molecules.The hydrophobic benzene group and the relatively large benzoyl groups reduce its affinity for water molecules. However, it is more soluble in organic solvents such as ethanol, ethyl acetate, and dichloromethane.It is more soluble in organic solutions such as ethanol and ethyl-acetate. The non - polar nature of these organic solvents can better interact with the non - polar parts of 3 - benzoylacrylic acid, facilitating dissolution.These organic solvents are non-polar and can interact better with the non-polar parts of 3-benzoylacrylic acids, facilitating their dissolution.
Chemical properties:Chemical properties
Reactivity of the carboxylic acid group: The carboxylic acid group (-COOH) in 3 - benzoylacrylic acid is highly reactive.The carboxylic group (-COOH), in 3 - benzoylacrylic acids, is highly reactive. It can undergo acid - base reactions.It can undergo 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. This is a typical neutralization reaction characteristic of carboxylic acids.This is a neutralization reaction that is characteristic of carboxylic acid. The carboxylate salt formed is more soluble in water than the original acid.The carboxylate formed is more water soluble than the original acid.
It can also participate in esterification reactions.It can also be used in esterification reactions. When reacted with alcohols in the presence of an acid catalyst, such as sulfuric acid, it forms esters.It forms esters when it reacts with alcohols, in the presence an acid catalyst such as sulfuric. This reaction is an important way to modify the compound and introduce different functional groups for various applications.This reaction is a good way to modify a compound and introduce functional groups for different applications.
Reactivity of the double bond: The carbon - carbon double bond in 3 - benzoylacrylic acid is another reactive site.The double bond carbon - carbon in 3 - benzoylacrylic acids is also reactive. It can undergo addition reactions.It can undergo addition reaction. For instance, it can react with bromine (Br2) in an addition reaction, where the double bond breaks and two bromine atoms add across the double bond.It can, for example, react with bromine in an addition reaction where the double bonds are broken and two bromine atoms are added across the double bonds. This reaction is useful for detecting the presence of the double bond and for synthesizing derivatives with bromine - containing functional groups.This reaction can be used to detect the presence of a double bond or to synthesize derivatives containing functional groups containing bromine.
The double bond can also participate in polymerization reactions under appropriate conditions.Under the right conditions, the double bond can also participate to polymerization reactions. Radical polymerization or other types of polymerization methods can be used to form polymers incorporating the 3 - benzoylacrylic acid moiety, which may have applications in the synthesis of specialty polymers.The radical polymerization method or other polymerization methods may be used to produce polymers that incorporate the 3-benzoylacrylic moiety. These polymers can be useful in the synthesis and application of specialty polymers.
Reactivity of the benzoyl group: The benzoyl group can also be involved in reactions.Reactivity of benzoyl groups: The benzoyl-group can also be involved with reactions. It can be reduced under certain conditions.It can be reduced in certain conditions. For example, using reducing agents like lithium aluminum hydride (LiAlH4), the carbonyl group in the benzoyl group can be reduced to an alcohol group, leading to the formation of new compounds with different chemical properties.By using reducing agents such as lithium aluminum hydride, the carbonyl groups in the benzoyl groups can be reduced to alcohol groups, resulting in new compounds with different properties.
Are there any safety hazards associated with 3-Benzoylacrylic acid?
3 - Benzoylacrylic acid may have several associated safety hazards.3 - Benzoylacrylic Acid may pose several safety hazards.
One significant concern is its potential toxicity.Its potential toxicity is a major concern. When it comes into contact with living organisms, it could pose risks.It could be dangerous if it comes in contact with living organisms. Ingestion of 3 - benzoylacrylic acid might lead to adverse effects on the digestive system.Ingestion of 3-benzoylacrylic may have adverse effects on your digestive system. It could cause irritation of the oral cavity, esophagus, and stomach.It can cause irritation in the mouth, esophagus and stomach. Nausea, vomiting, and abdominal pain could be possible consequences.Nausea, vomiting and abdominal pain are possible side effects. If absorbed through the skin, it may trigger skin irritation.Skin irritation can occur if the substance is absorbed through skin. Prolonged or repeated contact might lead to redness, itching, and in severe cases, skin lesions.Contact that is prolonged or repeated can cause redness, itchiness, and in some cases, skin lesions. This is because the chemical can disrupt the normal functioning of skin cells.The chemical can disrupt normal skin cell function.
Inhalation of its dust or vapors is also a hazard.Inhalation of dust or vapors can also be hazardous. When inhaled, it can irritate the respiratory tract.Inhaled, it can irritate respiratory tracts. This may result in coughing, shortness of breath, and a feeling of tightness in the chest.This can cause coughing, shortness-of-breath, and a tightness in the chest. For individuals with pre - existing respiratory conditions like asthma, the effects could be even more severe.The effects could be more severe for those with respiratory conditions such as asthma. Repeated exposure to the inhaled substance may potentially lead to long - term respiratory problems.Repeated inhalation of the substance can lead to respiratory problems.
Another aspect is its potential environmental impact.A second aspect is the potential impact on the environment. If 3 - benzoylacrylic acid is released into the environment, it could contaminate water sources, soil, and air.If 3 - benzoylacrylic is released into the atmosphere, it could contaminate soil, water, and air. In water bodies, it may be toxic to aquatic life.It may be toxic for aquatic life in water bodies. It could disrupt the ecological balance by harming fish, amphibians, and other organisms that rely on the water for survival.It could disrupt the eco-system by harming amphibians, fish, and other organisms who rely on water for their survival. In soil, it might affect the growth of plants by interfering with their metabolic processes.In soil, it could affect the growth of plants because it interferes with their metabolic processes.
In a laboratory or industrial setting, there is also a risk of fire and explosion under certain conditions.Under certain conditions, there is a risk of explosion and fire in a laboratory setting or industrial setting. Although 3 - benzoylacrylic acid is not highly flammable under normal circumstances, if it is exposed to heat sources, strong oxidizing agents, or in the presence of ignition sources, it could potentially catch fire.Under normal circumstances, 3 - benzoylacrylic is not flammable, but it can catch fire if exposed to heat, strong oxidizing agents or ignition sources. In a closed - space, the combustion of this chemical could lead to an explosion, endangering the lives of people in the vicinity and causing significant damage to property.In a closed space, the chemical's combustion could cause an explosion that could endanger the lives of nearby people and cause significant property damage.
Overall, proper handling, storage, and disposal of 3 - benzoylacrylic acid are crucial to minimize these safety hazards and protect human health and the environment.To minimize the safety hazards, it is important to properly handle, store, and dispose of 3 - benzoylacrylic acids. This will protect both human health and environment.