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Product Name | o-Benzyl acrylic acid |
Cas Number | 2810-43-5 |
Formula | C10H10O2 |
Molar Mass | 162.19 |
Boiling Point | 322 °C |
Melting Point | 60-65 °C |
Density | 1.116 g/cm3 |
Refractive Index | 1.5455 |
Solubility | Slightly soluble in water |
Appearance | White to off-white solid |
Flash Point | 143 °C |
Vapor Pressure | 0.00018 mmHg at 25°C |
Pka | 4.55 |
Logp | 1.76 |
What are the applications of o-benzyl acrylic acid?
o-Benzyl acrylic acid has several applications across different fields.o-Benzylacrylic acid has many applications in different fields.
In the realm of polymer chemistry, o-Benzyl acrylic acid can be used as a monomer.In polymer chemistry, o benzyl acrylic acid is a monomer. It can participate in polymerization reactions to form polymers with unique properties.It can be used in polymerization reactions that produce polymers with unique characteristics. For instance, when polymerized with other suitable monomers, it can introduce specific functional groups into the polymer chain.When polymerized with monomers of a suitable nature, it can introduce functional groups into the polymer chains. The benzyl group in o-Benzyl acrylic acid can enhance the hydrophobicity of the resulting polymer.The benzyl group of o-Benzylacrylic acid can increase the hydrophobicity in the resulting polymer. This property is useful in the production of coatings.This property is very useful for the production of coatings. The polymer coatings formed can provide good resistance to water and moisture, protecting the underlying substrates.The polymer coatings can protect the substrates by providing good resistance to moisture and water. These coatings can be applied on metal surfaces to prevent corrosion, on wood to protect against water - induced decay, or on various other materials to improve their durability in humid environments.These coatings are suitable for metal surfaces to protect them from corrosion, wood to protect it against water-induced decay or other materials that need to be more durable in humid environments.
In the area of drug synthesis, o-Benzyl acrylic acid can serve as an important intermediate.o-Benzylacryl acid can be used as an intermediate in the drug synthesis. The acrylic acid part of the molecule can undergo various chemical reactions such as addition reactions.The acrylic acid portion of the molecule is capable of undergoing various chemical reactions, such as addition reactions. The benzyl group can be further modified or used as a protecting group during the multi - step synthesis of drugs.The benzyl groups can be modified further or used as a protective group during multi-step synthesis of drugs. For example, it can be used to build complex molecular scaffolds that are essential for the biological activity of certain pharmaceuticals.It can be used, for example, to build complex molecular structures that are essential to the biological activity of some pharmaceuticals. The unique structure of o-Benzyl acrylic acid allows chemists to manipulate the reactivity and functionality of the molecule, enabling the creation of novel drug candidates.The unique structure of o Benzyl Acrylic acid allows chemists manipulate the reactivity of the molecule and its functionality, enabling the development of novel drug candidates.
In the field of material science, o-Benzyl acrylic acid can contribute to the development of advanced materials.In the field material science, o Benzyl Acryl Acid can contribute to the creation of advanced materials. It can be incorporated into composite materials.It can be incorporated in composite materials. When combined with inorganic fillers like nanoparticles, the resulting composites can have enhanced mechanical properties.Composites with nanoparticles and inorganic fillers can have improved mechanical properties. The polymer formed from o-Benzyl acrylic acid can act as a matrix that binds the fillers together.The polymer made from o-Benzylacryl acid can act as a matrix to bind the fillers. Additionally, the functional groups in o-Benzyl acrylic acid can interact with the surface of the fillers, improving the dispersion of the fillers within the matrix.The functional groups of o-Benzylacrylic acid can also interact with the surface fillers to improve the dispersion within the matrix. This leads to materials with improved strength, toughness, and other mechanical characteristics, which are valuable in applications such as automotive parts, aerospace components, and high - performance plastics.This results in materials with improved strength and toughness as well as other mechanical properties, which are useful for applications such automotive parts, aerospace components and high-performance plastics.
Overall, o-Benzyl acrylic acid's versatility in chemical reactions and the unique properties it can impart make it a valuable compound in polymer chemistry, drug synthesis, and material science.Overall, o -Benzyl Acrylic Acid's versatility and unique properties make it a valuable chemical compound in polymer chemistry and drug synthesis.
How is o-benzyl acrylic acid synthesized?
The synthesis of o - benzyl acrylic acid can be achieved through several methods.There are several ways to synthesize o-benzylacrylic acid. One common approach is via a multi - step organic synthesis route.One common method is to use a multi-step organic synthesis.
1. Preparation of the starting materialsPrepare the starting materials
Firstly, benzyl bromide is a key starting material.First, benzylbromide is the key starting material. It can be synthesized by reacting toluene with bromine in the presence of a catalyst such as iron(III) bromide.Toluene and bromine can be reacted in the presence a catalyst, such as iron(III), bromide to produce it. The reaction is an electrophilic aromatic substitution.This is an electrophilic aromatic substitute. Toluene's methyl group activates the benzene ring towards electrophilic attack.Toluene’s methyl group activates benzene’s ring to electrophilic attack. Bromine, in the presence of the catalyst, forms a bromonium ion which attacks the benzene ring, resulting in the formation of benzyl bromide.In the presence of a catalyst, bromine forms a bromonium-ion, which attacks the benzene-ring and results in the formation benzylbromide.
2. Formation of an intermediate2.
An appropriate carbon - carbon bond - forming reaction is then carried out.Then, a suitable carbon-carbon bond-forming reaction is carried out. For example, using the Knoevenagel condensation reaction.You can use the Knoevenagel reaction, for example. Malonic acid and benzaldehyde can be reacted in the presence of a base such as piperidine in a suitable solvent like pyridine.In the presence of a piperidine or other base, such as pyridine, malonic acid and benzaldehyde may be reacted. Malonic acid has two acidic carboxylic acid groups.Two carboxylic acids are present in malonic acid. In the presence of the base, a carbanion is formed from malonic acid.In the presence of a base, malonic acid forms a carbanion. This carbanion attacks the carbonyl carbon of benzaldehyde.This carbanion attacks benzaldehyde's carbonyl carbon. After a series of proton transfer and dehydration steps, an a,b - unsaturated dicarboxylic acid derivative is obtained.After a series dehydration and proton transfer steps, a,b-unsaturated dicarboxylic acids are obtained.
3. Conversion to o - benzyl acrylic acid
The resulting a,b - unsaturated dicarboxylic acid derivative can be further decarboxylated.The resulting a.b. dicarboxylic acids can be further decarboxylated. Heating the compound under specific conditions leads to the loss of one of the carboxylic acid groups as carbon dioxide.The loss of carbon dioxide occurs when the compound is heated under certain conditions. This decarboxylation reaction is facilitated by the presence of the adjacent double bond, which stabilizes the transition state.The presence of a double bond adjacent to the compound facilitates this decarboxylation. This stabilizes the transition. The product of this decarboxylation is o - benzyl acrylic acid.This decarboxylation produces o-benzylacrylic acid.
Another possible method could involve the reaction of an appropriate benzyl - containing Grignard reagent.Another method would be to use Grignard reagents containing benzyl. For instance, preparing a benzylmagnesium bromide from benzyl bromide and magnesium in dry ether.You can, for example, prepare benzylmagnesiumbromide by combining benzylbromide with magnesium in dry ether. This Grignard reagent can then react with an acrylic acid derivative such as acryloyl chloride.This Grignard Reagent can then be used to react with an acrylic acid derivate such as acryloyl Chloride. The nucleophilic carbon of the Grignard reagent attacks the carbonyl carbon of acryloyl chloride.The Grignard reagent's nucleophilic carbon attacks the carbonyl of acryloyl Chloride. After hydrolysis of the intermediate product formed, o - benzyl acrylic acid can be obtained.After hydrolysis, the intermediate product can be converted to o-benzylacrylic acid. However, care must be taken during the reaction with the Grignard reagent as it is highly reactive and sensitive to moisture and air.The Grignard reagent is highly reactive, and it is sensitive to air and moisture.
In all these synthesis methods, purification steps such as recrystallization, distillation (if applicable), or column chromatography are usually required to obtain pure o - benzyl acrylic acid.Purification steps, such as recrystallization or distillation (if applicable) or column chromatography, are required in all of these synthesis methods to obtain pure o-benzylacrylic acid. These purification steps help in removing any unreacted starting materials, by - products, or catalysts from the final product.These purification steps remove any unreacted starter materials, by-products, or catalysts in the final product.
What are the physical and chemical properties of o-benzyl acrylic acid?
o - benzyl acrylic acid is an organic compound with certain characteristic physical and chemical properties.o - Benzylacrylic acid is a compound organic with certain physical and chemical characteristics.
Physical Properties
Appearance: It typically exists as a solid under normal conditions.Appearance: Under normal conditions, it is usually a solid. Solids in the organic acid category often have a crystalline or powdery form.Solids of the organic acid group are often crystalline or powdery. The color can range from colorless to slightly yellowish, depending on purity.The color can vary from colorless to slightly golden depending on the purity. For o - benzyl acrylic acid, high - purity samples are likely to be closer to colorless.High-purity samples of o-benzylacryl acid are likely to be colorless.
Melting Point: The melting point is an important physical property.The melting point is a very important physical property. It gives an indication of the strength of the intermolecular forces within the solid.It indicates the strength of intermolecular forces in the solid. Organic acids usually have melting points that can be influenced by factors such as molecular weight, the presence of functional groups, and the degree of branching in the molecule.Organic acids have melting points which are influenced by factors like molecular weights, functional groups and the degree of branching of the molecule. For o - benzyl acrylic acid, its melting point is determined by the balance between the hydrophobic benzyl group and the polar carboxylic acid group.The balance between the hydrophobic carboxylic acid and the hydrophobic group of benzyl determines the melting point of o -benzylacrylic acid. The polar carboxylic acid group can form hydrogen bonds with neighboring molecules, which contributes to a relatively higher melting point compared to non - polar compounds of similar molecular weight.The polar carboxylic group can form hydrogen bond with neighboring molecules. This contributes to a higher melting point than non-polar compounds of similar mollecular weight.
Solubility: In terms of solubility, o - benzyl acrylic acid shows some solubility characteristics.Solubility: O - benzylacrylic acid has some solubility properties. It is sparingly soluble in water.It is sparingly water soluble. The hydrophobic benzyl group reduces its affinity for the polar water molecules.The hydrophobic benzyl groups reduce its affinity for polar water molecules. However, the carboxylic acid group can form hydrogen bonds with water to some extent.The carboxylic acid can form hydrogen bonds to a certain extent with water. In organic solvents, it is more soluble.In organic solvents it is more soluble. Solvents like ethanol, acetone, and dichloromethane, which have a combination of polar and non - polar characteristics, can interact with different parts of the o - benzyl acrylic acid molecule.Solvents such as ethanol, dichloromethane and acetone which have a combination polar and non-polar characteristics can interact with the different parts of o -benzylacrylic acid molecules. The non - polar part of the solvent can interact with the benzyl group, while the polar part can interact with the carboxylic acid group, facilitating dissolution.The non-polar part of the solution can interact with benzyl groups, while the polar portion can interact carboxylic acid groups, facilitating dissolution.
Chemical Properties
Acidity: As an acrylic acid derivative with a carboxylic acid functional group, o - benzyl acrylic acid is acidic.Acidity: O -benzylacrylic acid is acidic as it is an acrylic acid derivative that has a carboxylic functional group. The carboxylic acid group can donate a proton in the presence of a base.The carboxylic group can donate a proton in the presence a base. This acidic property allows it to participate in acid - base reactions.This acidic property allows the compound to participate in acid-base reactions. For example, it can react with metal hydroxides to form metal salts.It can, for example, react with metal hydroxides in order to form metal salts. The acidity is influenced by the electron - donating or - withdrawing nature of the benzyl group.The benzyl group's electron-donating or retraction nature can influence the acidity. The benzyl group, being relatively electron - donating through resonance, can slightly decrease the acidity compared to acrylic acid itself, as it stabilizes the carboxylate anion to a lesser extent than an electron - withdrawing group would.The benzyl group is relatively electron-donating through resonance and can decrease the acidity of acrylic acid. This is because it stabilizes carboxylate anion in a lesser degree than an electron-withdrawing group.
Double - Bond Reactivity: The presence of a carbon - carbon double bond in the acrylic acid moiety gives o - benzyl acrylic acid the ability to undergo addition reactions.Double-Bond Reactivity: Due to the presence of a double carbon-carbon bond in the acrylic moiety, o-benzylacrylic acid can undergo addition reactions. It can react with electrophiles, such as halogens (e.g., bromine in an addition reaction to form a dibromo - derivative) or hydrogen halides.It can react with electrophiles such as halogens or hydrogen halides (e.g. bromine in addition to form dibromo-derivatives). The double bond can also participate in polymerization reactions.The double bond is also involved in polymerization. Under appropriate conditions, with the help of initiators, o - benzyl acrylic acid monomers can polymerize through the double bond, forming polymers.With the aid of initiators and under the right conditions, o-benzylacrylic acid monomers can polymerize via the double bond to form polymers. These polymers can have various applications depending on the properties of the resulting material, such as in coatings or adhesives.These polymers have a variety of applications depending on their properties, such as coatings and adhesives.
Esterification: The carboxylic acid group of o - benzyl acrylic acid can react with alcohols in the presence of an acid catalyst to form esters.Esterification: In the presence of a catalyst, the carboxylic acid group in o-benzylacrylic acid can react with alcohols to form esters. This is an important reaction in organic synthesis.This is a very important reaction in organic syntheses. The formed esters can have different physical and chemical properties compared to the parent acid, and they can be used in a variety of applications, such as in the fragrance and flavor industry or as plasticizers.The esters formed can have different chemical and physical properties than the parent acid. They can be used for a variety applications, including in the fragrance industry, flavor industry, or as plasticizers.
Is o-benzyl acrylic acid hazardous?
o - benzyl acrylic acid may have certain hazards.Certain hazards may be associated with o-benzylacrylic acid.
First, from the perspective of chemical reactivity, it contains a double bond in its structure, which endows it with relatively high reactivity.It is a relatively reactive compound because it has a double-bond structure. Compounds with double bonds are prone to participate in addition reactions.Compounds containing double bonds are more likely to participate in additional reactions. This reactivity can lead to potential instability under certain conditions.This reactivity may lead to instability under certain circumstances. For example, in the presence of heat, light, or specific catalysts, the double bond may initiate polymerization reactions.In the presence of heat or light, or certain catalysts, a double bond can initiate polymerization. If it polymerizes unexpectedly during storage or transportation, it can cause blockages in containers or pipelines, and may also generate heat, posing risks such as over - pressure and potential fire or explosion hazards in a closed system.If it polymerizes suddenly during storage or transport, it can cause blockages and heat in containers and pipelines. It may also pose risks such as over-pressure and potential fire or explosive hazards in a sealed system.
Regarding its toxicity, although specific data on the acute toxicity of o - benzyl acrylic acid may be limited, many organic acids can have an irritating effect on the skin, eyes, and respiratory tract.Although there are limited data on o -benzylacrylic acid's acute toxicity, many organic acids have a irritating effect on the eyes, skin, and respiratory tract. Contact with the skin can potentially cause skin irritation, presenting as redness, itching, and possible burns if the concentration is high enough.Contact with the skin may cause irritation. This can manifest as redness, itchiness, and even burns, if the concentration of the acid is high enough. Inhalation of its vapors or dust may irritate the respiratory mucosa, leading to symptoms like coughing, shortness of breath, and in severe cases, may cause more serious respiratory problems.Inhaling its dust or vapors can cause irritation of the respiratory mucosa. This may lead to symptoms such as coughing and shortness of breathe. In severe cases, it may even cause respiratory problems. If it gets into the eyes, it can cause eye irritation, pain, and may even damage the cornea.If it gets in the eyes, it may cause irritation, pain and even damage to the cornea.
In addition, from an environmental perspective, if o - benzyl acrylic acid is released into the environment, it may pose risks to aquatic life.o-benzylacrylic acid can also pose a risk to aquatic life from an environmental point of view. Organic compounds often need to go through a series of biodegradation processes in water bodies.In water bodies, organic compounds are often subjected to a series biodegradation procedures. If it is not easily biodegradable, it may accumulate in the environment, affecting the ecological balance of water systems, potentially harming fish, plants, and other aquatic organisms.If it is not biodegradable easily, it can accumulate in the environment and affect the ecological balance of the water systems. It could also harm fish, plants, or other aquatic organisms.
Proper handling and storage are crucial.It is important to store and handle the product correctly. It should be stored in a cool, well - ventilated place away from heat sources, ignition sources, and incompatible substances.It should be kept in a cool and well-ventilated place, away from heat sources, ignitions sources, and other incompatible substances. When handling, appropriate personal protective equipment such as gloves, safety glasses, and respiratory protection should be worn to minimize the potential harm to human health.To minimize the risk of harm to humans, it is important to wear protective equipment when handling. This includes gloves, safety eyewear, and respiratory protection.
Where can I buy o-benzyl acrylic acid?
O - benzyl acrylic acid is a relatively specialized chemical compound.O-benzylacrylic acid is a chemical compound that is relatively specialized. Here are some common ways to buy it:Here are some ways to purchase it:
1. Chemical reagent companiesChemical reagent companies
There are numerous well - known chemical reagent companies both at home and abroad.There are many well-known chemical reagents companies in Japan and abroad. For example, Sigma - Aldrich, Alfa Aesar, and TCI (Tokyo Chemical Industry).Sigma - Aldrich (for example), Alfa Aesar (for example), and TCI are all examples. These companies have a wide range of chemical products in their catalogs.These companies offer a wide variety of chemical products. You can visit their official websites, search for o - benzyl acrylic acid, and place an order directly.You can order directly from their websites by searching for o-benzylacrylic acid. They usually ensure product quality and offer various packaging options to meet different needs.They offer a variety of packaging options and ensure the quality of their products. However, their prices might be relatively high, especially for small - scale orders, due to the costs associated with quality control, R & D, and distribution.Their prices can be high, particularly for small-scale orders, because of the costs associated with R & D and quality control.
2. Local chemical marketsLocal chemical markets
In some large - scale chemical markets or industrial parks, there are often chemical distributors.Chemical distributors are often found in large-scale chemical markets or industrial parks. These local suppliers may source o - benzyl acrylic acid from different manufacturers.These local suppliers might source o-benzylacrylic acid from different manufacturers. By visiting these markets in person or contacting local chemical trading companies, you may be able to find a more cost - effective option.You may find a cheaper option by visiting these markets or contacting local trading companies. The advantage of dealing with local suppliers is that you can potentially negotiate prices based on the quantity you need and establish long - term business relationships.Dealing with local suppliers allows you to negotiate prices based upon the quantity of reagents you require and build long-term business relationships. Additionally, for urgent needs, local suppliers may be able to provide quicker delivery times compared to international reagent companies.Local suppliers may also be able to deliver more quickly for urgent needs compared to international reagent firms.
3. Online chemical trading platformsOnline trading platforms for chemicals
In recent years, some online chemical trading platforms have emerged.In recent years, online trading platforms for chemical products have appeared. These platforms aggregate various chemical products from different suppliers.These platforms aggregate chemical products from various suppliers. Examples include ChemNet. On these platforms, you can post inquiries about o - benzyl acrylic acid, and multiple suppliers may respond with their offers.You can ask questions about o-benzylacryl acid on these platforms and multiple suppliers will respond with their offers. This allows you to compare prices, product specifications, and delivery terms from different sources.You can compare the prices, product specifications and delivery terms of different suppliers. However, when using online trading platforms, you need to be cautious about the credibility of the suppliers.You should be careful about the credibility of suppliers when you use online trading platforms. Check their business licenses, customer reviews, and other relevant information to ensure a smooth and reliable transaction.Check their business licenses and customer reviews to ensure a smooth transaction.
4. Directly from manufacturersDirectly from manufacturers
If you need a large quantity of o - benzyl acrylic acid, it may be beneficial to contact the manufacturers directly.It may be more beneficial to contact the manufacturer directly if you need large quantities of o-benzylacrylic acid. You can find manufacturers through industry directories, trade shows, or online searches.You can find manufacturers by searching online, using industry directories or attending trade shows. By dealing directly with the manufacturer, you can potentially get a better price, especially for bulk orders.Directly dealing with the manufacturer can help you get a better deal, especially if you are ordering in bulk. Moreover, you can have more in - depth communication regarding product customization, quality control requirements, and long - term supply arrangements.You can also have a more in-depth communication about product customization, quality assurance requirements, and long-term supply arrangements. However, direct - manufacturer purchases may require more effort in terms of logistics and quality inspection, as you need to ensure that the products meet your specific standards.Direct - manufacturer purchases can require more effort for logistics and quality inspection as you must ensure that the products are up to your standards.