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Product Name | Atropic acid |
Cas Number | 3754-16-9 |
Formula | C9H8O2 |
Molar Mass | 148.16 g/mol |
Boiling Point | 279-283 °C |
Melting Point | 75-77 °C |
Density | 1.173 g/cm³ |
Appearance | White to off-white crystalline powder |
Solubility In Water | Slightly soluble |
Solubility In Organic Solvents | Soluble in ethanol, ether, and chloroform |
Pka | 4.25 (acidic) |
Odor | Odorless |
Stability | Stable under normal temperatures and pressures |
Vapor Pressure | 0.000131 mmHg at 25 °C |
What are the applications of atropic acid/2-Phenylacrylic acid?
Atropic acid, also known as 2 - Phenylacrylic acid, has several important applications.Atropic acid is also known as 2 – Phenylacrylic Acid and has many important applications.
In the field of polymer synthesis, atropic acid is used as a monomer.Atropic acid is a monomer used in the polymer synthesis. It can be polymerized to form various polymers.It can be polymerized into various polymers. These polymers often possess unique properties.These polymers have unique properties. For example, the resulting polymers may have good mechanical strength and chemical resistance.The resulting polymers, for example, may be chemically resistant and have good mechanical properties. They can be used in the production of engineering plastics, which are employed in automotive parts, electronic device housings, and aerospace components.They can be used to produce engineering plastics that are used in automotive parts, electronic devices housings, and aeronautical components. The phenyl group in atropic acid contributes to the rigidity of the polymer structure, enhancing its durability.The phenyl groups in atropic acids contribute to the rigidity and durability of the polymer.
In the pharmaceutical industry, atropic acid and its derivatives have shown potential biological activities.Atropic acid and its derivatives are showing potential biological activities in the pharmaceutical industry. Some derivatives have antibacterial and antifungal properties.Some derivatives possess antibacterial and antifungal qualities. They can be used to develop new drugs to combat microbial infections.They can be used in the development of new drugs to fight microbial infections. Additionally, atropic acid - based compounds may also have anti - inflammatory and antioxidant effects.Atropic acid-based compounds can also have anti-inflammatory and antioxidant effects. These properties make them promising candidates for the development of medications related to treating inflammatory diseases and preventing oxidative stress - related disorders.These properties make these compounds promising candidates for the development and testing of medications that treat inflammatory diseases, as well as prevent oxidative stress-related disorders.
In the fragrance and flavor industry, atropic acid and its esters are utilized.Atropic acid and its ester are used in the fragrance and flavor industries. The phenyl group gives a certain characteristic aroma.The phenyl group is responsible for a particular aroma. Its esters can be used to create unique and pleasant scents in perfumes, colognes, and air fresheners.Its esters are used to create pleasant and unique scents for perfumes, colognes and air fresheners. In the food industry, certain esters of atropic acid can be used as flavor enhancers, adding a special flavor note to various food products, such as baked goods, beverages, and confectioneries.Certain esters of atropic acids can be used in the food industry as flavor enhancers. They add a special flavor to baked goods, beverages and confectioneries.
Atropic acid is also used in the synthesis of other organic compounds.Atropic acid can also be used to synthesize other organic compounds. It serves as an important intermediate in organic synthesis.It is an important intermediate in the organic synthesis. Chemists can perform various chemical reactions on atropic acid, such as addition reactions, substitution reactions, etc., to create more complex and valuable organic molecules.Atropic acid can be used in a variety of chemical reactions to create more complex organic molecules. These molecules can then be further used in different industries, including the production of dyes, pigments, and agrochemicals.These molecules can be used in a variety of industries, such as the production and use of dyes, pigments and agrochemicals. For instance, in the synthesis of dyes, the structure of atropic acid can be modified to introduce chromophores, which are responsible for the color - giving properties of the dyes.In the synthesis for dyes, chromophores can be introduced into the structure of the atropic acids to give the dyes their color. In agrochemicals, derivatives of atropic acid may be used to develop pesticides or plant growth regulators.In agrochemicals derivatives of atropic acids can be used to create pesticides and plant growth regulators. Overall, atropic acid plays a significant role in multiple industries due to its versatile chemical reactivity and unique molecular structure.Atropic acid is used in many industries because of its unique molecular structure and versatile chemical reactivity.
How is atropic acid/2-Phenylacrylic acid synthesized?
Atropic acid, also known as 2 - Phenylacrylic acid, can be synthesized through several methods.Atropic acid (also known as 2 - Phenylacrylic Acid) can be synthesized using several methods. One common approach is the Perkin reaction.Perkin reaction is a common method.
In the Perkin reaction, benzaldehyde reacts with acetic anhydride in the presence of a base such as sodium acetate.In the Perkin Reaction, benzaldehyde and acetic anhydride react in the presence a base like sodium acetate. The reaction mechanism starts with the base abstracting a proton from acetic anhydride, generating a resonance - stabilized enolate ion.The reaction begins with the base removing a proton out of acetic anhydride to produce a resonance-stabilized enolate. This enolate ion then attacks the carbonyl carbon of benzaldehyde.This enolate attack then the carbonyl of benzaldehyde. After nucleophilic addition, an intermediate is formed.After nucleophilic addtion, an intermediate is produced. Subsequently, an elimination reaction occurs, facilitated by the acetate ion.The acetate ion facilitates a subsequent elimination reaction. The elimination involves the removal of an acetate group and a proton, leading to the formation of atropic acid.The elimination involves the removal an acetate group as well as a proton. This leads to the formation of the atropic acid. The overall reaction can be represented as follows: benzaldehyde + acetic anhydride - atropic acid + acetic acid.The overall reaction is represented by: benzaldehyde plus acetic anhydride = atropic acid and acetic acid.
Another method for the synthesis of atropic acid is via the Knoevenagel condensation.Knoevenagel condensation is another method of synthesising atropic acid. In this reaction, benzaldehyde reacts with malonic acid in the presence of a basic catalyst like pyridine.In this reaction, malonic acid reacts with benzaldehyde in the presence a basic catalyst such as pyridine. Malonic acid first forms an enolate ion in the presence of the base.In the presence of pyridine, malonic acid forms an enolate. This enolate attacks the carbonyl group of benzaldehyde.This enolate attacks benzaldehyde's carbonyl group. After the addition, a decarboxylation reaction takes place.A decarboxylation occurs after the addition. During decarboxylation, one of the carboxyl groups of the intermediate is lost as carbon dioxide, resulting in the formation of atropic acid.During the decarboxylation process, one of carboxyl groups from the intermediate is lost in the form of carbon dioxide. This results in the formation atropic acid. The reaction equation is: benzaldehyde+malonic acid - atropic acid + carbon dioxide + water.The reaction equation is benzaldehyde+malonic acids - atropic Acid + carbon dioxide + Water.
The Wittig reaction can also be used for the synthesis of atropic acid.The Wittig reactions can also be used to synthesize atropic acids. A phosphonium ylide, typically generated from a phosphonium salt and a strong base, reacts with benzaldehyde.A phosphonium-ylide is typically produced from a phosphonium-salt and a strong acid. It reacts with benzaldehyde. The ylide contains a negatively charged carbon adjacent to a positively charged phosphorus atom.The ylide has a negatively-charged carbon atom next to a positively-charged phosphorus atom. The negatively charged carbon of the ylide attacks the carbonyl carbon of benzaldehyde, forming a betaine intermediate.The negatively-charged carbon of the ylide reacts with the carbonyl of benzaldehyde to form a betaine intermediate. This intermediate then undergoes a rearrangement to form an alkene, which in this case is atropic acid.This intermediate is then rearranged to form an atropic acid, in this case. The general reaction is: benzaldehyde + phosphonium ylide - atropic acid + by - products related to the phosphorus compound.The general reaction is benzaldehyde plus phosphonium-ylide + atropic acid + products related to phosphorus compound. Each of these methods has its own advantages and limitations in terms of reaction conditions, yields, and purity of the final product.Each method has its own advantages, limitations, and yields in terms of reaction conditions.
What are the physical and chemical properties of atropic acid/2-Phenylacrylic acid?
2 - Phenylacrylic acid, also known as atropic acid, has the following physical and chemical properties:2 - Atropic acid (also known as phenylacrylic) has the following physical properties and chemical properties.
Physical Properties
Appearance: Atropic acid typically exists as white to off - white crystalline solid or powder.Appearance: Atropic acids are typically white to off-white crystalline powder or solid. This appearance is characteristic of many organic carboxylic acids with relatively high molecular weights and a degree of crystallinity due to intermolecular forces such as hydrogen bonding.This appearance is typical of many organic carboxylic acid with relatively high molecular mass and a degree crystallinity caused by intermolecular forces, such as hydrogen bonds.
Melting Point: It has a melting point in the range of approximately 132 - 134 degC.Melting Point: The melting point is between 132 and 134 degrees Celsius. The melting point is determined by the strength of the intermolecular forces within the solid lattice.The strength of intermolecular forces in the solid lattice determines the melting point. In the case of 2 - phenylacrylic acid, the combination of van der Waals forces, dipole - dipole interactions, and hydrogen bonding between the carboxylic acid groups of adjacent molecules contributes to this specific melting point.In the case of 2-phenylacrylic acids, the combination between van der Waals forces and dipole-dipole interactions, as well as hydrogen bonding among the carboxylic groups of adjacent molecules, contributes to the melting point.
Solubility: 2 - phenylacrylic acid is sparingly soluble in water.Solubility: Phenylacrylic Acid is sparingly water soluble. The hydrophobic nature of the phenyl group reduces its solubility in the polar solvent water.The hydrophobicity of the phenyl groups reduces its solubility with the polar solvent, water. However, it shows better solubility in organic solvents such as ethanol, methanol, and chloroform.It is more soluble in organic solvents like ethanol, chloroform, and methanol. These organic solvents have similar non - polar or less polar characteristics to the phenyl part of the molecule, allowing for better dissolution through intermolecular interactions like van der Waals forces and dipole - induced dipole interactions.These organic solvents share similar non-polar or less-polar characteristics with the phenyl portion of the molecule. This allows for better dissolution via intermolecular interaction like van der waals forces and dipole-induced dipole interactions.
Odor: It has a faint, characteristic odor.Odor: It emits a faint, distinctive odor. The odor is a result of the molecule's volatility to some extent and the specific interaction of the molecule with olfactory receptors in the nose.The odor is due to the molecule's volatility and its interaction with the olfactory receptors of the nose.
Chemical Properties
Acidity: As a carboxylic acid, 2 - phenylacrylic acid exhibits acidic properties.Acidity: 2 - Phenylacrylic Acid is an acidic carboxylic acid. The carboxylic acid functional group (-COOH) can donate a proton in an aqueous solution, resulting in the formation of a carboxylate anion (-COO-) and a hydronium ion (H3O+).The carboxylic group (-COOH), which is a functional group, can donate a proton to an aqueous solvent. This results in the formation of hydronium ions (H3O+) and carboxylate anion(-COO-). The pKa value of 2 - phenylacrylic acid is around 4.43.The pKa of 2 -phenylacrylic is approximately 4.43. This value indicates its moderate acidity.This value indicates a moderate acidity. The presence of the phenyl group has an influence on the acidity.The presence of phenyl groups can influence the acidity. The phenyl group can withdraw electron density through resonance, stabilizing the carboxylate anion formed upon deprotonation, thus enhancing the acidity compared to some simple aliphatic carboxylic acids.The phenyl can withdraw electron density by resonance, stabilizing carboxylate anion after deprotonation. This increases the acidity in comparison to some simple carboxylic acids.
Reactivity of the Double Bond: The molecule contains a carbon - carbon double bond in the side - chain.Double Bond Reactivity: The side-chain of the molecule contains a double bond carbon-carbon. This double bond is reactive towards electrophilic addition reactions.This double bond is reactive to electrophilic additions. For example, it can react with bromine (Br2) in a bromination reaction.It can, for example, react with bromine in a bromination. The double bond acts as a nucleophile, attacking the electrophilic bromine atom.The double bond acts like a nucleophile and attacks the electrophilic Bromine atom. This leads to the formation of a dibromo - derivative where the bromine atoms add across the double bond.This leads to a dibromo-derivative where the bromine adds across the double bond. It can also participate in polymerization reactions.It can also be used in polymerization reactions. Under appropriate conditions, such as in the presence of a suitable initiator, the double bonds of multiple 2 - phenylacrylic acid molecules can react with each other, forming long - chain polymers.Under certain conditions, such as the presence of an initiator, double bonds from multiple 2 -phenylacrylic acids can react and form long-chain polymers.
Reactivity of the Carboxylic Acid Group: The carboxylic acid group can undergo typical reactions of carboxylic acids.Carboxylic acid group reactivity: The carboxylic group can undergo typical carboxylic acid reactions. It can react with alcohols in the presence of an acid catalyst to form esters in an esterification reaction.In the presence of a catalyst, it can react with alcohols to form esters. For instance, reacting with methanol in the presence of sulfuric acid would yield the corresponding methyl 2 - phenylacrylate ester.In the presence of sulfuric acids, methanol can be reacted with to produce the corresponding methyl 2-phenylacrylate ester. The carboxylic acid can also be converted to acid chlorides by reacting with thionyl chloride (SOCl2), which is an important intermediate for further reactions in organic synthesis.The carboxylic acids can be converted into acid chlorides when they are reacted with thionyl chloride (SOCl2) which is a key intermediate in organic synthesis.
Is atropic acid/2-Phenylacrylic acid hazardous to human health?
Atropic acid, also known as 2 - Phenylacrylic acid, can pose several potential risks to human health.Atropic acid (also known as 2 – Phenylacrylic Acid) can pose a number of potential health risks to humans.
One of the main concerns is its potential for skin and eye irritation.One of its main concerns is the potential for eye and skin irritation. When in contact with the skin, it may cause redness, itching, and a burning sensation.It can cause skin irritation, including redness, itchiness, and burning. If it gets into the eyes, it can lead to severe eye irritation, pain, and potentially damage to the cornea.If it gets in the eyes, it may cause severe irritation, pain and even damage to the cornea. This is because the chemical structure of atropic acid can interact with the sensitive tissues of the skin and eyes, disrupting normal cellular functions.The chemical structure of atropic acids can interact with sensitive tissues in the eyes and skin, disrupting normal cell functions.
Inhalation of atropic acid dust or vapor can also be harmful.Inhalation of atropic acids dust or vapor is also harmful. It may irritate the respiratory tract, leading to symptoms such as coughing, shortness of breath, and chest tightness.It can irritate the respiratory system, causing symptoms such as coughing and chest tightness. Prolonged or repeated exposure through inhalation could potentially cause more serious respiratory problems, including damage to the lungs and a weakened immune response in the respiratory system.Inhaling the substance repeatedly or for a long time can cause respiratory problems. These include lung damage and a weakened response of the respiratory system's immune system.
Furthermore, there are concerns regarding its potential toxicity if ingested.In addition, there are concerns about its potential toxicity when ingested. Although the exact oral toxicity levels may vary, ingestion could potentially lead to internal organ damage.Ingestion of atropic acid could cause internal organ damage, even though the exact levels of oral toxicity may vary. The acidic nature of atropic acid may cause irritation to the gastrointestinal tract, resulting in nausea, vomiting, abdominal pain, and diarrhea.Atropic acid's acidic nature can cause irritation of the gastrointestinal tract. This may result in nausea, vomiting and abdominal pain. The body may also have difficulty metabolizing this compound, which could further contribute to its toxic effects on internal organs such as the liver and kidneys.This compound may also be difficult to metabolize, which can further contribute to the toxic effects it has on internal organs like the liver and kidneys.
In addition, there is some evidence to suggest that atropic acid may have mutagenic or carcinogenic potential.Atropic acid is also suspected to have mutagenic and carcinogenic properties. Mutagenic substances can cause changes in the DNA of cells, which may lead to the development of cancer over time.Mutagenic substances may cause DNA changes in cells, which can lead to cancer development over time. However, more research is needed to fully understand and confirm these potential long - term health risks.More research is required to fully understand and confirm the potential long-term health risks. Overall, while the exact extent of the harm may depend on the level and duration of exposure, atropic acid should be handled with caution to minimize potential negative impacts on human health.Atropic acid should be treated with caution, even though the exact extent of harm depends on the exposure level and duration.
What are the storage and handling requirements for atropic acid/2-Phenylacrylic acid?
Atropic acid, also known as 2 - Phenylacrylic acid, has specific storage and handling requirements to ensure its stability and safety.Atropic acid (also known as 2 – Phenylacrylic Acid) has specific storage and handling needs to ensure its safety and stability.
Storage Requirements
Firstly, it should be stored in a cool, dry place.It should be kept in a dry, cool place. High temperatures can accelerate chemical reactions, potentially leading to decomposition or polymerization of atropic acid.High temperatures can accelerate chemical reaction, which could lead to the decomposition or polymerization atropic acid. A storage temperature range of around 2 - 8degC is often ideal for maintaining its chemical integrity over an extended period.For a long-term storage, a temperature range between 2 and 8degC can be ideal. This can be achieved by using refrigerators or cold storage rooms with proper temperature control systems.You can achieve this by using refrigerators and cold storage rooms that have temperature control systems.
Secondly, it must be protected from light.Second, it should be protected from the light. Atropic acid is sensitive to light, especially ultraviolet light, which can initiate photochemical reactions.Atropic acid is sensitive light, particularly ultraviolet light which can cause photochemical reactions. Storing it in opaque containers or in areas with limited light exposure helps prevent degradation.Storing it in dark containers or areas with limited exposure to light will help prevent degradation. Dark - colored glass bottles are a good choice for storage as they can block out a significant amount of light.Dark-colored glass bottles can block out significant amounts of light, making them a good option for storage.
Thirdly, keep it away from sources of ignition and oxidizing agents.Thirdly, keep the acid away from sources of ignition or oxidizing agents. Atropic acid is flammable to some extent, and contact with oxidizing substances can cause violent reactions.Atropic acid can be flammable in some cases, and it can react violently with oxidizing agents. Store it in a well - ventilated area separate from materials such as peroxides, chlorates, and permanganates.Store it in an area that is well-ventilated, away from peroxides and chlorates.
Finally, proper labeling is crucial.Labeling is also important. Clearly mark the containers with the name of the chemical, its concentration, and any relevant hazard warnings.Mark the containers clearly with the name of chemical, its concentration and any relevant warnings. This helps in easy identification and also adheres to safety regulations.This allows for easy identification, and also adheres with safety regulations.
Handling Requirements
When handling atropic acid, appropriate personal protective equipment (PPE) should be worn.Wearing the appropriate PPE is essential when handling atropic acids. This includes chemical - resistant gloves, safety goggles, and a lab coat or protective clothing.Chemical-resistant gloves, safety goggles and protective clothing are all part of this. Gloves should be made of materials like nitrile or neoprene to prevent skin contact, as atropic acid can cause skin irritation.Gloves made of nitrile, neoprene or other materials that prevent skin contact are recommended. Atropic acid can cause irritation. Safety goggles protect the eyes from splashes, which could lead to serious eye damage.Safety goggles are designed to protect the eyes from splashes that could cause serious eye damage.
During handling, avoid generating dust or vapors.Avoid generating dust or vapors during handling. This can be achieved by using proper techniques when transferring the chemical, such as pouring slowly and using funnels.Pouring the chemical slowly and using funnels are two ways to achieve this. If possible, handle the acid in a fume hood to prevent the inhalation of any vapors.Handle the acid under a fume-hood if possible to avoid inhaling any vapors. In case of accidental inhalation, immediately move to fresh air and seek medical attention if symptoms such as coughing or shortness of breath persist.If you accidentally inhale acid, move to fresh air immediately and seek medical attention.
In the event of a spill, first, isolate the area to prevent others from being exposed.To prevent others from becoming exposed, you should first isolate the spilled area. Use absorbent materials like vermiculite or sand to soak up the spill.To absorb the spill, use absorbent materials such as vermiculite or Sand. Then, carefully place the contaminated absorbent in a suitable waste container for proper disposal according to local environmental regulations.Place the contaminated absorbent into a suitable container and dispose of it according to local regulations. Wash the affected area thoroughly with water to remove any remaining acid.To remove any remaining acid, thoroughly wash the affected area with water.