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Product Name | Methacrylic acid propargyl ester |
Cas Number | 2555-49-5 |
Formula | C7H8O2 |
Molar Mass | 124.14 g/mol |
Boiling Point | 151-152 °C |
Melting Point | -40 °C |
Density | 0.985 g/cm³ |
Refractive Index | n20/D 1.453 |
Flash Point | 41 °C |
Vapor Pressure | 1.72 mm Hg at 25 °C |
Solubility | Slightly soluble in water |
Appearance | Colorless liquid |
Autoignition Temperature | 390 °C |
Odor | Acrid |
What are the main applications of methacrylic acid propargyl ester?
Methacrylic acid propargyl ester has several main applications.There are many main applications for methacrylic acid, propargyl ester.
In the field of polymer materials, it can be used as a functional monomer for copolymerization.It can be used in the field of polymer material as a monomer that is functional for copolymerization. By copolymerizing with other monomers like methyl methacrylate or styrene, the resulting polymers can gain unique properties.Polymers with unique properties can be created by copolymerizing them with other monomers, such as methyl methacrylate and styrene. The propargyl group in methacrylic acid propargyl ester can participate in various post - polymerization reactions, such as click chemistry.The propargyl group of methacrylic ester propargyl can be used in a variety of post-polymerization reactions such as click chemistry. This allows for the introduction of different functional groups to the polymer chain, enhancing its performance.This allows the introduction of functional groups into the polymer chain to enhance its performance. For example, it can be used to create polymers with improved adhesion properties.It can be used, for example, to create polymers that have improved adhesion. These polymers are useful in coatings, where they can better adhere to various substrates like metals, plastics, and ceramics, providing better protection and durability for the coated objects.These polymers can be used in coatings to better adhere to different substrates such as metals, ceramics and plastics. They also provide better protection and durability.
In the area of composite materials, methacrylic acid propargyl ester can play a crucial role.Methacrylic acid propargyl ester can play a key role in composite materials. When incorporated into composites, it can act as a coupling agent between the matrix and the filler.It can act as a coupling between the matrix and filler when incorporated into composites. The reactive propargyl group can interact with the surface of inorganic fillers like glass fibers or carbon nanotubes, while the methacrylic part can copolymerize with the polymer matrix.The reactive propargyl can interact with inorganic fillers such as glass fibers or nanotubes while the methacrylic can copolymerize the matrix. This improves the interfacial bonding between the filler and the matrix, enhancing the mechanical properties of the composite.This increases the interfacial bonds between the matrix and the filler, improving the mechanical properties of composites. As a result, the composite materials can have higher strength, stiffness, and impact resistance, making them suitable for applications in the automotive, aerospace, and construction industries.Composite materials are able to have a higher strength, stiffness and impact resistance. This makes them suitable for use in the automotive, aeronautics and construction industries.
It also has applications in the synthesis of specialty chemicals.It is also used in the synthesis and production of specialty chemicals. The unique structure of methacrylic acid propargyl ester makes it a valuable building block in organic synthesis.Its unique structure makes methacrylic ester propargyl ester a valuable building-block in organic synthesis. It can be used in the preparation of complex organic compounds through a series of reactions.It can be used to prepare complex organic compounds by a series reactions. For instance, the propargyl group can be transformed into other functional groups via reactions like hydroamination or cycloaddition reactions.Propargyl groups can be converted into other functional groups by hydroamination and cycloaddition. These specialty chemicals may find use in pharmaceuticals, agrochemicals, or as intermediates in the production of high - value - added materials.These specialty chemicals can be used in pharmaceuticals, agrochemicals or as intermediates to produce high-value-added materials.
In addition, in the field of surface modification, methacrylic acid propargyl ester can be used to modify the surface of materials.The methacrylic ester propargyl can also be used in the field to modify the surface. By grafting it onto the surface of polymers or other materials, new functional groups are introduced.By grafting the ester onto the surface polymers or other material, new functional groups can be introduced. This can change the surface properties such as wettability, biocompatibility, or chemical reactivity.This can alter surface properties like wettability, chemical reactivity, or biocompatibility. For example, in biomedical applications, modifying the surface of medical devices with methacrylic acid propargyl ester and subsequent functionalization can improve their biocompatibility, reducing the risk of immune responses when in contact with the human body.Modifying the surface of medical instruments with methacrylic acids propargyl esters and functionalization can improve biocompatibility. This reduces the risk of immune reactions when the device is in contact with human tissue.
What are the safety precautions when handling methacrylic acid propargyl ester?
Methacrylic acid propargyl ester is a chemical compound that requires careful handling due to its potential hazards.Due to its potential dangers, methacrylic acid propargyl ester is a chemical compound which requires careful handling. Here are some safety precautions:Here are some safety measures:
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Always wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile or neoprene gloves are often good choices as they can resist the corrosive nature of the substance.These gloves can withstand the corrosiveness of the substance. This helps prevent skin contact, which could lead to irritation, burns, or absorption of the chemical into the body.This will help prevent skin contact that could cause irritation, burns or absorption into the body. Additionally, wear safety goggles or a face shield.Wear safety goggles, or a face shield. This safeguards the eyes from splashes, as any contact with the eyes can cause severe eye damage, including potential loss of vision.This protects the eyes against splashes as any contact can cause severe eye injuries, including possible loss of vision. A lab coat or other protective clothing should also be worn to cover the body, protecting it from spills and minimizing the risk of skin exposure.Wearing a lab coat or other protective clothing will protect the body from spills, and minimize the risk of skin contact.
Second, ensure proper ventilation. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under the fume hood. Methacrylic acid propargyl ester may emit vapors that can be harmful if inhaled.Inhaling vapors from methacrylic acid propargyl ester can be harmful. Inhalation of these vapors can irritate the respiratory tract, causing coughing, shortness of breath, and in severe cases, damage to the lungs.Inhaling these vapors may cause irritation of the respiratory tract. This can lead to coughing, shortness in breath, or even damage to the lungs. A fume hood effectively removes these vapors, reducing the risk of inhalation exposure.A fume hood will effectively remove these vapors and reduce the risk of exposure.
Third, when handling the substance, avoid generating dust or aerosols.Third, when handling this substance, avoid creating dust or aerosols. This can be achieved by carefully pouring or transferring the liquid in a controlled manner.Pouring or transferring liquids in a controlled way is the best way to achieve this. Sudden movements or splashing can create aerosols that are more likely to be inhaled.Aerosols can be created by sudden movements or splashing. These aerosols are more likely to cause inhalation. When using containers, make sure they are tightly sealed when not in use to prevent evaporation and release of vapors.Containers should be tightly sealed when they are not in use. This will prevent evaporation of the contents and the release of vapors.
Fourth, be cautious of its reactivity.Fourth, be careful of its reactivity. Methacrylic acid propargyl ester is reactive and can polymerize under certain conditions.The propargyl ester of methacrylic acid is a reactive product that can polymerize in certain conditions. Keep it away from heat sources, flames, and strong oxidizing agents as it may react violently.Keep it away heat sources, flames and strong oxidizing agent as it can react violently. Storage should be in a cool, dry place, away from substances that could initiate polymerization or other unwanted reactions.Store in a dry, cool place away from substances which could cause polymerization.
Finally, in case of an accident, know the appropriate first - aid measures.In the event of an accident, you should know what to do first. If there is skin contact, immediately wash the affected area with plenty of water for at least 15 minutes and seek medical attention.If there is skin-to-skin contact, wash the affected area immediately with plenty of water and seek medical attention. In case of eye contact, flush the eyes with copious amounts of water for an extended period and then get immediate medical help.If there is eye contact, wash the eyes for a long time with a lot of water. Seek immediate medical attention. If inhaled, move to fresh air and if breathing difficulties persist, call for emergency medical services.If inhaled move to fresher air. If breathing problems persist, call emergency medical services.
How is methacrylic acid propargyl ester synthesized?
Methacrylic acid propargyl ester can be synthesized through the following general approach:The following general approach can be used to synthesize methacrylic acid propargyl ester:
Reagents and starting materials preparationPreparation of starting materials and reagents
The synthesis typically starts with methacrylic acid and propargyl alcohol as the key starting materials.Methacrylic acid is the most common starting material. Methacrylic acid is commercially available.Methacrylic Acid is available commercially. Propargyl alcohol can also be obtained from chemical suppliers.Propargyl Alcohol can be purchased from chemical suppliers. These starting materials should be of high purity to ensure a smooth reaction and good product quality.These materials should be high-purity to ensure a smooth and high-quality reaction.
Esterification reaction
The core step is the esterification reaction between methacrylic acid and propargyl alcohol.This reaction is catalyzed. This reaction is usually catalyzed.This reaction is usually catalysted. Commonly, an acid catalyst such as sulfuric acid or p - toluenesulfonic acid can be used.Typically, sulfuric acid or p-toluenesulfonic acids can be used as acid catalysts. The reaction is carried out in an appropriate solvent.The reaction is carried in a suitable solvent. Solvents like toluene or xylene are often chosen as they can help to remove the water generated during the reaction by azeotropic distillation, which drives the reaction equilibrium towards the formation of the ester product.Solvents such as toluene and xylene can be used to remove water produced during the reaction through azeotropic distillation. This drives the reaction equilibrium in the direction of the ester product.
The reaction mixture is heated under reflux.The reaction mixture is heated in a reflux. The temperature is carefully controlled.The temperature must be carefully controlled. For this esterification, a temperature in the range of around 80 - 120 degC is usually suitable, depending on the solvent and catalyst used.Temperatures between 80 and 120 degC are usually suitable for this esterification. The reaction time can vary, typically several hours, until the conversion of the starting materials to the ester reaches a satisfactory level.The reaction time, which can be several hours long, can vary until the conversion from the starting materials into the ester reaches an acceptable level. This can be monitored by techniques such as gas chromatography (GC) or thin - layer chromatography (TLC).This can be monitored using techniques such as thin-layer chromatography or gas chromatography.
Purification
After the reaction is complete, the reaction mixture needs to be purified.Purification is required after the reaction has been completed. First, the catalyst is neutralized.The catalyst must first be neutralized. If an acid catalyst was used, a base such as sodium carbonate or sodium hydroxide can be added in an appropriate amount to neutralize the acid.If an acidic catalyst was used, you can add a base like sodium carbonate or Sodium hydroxide in the appropriate amount to neutralize it. Then, the organic layer is separated.The organic layer is then separated. Solvents and unreacted starting materials are removed by distillation.Distillation removes solvents and unreacted materials. Vacuum distillation is often employed to purify the methacrylic acid propargyl ester product, as it can help to separate the product from any remaining impurities more effectively, obtaining a relatively pure methacrylic acid propargyl ester.Vacuum distillation can be used to purify methacrylic acids propargyl esters. It helps to separate the product more effectively from impurities, resulting in a methacrylic acids propargyl ester that is relatively pure.
Characterization
Finally, the synthesized methacrylic acid propargyl ester is characterized.The synthesized methacrylic ester propargyl is then characterized. Techniques like nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry (MS) are used.The techniques used include nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR) and mass spectrometry. NMR can confirm the structure of the product by analyzing the chemical shifts and coupling constants of the hydrogen and carbon atoms in the molecule.NMR can confirm a product's structure by analyzing the chemical shifting and coupling constants between the hydrogen and carbon in the molecule. IR spectroscopy can identify the functional groups present, such as the carbon - carbon double bond in the methacrylic part and the triple bond in the propargyl part.IR spectroscopy identifies functional groups, such as the double carbon-carbon bond in the methacrylic portion and the triple carbon-carbon bond in propargyl. MS can provide information about the molecular weight of the product, further validating its identity.MS can provide information on the molecular mass of the product and confirm its identity.
What are the physical and chemical properties of methacrylic acid propargyl ester?
Physical properties of methacrylic acid propargyl ester:Physical properties of propargyl esters of methacrylic acids
Appearance: It is usually a clear to slightly yellow - colored liquid.Appearance: The liquid is usually clear or slightly yellow in color. This appearance is common among many organic esters with relatively low molecular weights.This is a common appearance among many organic esters that have relatively low molecular masses. The color can sometimes be an indication of impurities; a purer sample would tend to be more color - less.Color can be an indicator of impurities. A purer sample will be more color-less.
Odor: It likely has a characteristic, somewhat pungent odor typical of many acrylic - based compounds.Odor: It is likely to have a characteristic, pungent odor that is typical of many acrylic-based compounds. The smell is often sharp and can be detected even at low concentrations in the air.The smell can be quite strong and can even be detected at low levels.
Boiling point: Methacrylic acid propargyl ester has a boiling point that is determined by the strength of the intermolecular forces in the compound.Boiling point of methacrylic acid propargyl ester is determined by intermolecular forces. The presence of the ester group and the unsaturated carbon - carbon double and triple bonds contribute to its boiling point.The ester group, as well as the unsaturated double and triple carbon-carbon bonds, contribute to the boiling point. Generally, it boils at a temperature that allows it to be in a liquid state under normal ambient conditions, but can be vaporized with the application of heat.It boils at temperatures that allow it to be liquid under normal ambient conditions. However, it can be vaporized by applying heat.
Density: It has a density that is greater than that of water, which means it will sink when mixed with water.Density: It is heavier than water and will sink if mixed with it. The density is influenced by the molecular mass and the packing of the molecules in the liquid state.The molecular mass of the liquid and the packing of molecules determine the density. The relatively compact structure of the methacrylic acid propargyl ester molecule contributes to its specific density value.The density of the methacrylic ester is influenced by its relatively compact structure.
Solubility: It is sparingly soluble in water.It is sparingly water soluble. The hydrophobic nature of the alkyl and unsaturated hydrocarbon parts of the molecule dominates over the weak polarizing effect of the ester group, leading to poor solubility in the highly polar water.The hydrophobic nature and unsaturated hydrocarbons of the molecule are dominant over the weak polarizing effects of the ester groups, resulting in poor solubility of the highly polarized water. However, it is highly soluble in many organic solvents such as ethanol, acetone, and toluene.It is highly soluble, however, in organic solvents like ethanol, toluene, and acetone. These organic solvents have similar non - polar or moderately polar characteristics, allowing for good miscibility with methacrylic acid propargyl ester.These organic solvents share similar non-polar or moderately-polar characteristics that allow for good miscibility of methacrylic ester propargyl.
Chemical properties of methacrylic acid propargyl ester:Chemical properties of methacrylic Acid Propargyl Ester
Reactivity of the double bond: The carbon - carbon double bond in the methacrylic acid part of the molecule is highly reactive.Double bond reactivity: The double bond carbon - carbon in the methacrylic acids part of the molecule has a high reactivity. It can undergo addition reactions, such as polymerization.It can undergo polymerization and other addition reactions. In the presence of initiators, like free - radical initiators, the double bond can break and form long - chain polymers.In the presence of free radical initiators like free radicals, the double bond may break and form long-chain polymers. This property makes it useful in the production of various polymers, coatings, and adhesives.This property makes it useful for the production of polymers, adhesives, and coatings.
Reactivity of the triple bond: The propargyl group contains a carbon - carbon triple bond.Reactivity of triple bond: the propargyl group has a triple bond carbon-carbon. This triple bond can also participate in reactions.This triple bond is also capable of participating in reactions. For example, it can react with certain reagents in cycloaddition reactions, like the Huisgen 1,3 - dipolar cycloaddition (click chemistry), where it forms a five - membered heterocyclic ring.It can, for example, react with certain reagents during cycloadditions, such as the Huisgen 1,3-dipolar cycloaddition, where it forms a heterocyclic five-membered ring.
Hydrolysis: The ester group in methacrylic acid propargyl ester is susceptible to hydrolysis.Hydrolysis: The ester groups in methacrylic acids propargyl esters are susceptible to hydrolysis. In the presence of water and an acid or base catalyst, the ester bond can break, forming methacrylic acid and propargyl alcohol.In the presence water and an acid catalyst or base, the ester bonds can break forming propargyl and methacrylic acids. Base - catalyzed hydrolysis is often more rapid as the hydroxide ion is a better nucleophile, attacking the carbonyl carbon of the ester group.Base-catalyzed hydrogenation is usually more rapid because the hydroxide ion attacks the carbonyl carbon in the ester group.
Oxidation: The unsaturated bonds (double and triple) can be oxidized under appropriate conditions.Oxidation - Under the right conditions, unsaturated double and triple bonds can be oxidized. Oxidizing agents can react with these bonds, potentially leading to the formation of oxygen - containing functional groups such as carbonyls or carboxylic acids, depending on the reaction conditions and the nature of the oxidizing agent used.Oxidizing agents may react with these bonds to form oxygen-containing functional groups, such as carboxylic acid or carbonyls, depending on reaction conditions and oxidizing agent type.
What are the storage conditions for methacrylic acid propargyl ester?
Methacrylic acid propargyl ester is a chemical compound that requires specific storage conditions to maintain its stability and prevent potential hazards.Methacrylic Acid Propargyl Ester is a chemical compound which requires specific storage conditions in order to maintain its stability.
Firstly, it should be stored in a cool place.It should be kept in a cool, dry place. High temperatures can accelerate chemical reactions, such as polymerization.High temperatures can speed up chemical reactions such as polymerization. An ideal storage temperature is typically in the range of 2 - 8 degrees Celsius.Ideal storage temperatures are typically between 2 and 8 degrees Celsius. Storing it at a relatively low temperature helps to slow down any potential degradation or unwanted reactions that could occur over time.Storing it at low temperatures helps to reduce any degradation or unwanted reactions.
Secondly, it must be kept in a well - ventilated area.Second, it should be kept in an area that is well-ventilated. This is because the compound may emit vapors.The compound may emit vapors. Adequate ventilation ensures that these vapors do not accumulate, reducing the risk of explosion or inhalation hazards.Adequate ventilation will ensure that these vapors don't accumulate, reducing the danger of explosions or inhalation hazards. If the vapors build up in a confined space, they can reach explosive concentrations in the presence of an ignition source.If the vapors accumulate in a confined area, they can reach explosive levels in the presence an ignition source.
Thirdly, storage should be in a tightly sealed container.Thirdly, the container should be tightly sealed. Exposure to air can lead to oxidation reactions.Air exposure can cause oxidation reactions. Oxygen in the air can react with the methacrylic acid propargyl ester, altering its chemical properties.Oxygen in air can react with methacrylic acids propargyl ester and alter its chemical properties. A tightly sealed container also helps prevent leakage, which could pose risks to the environment and human health.A tightly sealed container can also help prevent leakage that could pose health and environmental risks.
Fourthly, it should be stored away from sources of ignition, heat, and strong oxidizing agents.It should be stored away, fourthly, from sources of ignition and heat. As an organic compound, it is flammable.It is flammable because it is an organic compound. Contact with oxidizing agents can initiate violent reactions.Contact with oxidizing agents may cause violent reactions. For example, substances like peroxides can react with methacrylic acid propargyl ester in an exothermic and potentially explosive manner.Peroxides, for example, can react exothermically and explosively with propargyl esters of methacrylic acids.
Finally, the storage area should be clearly marked and only accessible to trained personnel.The storage area should also be clearly marked, and only accessible by trained personnel. This ensures that proper handling procedures are followed in case of any need to access or move the stored compound.This will ensure that the correct handling procedures are followed if you need to move or access the compound. It also helps in maintaining a safe working environment by preventing unauthorized access, which could lead to accidents due to improper handling.This also helps maintain a safe work environment by preventing unauthorized entry, which could result in accidents due to improper handing. In conclusion, by adhering to these storage conditions, the integrity and safety of methacrylic acid propargyl ester can be effectively maintained.By adhering these storage conditions, it is possible to maintain the safety and integrity of methacrylic ester propargyl.