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2-(methacryloxyloxy)ethyl Acetoacetate


Properties
Product Name 2-(Methacryloxyloxy)ethyl Acetoacetate
Cas Number 919-30-2
Formula C10H14O5
Molar Mass 214.22 g/mol
Boiling Point 270 °C
Density 1.1 g/cm³
Refractive Index 1.450
Flash Point 110 °C
Melting Point -20 °C
Viscosity 6 mPa·s at 25°C
Solubility In Water Slightly soluble
Appearance Colorless liquid
Storage Temperature Store below 30 °C
Hazard Class Irritant
FAQ

What is the chemical structure of 2-(Methacryloxyloxy)ethyl Acetoacetate?

2 - (Methacryloyloxy)ethyl acetoacetate is an important monomer in polymer chemistry.
Let's break down its chemical structure.Let's examine its chemical structure. It contains several key functional groups.It contains a number of key functional groups. First, there is the methacrylate part.The first part is the methacrylate. The methacrylate group has a double - bond - containing structure.The methacrylate has a structure that contains double-bonds. The basic unit of the methacrylate is a vinyl group (C = C) attached to a carbonyl - oxygen - carbon (ester) moiety.The basic unit of methacrylate is the vinyl group (C=C) attached to an ester moiety (carbonyl-oxygen-carbon). In 2 - (Methacryloyloxy)ethyl acetoacetate, the double bond in the methacrylate part is crucial for polymerization reactions. Through radical polymerization, this double bond can open up and form long - chain polymers.This double bond can be opened up by radical polymerization to form long-chain polymers.

Next, the molecule has an ethyl - linked acetoacetate group.The molecule also has an ethyl-linked acetoacetate. The ethyl group is a two - carbon alkane chain ( - CH2 - CH2 - ) that serves as a linker between the methacrylate and the acetoacetate.The ethyl chain is a two-carbon alkane ( -CH2 – CH2 – ) that acts as a linker to connect the methacrylate with the acetoacetate. The acetoacetate group contains two carbonyl groups.The acetoacetate contains two carbonyls. One carbonyl is part of a ketone functional group (C = O), and the other is part of an ester functional group ( - COO - ).One carbonyl group is part a ketone (C = O) functional group, and the other is a part of an ester (- COO- -). The acetoacetate group gives the molecule additional reactivity.The acetoacetate gives the molecule an additional reactivity. For example, the carbonyl groups can participate in various chemical reactions such as nucleophilic addition reactions.Carbonyl groups, for example, can be involved in a variety of chemical reactions including nucleophilic reactions.

Overall, the chemical formula of 2 - (Methacryloyloxy)ethyl acetoacetate can be written as C10H14O5. Structurally, starting from one end, we have the methacrylate double - bond - containing part, followed by the ethyl linker, and then the acetoacetate group with its characteristic carbonyl - containing functionality.From one end, the methacrylate part with the double-bond containing linker is followed by the ethyl group, and finally the acetoacetate containing carbonyl functionality. This combination of functional groups makes 2 - (Methacryloyloxy)ethyl acetoacetate a versatile monomer. It can be used to prepare polymers with specific properties.It can be used to create polymers with specific characteristics. The double bond allows for copolymerization with other monomers, and the acetoacetate group can be further modified through chemical reactions to introduce new functionalities or cross - linkages in the resulting polymers.The double bond allows copolymerization of monomers with other monomers. The acetoacetate groups can be further modified by chemical reactions to introduce functionalities or cross-linkages in the resulting Polymers.

What are the main applications of 2-(Methacryloxyloxy)ethyl Acetoacetate?

2 - (Methacryloxyloxy)ethyl Acetoacetate, often abbreviated as MEMAA, has several important applications.
One of the primary areas of application is in the field of coatings.Coatings are one of the most common applications. It can be used to improve the performance of coatings in multiple ways.It can be used in a variety of ways to improve the performance and durability of coatings. In automotive coatings, MEMAA can enhance the adhesion of the coating to the substrate.MEMAA is a coating that can improve the adhesion between the coating and the substrate. The acetoacetate group in MEMAA can react with various functional groups on the surface of metals or plastics, ensuring a strong bond.The MEMAA acetoacetate can react with different functional groups on metals and plastics to ensure a strong bond. This leads to a more durable coating that is less likely to peel or flake.This results in a coating that is more durable and less likely to flake or peel. Additionally, MEMAA can contribute to the cross - linking process in coatings.MEMAA also contributes to the cross-linking process in coatings. During the curing process, the double bond in the methacryloxyloxy part of the molecule can participate in polymerization reactions, while the acetoacetate group can react with other cross - linking agents.During the curing procedure, the double bonds in the methacryloxyloxy portion of the molecule may participate in polymerization reaction, while the acetoacetate can react with cross-linking agents. This results in a highly cross - linked and hard - wearing coating film, which offers better resistance to abrasion, chemicals, and weathering.This produces a hard-wearing coating film that is highly cross-linked and resistant to abrasions, chemicals, and weathering.

In the production of adhesives, MEMAA plays a crucial role.MEMAA is a key ingredient in the production of adhesives. It can be incorporated into adhesive formulations to improve their adhesion properties.It can be added to adhesive formulations in order to improve their adhesion. For example, in pressure - sensitive adhesives, the addition of MEMAA can enhance the interaction between the adhesive and the adherend.MEMAA, for example, can be added to pressure-sensitive adhesives to enhance the interaction between adhesive and adherend. The reactive acetoacetate group can form chemical bonds with the surface of materials like paper, plastics, or metals, increasing the peel strength and shear strength of the adhesive.The reactive acetoacetate can form chemical bonds on the surface of materials such as paper, plastics or metals. This increases the peel strength and the shear strength of adhesives. This makes the adhesive more reliable and long - lasting in various applications, from packaging to industrial assembly.This makes the adhesive durable and reliable in a variety of applications, including packaging and industrial assembly.

MEMAA is also utilized in the synthesis of polymers with specific properties.MEMAA can also be used to synthesize polymers with specific characteristics. It can be copolymerized with other monomers to introduce unique functionality into the polymer chain.It can be copolymerized to introduce unique functionality to the polymer chain. For instance, when copolymerized with acrylic monomers, the resulting copolymer can have improved solubility and film - forming properties.When copolymerized, the resulting polymer can have improved properties such as film-forming and solubility. The acetoacetate group can act as a site for further chemical modification.The acetoacetate can be used as a chemical modification site. It can react with amines, hydrazines, or other compounds to introduce new functional groups into the polymer, enabling the development of polymers with tailored properties for applications such as drug delivery systems or smart materials.It can react to introduce new functional groups in the polymer. This allows for the development of polymers that have tailored properties, such as those used in drug delivery systems and smart materials. In drug delivery, polymers containing MEMAA - derived units could potentially be designed to have controlled release properties, as the acetoacetate group can be used to attach drug molecules in a way that allows for their gradual release under specific conditions.Polymers containing MEMAA-derived units can be designed to have controlled-release properties in drug delivery. The acetoacetate groups can be used to attach the drug molecules to allow for their gradual release.

In the area of inkjet inks, MEMAA can be used to improve the performance of the inks.MEMAA is a tool that can be used in the field of inkjet to improve performance. It can enhance the adhesion of the ink to different printing substrates, such as paper, fabric, or plastic films.It can improve the adhesion between the ink and different printing substrates such as paper or fabric. By ensuring better adhesion, the ink is less likely to smear or wash off, resulting in high - quality printed images.Ink will be less likely to smear, wash off or smear if it adheres better. This results in high-quality printed images. Moreover, MEMAA can contribute to the drying and curing process of the inkjet inks.MEMAA also contributes to the drying and cure process of inkjet inks. The double bond in its structure can participate in UV - curable or thermal - curable reactions, allowing for rapid drying of the ink and the formation of a stable and durable printed layer.The double bond of its structure can participate UV-curable or thermal-curable reactions. This allows for rapid drying and the formation a durable and stable printed layer.

What are the safety precautions when handling 2-(Methacryloxyloxy)ethyl Acetoacetate?

When handling 2-(Methacryloxyloxy)ethyl Acetoacetate, several safety precautions are necessary.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile gloves are often a good choice as they can provide a certain degree of protection against contact with this chemical.Nitrile gloves can offer a degree of protection from contact with this chemical. This helps prevent skin absorption, which could potentially lead to skin irritation, allergic reactions, or more serious health issues.This prevents skin absorption that could lead to skin irritations, allergic reactions or other serious health issues. Also, use safety goggles or a face shield.Use safety goggles, or a face-shield. Since the chemical may splash during handling, eye protection is crucial to avoid eye contact, which could cause severe eye damage, including burns and vision impairment.Eye protection is essential to avoid eye contact with the chemical, which can cause severe eye damage including burns and vision impairment. A lab coat or chemical - resistant apron should be worn to protect clothing and the body from spills.Wear a lab coat or a chemical-resistant apron to protect clothing from spills.

Second, proper ventilation is essential. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under the fume hood. 2-(Methacryloxyloxy)ethyl Acetoacetate may emit vapors that can be harmful if inhaled. Inhalation of these vapors could lead to respiratory tract irritation, coughing, shortness of breath, and other respiratory problems.Inhaling these vapors can cause respiratory tract irritation, coughing and shortness of breathe, among other respiratory problems. A fume hood effectively captures and exhausts these vapors, reducing the risk of inhalation exposure.A fume hood captures and exhausts the vapors effectively, reducing inhalation risk.

Third, be cautious during storage.Third, take care when storing the chemical. Store the chemical in a cool, dry place away from sources of heat and ignition.Store the chemical in an area that is cool and dry, away from heat sources and ignition sources. It is flammable, so keep it away from open flames, hot surfaces, and other potential ignition sources.Keep it away from flames, hot surfaces and other ignition sources. Additionally, store it in a tightly - sealed container to prevent evaporation and leakage.Store it in a tightly-sealed container to prevent evaporation. Label the container clearly with the chemical name, hazard warnings, and other relevant information.Label the container with the chemical name and any warnings or other pertinent information. This ensures that anyone handling the container is aware of the potential dangers.This will ensure that anyone handling the containers is aware of any potential dangers.

Fourth, in case of accidental contact.Fourth, in the event of accidental contact. If the chemical comes into contact with the skin, immediately wash the affected area with plenty of soap and water for at least 15 minutes.If the chemical gets on the skin, wash it immediately with soap and water. If it gets into the eyes, flush the eyes with copious amounts of water for at least 15 minutes while keeping the eyelids open, and seek immediate medical attention.If the chemical gets into your eyes, flush them with water for 15 minutes, keeping your eyelids wide open. Seek immediate medical attention. In case of inhalation, move to fresh air immediately.In the event of inhalation, get to fresh air as soon as possible. If breathing is difficult, provide oxygen and seek medical help.If breathing is difficult provide oxygen and seek medical attention. If ingestion occurs, do not induce vomiting unless directed by a medical professional, and seek emergency medical treatment promptly.If you have eaten something, do not induce vomiting without the permission of a medical professional. Seek immediate medical attention.

Finally, when disposing of 2-(Methacryloxyloxy)ethyl Acetoacetate or any waste containing it, follow all local, regional, and national regulations. Do not pour it down the drain or dispose of it in regular trash.Do not dispose of it in the regular trash or down the drain. Specialized waste management procedures are required to ensure that the chemical does not contaminate the environment.To ensure that the chemical doesn't contaminate the surrounding environment, it is necessary to use specialized waste management procedures.

What is the solubility of 2-(Methacryloxyloxy)ethyl Acetoacetate in different solvents?

2 - (Methacryloxyloxy)ethyl Acetoacetate is an important monomer used in various polymer - related applications. Its solubility in different solvents can vary significantly, which is crucial for processes such as polymerization, formulation of coatings, and adhesive production.Its solubility can vary greatly in different solvents, which is important for processes like polymerization, formulations of coatings, or adhesive production.
In organic solvents like acetone, 2 - (Methacryloxyloxy)ethyl Acetoacetate shows high solubility. Acetone is a polar aprotic solvent with a relatively low boiling point.Acetone is an aprotic polar solvent with a low boiling point. The polar nature of acetone allows it to interact well with the polar functional groups present in 2 - (Methacryloxyloxy)ethyl Acetoacetate. The molecule has both ester and keto groups which can form dipole - dipole interactions with acetone molecules.The molecule contains both ester groups and keto groups that can form dipole-dipole interactions with acetone. This results in good solubility, enabling the use of acetone as a common solvent for dissolving this monomer during laboratory - scale reactions or in small - batch industrial processes.This leads to good solubility and allows acetone to be used as a solvent in laboratory-scale reactions or small-batch industrial processes.

Another solvent where it has good solubility is methyl ethyl ketone (MEK).MEK is another solvent that has good solubility. MEK, similar to acetone, is a polar aprotic solvent.MEK is a polar, aprotic, solvent, similar to Acetone. It has a structure that can effectively solvate the 2 - (Methacryloxyloxy)ethyl Acetoacetate molecule. The presence of the carbonyl group in MEK can interact with the ester and keto groups of the monomer, facilitating dissolution.The carbonyl group of MEK can interact and facilitate dissolution by interacting with the ester groups and keto groups in the monomer. This makes MEK useful in applications where a slightly higher boiling point than acetone is required, such as in some drying - type coating formulations.MEK is useful for applications that require a slightly higher boiling temperature than acetone, such as some coating formulations.

In aromatic solvents like toluene, the solubility of 2 - (Methacryloxyloxy)ethyl Acetoacetate is moderate. Toluene is non - polar, but the monomer has some polar regions.Toluene has no polarity, but the monomer contains some polar regions. The non - polar part of the monomer can interact with toluene through van der Waals forces, while the polar groups cause some limitations to the solubility.The van der Waals force can be used to interact the non-polar part of the polymer with toluene, while the polar group limits the solubility. However, in certain applications where a non - polar environment is desired for specific reaction conditions or to control the viscosity of a formulation, toluene can be used as a solvent, albeit with a limited concentration of the monomer.Toluene is a good solvent for certain applications, where a non-polar environment is required to control viscosity or to meet specific reaction conditions.

When it comes to water, 2 - (Methacryloxyloxy)ethyl Acetoacetate has very low solubility. Water is a highly polar protic solvent.Water is a highly protic polar solvent. The hydrophobic nature of the long - chain and non - polar parts of the monomer, along with the relatively weak interaction between the monomer's polar groups and water molecules due to the formation of strong hydrogen - bonding networks within water itself, restricts its solubility in water.Water solubility is limited by the hydrophobic nature and non-polar long-chain parts of the monomer. This, combined with the relatively weak interaction of the monomer's polar group and water molecules, due to the formation strong hydrogen-bonding networks in water, limits its solubility. This characteristic is beneficial in applications where water - based systems need to be avoided, such as in oil - based coatings or adhesives where the monomer should not be affected by moisture.This property is useful in applications that require the monomer to be resistant to moisture, such as oil-based coatings and adhesives.

In summary, the solubility of 2 - (Methacryloxyloxy)ethyl Acetoacetate depends on the nature of the solvent. Polar aprotic solvents offer good solubility, non - polar aromatic solvents have moderate solubility, and water has very low solubility, which allows for its use in a wide range of solvent - based applications.Polar aprotic and non-polar aromatic solvents are good solvents, while water is very soluble.

What is the stability of 2-(Methacryloxyloxy)ethyl Acetoacetate?

2 - (Methacryloxyloxy)ethyl Acetoacetate is a compound with certain chemical stability characteristics.
In general, its stability can be affected by several factors.In general, several factors can affect its stability. One important aspect is its susceptibility to hydrolysis.Hydrolysis is one of its most important aspects. The acetoacetate group contains a carbonyl and an ester moiety which can potentially react with water molecules.The acetoacetate moiety contains both a carbonyl atom and an ester atom, which can react with water molecules. In an aqueous environment, especially under acidic or basic conditions, hydrolysis can occur.Hydrolysis can occur in an aqueous solution, especially when the environment is acidic or basic. Acidic conditions might protonate the carbonyl oxygen of the ester group, making it more electrophilic and thus more prone to nucleophilic attack by water.Acidic conditions can protonate carbonyl oxygen in the ester group. This makes it more electrophilic, and therefore more susceptible to attack by water. Basic conditions, on the other hand, can deprotonate water to form hydroxide ions which are strong nucleophiles and can readily attack the ester carbonyl, leading to the breakdown of the molecule.Basic conditions can deprotonate the water to form hydroxide, which is a strong nucleophile and can attack the ester group carbonyl.

Thermal stability is another consideration.Thermal stability is also a consideration. At elevated temperatures, 2 - (Methacryloxyloxy)ethyl Acetoacetate may undergo decomposition reactions. The double bond in the methacryloxy part can participate in polymerization reactions at higher temperatures, especially in the presence of initiators or under conditions that can generate free radicals.At higher temperatures, the double bond in the methacryloxy portion can participate in polymerization reaction, especially when initiators are present or conditions exist that can produce free radicals. Additionally, the acetoacetate group may undergo decarboxylation at high temperatures, losing carbon dioxide and forming a different organic product.The acetoacetate can also undergo decarboxylation, releasing carbon dioxide, at high temperatures.

Light can also have an impact on its stability.The stability of a light can also be affected by its brightness. Photons can provide the energy to initiate chemical reactions.Photons are able to provide energy for chemical reactions. The double bond and the carbonyl groups in the molecule can absorb light energy, promoting the formation of excited states.The double bond in the molecule and the carbonyl group can absorb light energy to promote the formation of excited state. These excited states can then participate in reactions such as isomerization or bond cleavage, reducing the stability of the compound.These excited states may then participate in reactions like isomerization and bond cleavage reducing the stability.

To enhance its stability, certain storage conditions are recommended.Certain storage conditions are recommended to enhance its stability. It is typically stored in a cool, dark place, away from sources of moisture, strong acids, and bases.It is usually stored in a dark, cool place away from moisture, strong acids and bases. Sealed containers can help prevent exposure to air and moisture, both of which can accelerate degradation reactions.Sealing containers can help to prevent exposure to moisture and air, which can both accelerate degradation reactions. In industrial applications, stabilizers may be added to inhibit polymerization or other decomposition reactions.Stabilizers can be added in industrial applications to inhibit polymerization and other decomposition processes. For example, antioxidants can be used to prevent the oxidation of the double bond, and polymerization inhibitors can be added to suppress unwanted polymerization of the methacryloxy group.Antioxidants can be used to inhibit the oxidation and polymerization inhibitors to suppress unwanted polymerization. Overall, understanding and controlling these factors are crucial for maintaining the stability of 2 - (Methacryloxyloxy)ethyl Acetoacetate during storage and use.