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3-(dimethylamino)acrylic Acid Ethyl Ester


Properties
Product Name 3-(DIMETHYLAMINO)ACRYLIC ACID ETHYL ESTER
Cas Number 50984-72-6
Formula C8H15NO2
Molar Mass 157.21
Density 0.976 g/cm3
Boiling Point 184-185°C
Flash Point 68°C
Refractive Index 1.438
Appearance Colorless to pale yellow liquid
Solubility Slightly soluble in water
Stability Stable under recommended storage conditions
Vapor Pressure 1.1 mmHg at 25°C
Logp 1.39
FAQ

What is the chemical structure of 3-(dimethylamino)acrylic acid ethyl ester?

3-(dimethylamino)acrylic acid ethyl ester is an organic compound with a specific chemical structure.
Let's break down its structure description.Let's look at its structure. First, we start with the acrylic acid ethyl ester part.We will start with the acrylic ethyl esters. Acrylic acid has a structure where there is a carboxyl group (-COOH) attached to a vinyl group (-CH=CH2).Acrylic acid is a carboxyl (-COOH), attached to a vinyl (-CH=CH2) group. When this forms an ethyl ester, the -OH of the carboxyl group is replaced by an -OCH2CH3 group.When the ethyl esters are formed, the -OH group of the carboxyl is replaced by a -OCH2CH3. So far, the basic structure is CH2=CH - COOCH2CH3.The basic structure is CH2=CH + COOCH2CH3.

Then, at the 3 - position (counting from the carbonyl carbon as 1), a dimethylamino group is attached.A dimethylamino is then attached at the 3 – position (counting the carbonyl as 1). A dimethylamino group consists of a nitrogen atom bonded to two methyl groups (-N(CH3)2).A dimethylamino is a nitrogen atom bound to two methyl groups. (-N(CH3)2). So when it is attached to the 3 - position of the acrylic acid ethyl ester, the full chemical structure of 3-(dimethylamino)acrylic acid ethyl ester is established.

In more detail, the carbon - carbon double bond in the vinyl part provides reactivity typical of alkenes.The double bond carbon-carbon in the vinyl component is responsible for the reactivity that is typical of alkenes. This double bond can participate in addition reactions, such as reacting with electrophiles.This double bond is capable of participating in additional reactions, including those with electrophiles. The ester group at the other end contains a carbonyl carbon, which is somewhat electrophilic due to the polarity of the C=O bond.The ester group on the other end contains carbonyl carbon which is electrophilic because of the polarity in the C=O bonds. The oxygen atoms in the ester group can also form hydrogen bonds with appropriate partners in certain chemical environments.In certain chemical environments, the oxygen atoms of the ester group may also form hydrogen bond with appropriate partners.

The dimethylamino group attached to the 3 - position is a basic functional group.The dimethylamino is a functional group that is attached to the 3-position. The nitrogen atom has a lone pair of electrons, which can be donated, making it a nucleophile in many reactions.The nitrogen atom is a nucleophile because it has a pair of electrons that can be donated. This group can also accept a proton in acidic solutions, forming a positively charged ammonium species.This group can accept a proton from acidic solutions to form a positively-charged ammonium species. Overall, the combination of these different functional groups in 3-(dimethylamino)acrylic acid ethyl ester gives it unique chemical and physical properties that are exploited in various chemical processes and applications.

What are the main applications of 3-(dimethylamino)acrylic acid ethyl ester?

3-(Dimethylamino)acrylic acid ethyl ester has several main applications.
One of its significant applications is in the field of organic synthesis.One of its most important applications is in organic synthesis. It serves as a valuable building block for the preparation of various organic compounds.It is a valuable building-block for the preparation of many organic compounds. Due to the presence of the double bond and the dimethylamino group, it can participate in a variety of chemical reactions.It can be used in a wide range of chemical reactions due to the presence of a double bond and a dimethylamino. For example, it can undergo Michael addition reactions.It can, for example, undergo Michael addition reactions. In these reactions, the double bond of 3-(dimethylamino)acrylic acid ethyl ester can react with nucleophiles. This property allows chemists to create more complex organic structures, which are often crucial in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals.This property allows chemists create more complex organic structure, which is often crucial in the synthesis for pharmaceuticals, specialty chemicals, and agrochemicals.

In the pharmaceutical industry, it can contribute to the synthesis of bioactive compounds.In the pharmaceutical industry it can be used to synthesize bioactive compounds. The dimethylamino group can potentially confer certain biological activities or improve the solubility and pharmacokinetic properties of the final drug molecules.The dimethylamino can confer biological activity or improve the solubility, pharmacokinetics and properties of the final drug molecules. Some research has explored its use in the preparation of compounds with potential anti - inflammatory, antibacterial, or other therapeutic activities.Some research has investigated its use in the formulation of compounds that may have anti-inflammatory, antibacterial or other therapeutic properties. By incorporating this ester into the molecular structure of potential drug candidates, scientists can modify their physical and chemical properties to enhance their effectiveness and safety.Scientists can enhance the effectiveness and safety of potential drug candidates by incorporating this ester in their molecular structures.

It is also used in the production of dyes and pigments.It is also used to produce dyes and pigments. The double bond and the amino - containing moiety can be involved in reactions that lead to the formation of chromophores.Double bonds and amino-containing moiety are involved in reactions leading to the formation chromophores. These chromophores are responsible for the color - giving properties of dyes and pigments.These chromophores give dyes and pigments their color. The specific structure of 3-(dimethylamino)acrylic acid ethyl ester can influence the absorption and emission of light, resulting in different colors. This makes it useful for the development of novel dyes for applications such as textile dyeing, printing inks, and coloring of plastics.This property makes it useful in the development of new dyes for applications like textile dyeing, printing, and plastic coloring.

In addition, in the area of materials science, it can be used in the synthesis of polymers.It can also be used to synthesize polymers in the field of materials science. When polymerized, the resulting polymers may have unique properties.The polymers that are formed may have unique properties. The dimethylamino groups can impart certain characteristics like solubility in polar solvents, and the ethyl ester part can affect the mechanical and thermal properties of the polymer.The dimethylamino group can impart certain properties like solubility with polar solvents and the ethyl ester part can affect mechanical and thermal property of the polymer. These polymers can then be used in applications such as coatings, adhesives, and ion - exchange resins.These polymers are then used in applications like coatings, adhesives and ion-exchange resins. For coatings, the polymers derived from 3-(dimethylamino)acrylic acid ethyl ester can provide good adhesion to various substrates and have some resistance properties. In ion - exchange resins, the amino groups can participate in ion - exchange processes, enabling the separation and purification of different ions.In ion-exchange resins, amino groups can be used in ion-exchange processes to enable the separation and purification different ions.

What are the safety precautions when handling 3-(dimethylamino)acrylic acid ethyl ester?

3-(Dimethylamino)acrylic acid ethyl ester is a chemical compound that requires certain safety precautions during handling.
First, personal protective equipment should be worn.Wear personal protective equipment first. This includes chemical - resistant gloves.Chemical-resistant gloves are a good choice. Nitrile gloves are often a good choice as they can provide a barrier against contact with the chemical.Nitrile gloves can be a good option as they provide a barrier to contact with the chemical. Gloves help prevent skin absorption, which can lead to potential health issues.Gloves can help prevent skin absorption that could lead to health problems. Safety goggles are also essential.Safety goggles are essential. They protect the eyes from any splashes of the compound, as contact with the eyes can cause severe irritation, burns, or even permanent damage.They protect your eyes from any splashes as the compound can cause severe irritation or burns. A lab coat or appropriate protective clothing should be worn to cover the body, reducing the risk of skin exposure in case of spills.Wearing a lab coat or other protective clothing will reduce the risk of skin contact in the event of spills.

Second, proper ventilation is crucial.Second, ventilation is essential. Handle 3-(dimethylamino)acrylic acid ethyl ester in a well - ventilated area, preferably under a fume hood. This chemical may release vapors, and inhaling these vapors can cause respiratory problems such as coughing, shortness of breath, and irritation of the respiratory tract.Inhaling vapors from this chemical can cause respiratory problems, such as coughing and shortness of breathe, or irritation of the respiratory tract. The fume hood effectively removes the vapors from the breathing zone, protecting the handler.The fume hood removes the vapors and protects the handler.

Third, when storing the compound, keep it in a cool, dry place away from heat sources and open flames.Third, store the compound in a cool and dry place, away from heat sources or open flames. 3-(Dimethylamino)acrylic acid ethyl ester is flammable, and heat or an ignition source could potentially start a fire. It should also be stored separately from oxidizing agents, as they can react violently with this compound.It should be stored away from oxidizing agents as they can react violently.

Fourth, in case of spills, take immediate action.In the event of spills, you should act immediately. First, evacuate the area to prevent exposure of other people.First, evacuate the surrounding area to avoid exposing other people. Then, use appropriate absorbent materials, such as sand or vermiculite, to soak up the spill.Use absorbent materials such as sand, vermiculite or a similar material to absorb the spill. Dispose of the contaminated absorbent in accordance with local regulations.Dispose the contaminated absorbent according to local regulations. If the spill is large, contact the appropriate safety and environmental authorities for assistance.Contact the appropriate safety and environment authorities for assistance if the spill is large.

Finally, in case of contact with the skin, immediately wash the affected area with plenty of water for at least 15 minutes.If you have skin contact, wash the affected area immediately with plenty of water and for at least 15 min. Remove any contaminated clothing during this process.During this process, remove any contaminated clothing. If the chemical gets into the eyes, rinse them thoroughly with water for an extended period and seek immediate medical attention.If the chemical gets in the eyes, rinse the eyes thoroughly with water and seek immediate medical care. In case of inhalation, move to fresh air and, if symptoms persist, seek medical help.If you inhale the chemical, get to fresh air. If symptoms persist, consult a doctor. If ingested, do not induce vomiting unless directed by a medical professional, and seek immediate medical treatment.If you have ingested the substance, do not induce vomiting without a doctor's permission. Seek immediate medical attention.

What is the solubility of 3-(dimethylamino)acrylic acid ethyl ester in different solvents?

3-(Dimethylamino)acrylic acid ethyl ester is an organic compound with certain solubility characteristics in different solvents.
In polar protic solvents like water, its solubility is relatively low.In polar protic solutions like water, the solubility of this compound is low. This is because the compound has a relatively non - polar ethyl ester group and a dimethylamino group that is not highly hydrophilic enough to overcome the hydrophobic nature of the overall molecule.This is due to the fact that the compound contains a relatively non-polar ethyl ester group and a dimethylamino ring which is not hydrophilic enough in order to overcome the hydrophobicity of the overall molecule. Water molecules form strong hydrogen - bonding networks among themselves, and the non - polar parts of 3-(dimethylamino)acrylic acid ethyl ester disrupt these networks, making it energetically unfavorable for the compound to dissolve extensively.

Alcohols, such as methanol and ethanol, which are polar protic solvents, show better solubility for 3-(dimethylamino)acrylic acid ethyl ester compared to water. The polar - OH group in alcohols can interact with the polar groups in the compound, like the carbonyl group of the ester and the dimethylamino group, through hydrogen - bonding and dipole - dipole interactions.Alcohols' polar OH group can interact with polar groups of the compound like the dimethylamino and carbonyl groups through hydrogen-bonding and dipole-dipole interactions. The non - polar part of the alcohol can also interact with the non - polar parts of the 3-(dimethylamino)acrylic acid ethyl ester, facilitating solubility. For example, in ethanol, the compound can form hydrogen bonds between the alcohol's OH group and the carbonyl oxygen of the ester or the nitrogen of the dimethylamino group.In ethanol, for example, the compound can form hydrogen bond between the alcohol's group OH and the carbonyl oxide of the ester, or the nitrogen of dimethylamino.

In polar aprotic solvents like dimethyl sulfoxide (DMSO) and acetone, 3-(dimethylamino)acrylic acid ethyl ester has good solubility. DMSO has a high dipole moment and can solvate both positive and negative parts of the compound through dipole - dipole interactions.DMSO is a dipole-dipole solvent with a high dipole moments. It can solvate positive and negative parts through dipole-dipole interactions. The sulfur atom in DMSO can interact with the polar groups of the 3-(dimethylamino)acrylic acid ethyl ester. Acetone, with its carbonyl group, can also interact with the polar regions of the compound, and its relatively small non - polar part allows for good mixing with the 3-(dimethylamino)acrylic acid ethyl ester molecule.

Non - polar solvents like hexane and toluene have very low solubility for 3-(dimethylamino)acrylic acid ethyl ester. The non - polar nature of these solvents means that they cannot interact effectively with the polar groups (ester and dimethylamino) in the compound.These solvents are non-polar and therefore cannot interact with the polar groups in the compound (ester or dimethylamino). The compound's polar parts would cause it to aggregate rather than disperse in these non - polar solvents.These non-polar solvents would cause the compound's polar components to aggregate instead of disperse.

In conclusion, the solubility of 3-(dimethylamino)acrylic acid ethyl ester varies significantly depending on the nature of the solvent. Polar solvents, especially polar aprotic ones, generally provide better solubility compared to non - polar solvents, while water shows relatively poor solubility due to the hydrophobic nature of parts of the 3-(dimethylamino)acrylic acid ethyl ester molecule.

How is 3-(dimethylamino)acrylic acid ethyl ester synthesized?

3-(dimethylamino)acrylic acid ethyl ester can be synthesized through the following general approach.
1. Starting materials preparationStart materials preparation
The synthesis often begins with dimethylamine and an appropriate acrylic - based starting material.The synthesis is often started with dimethylamine, and an acrylic-based starting material. For example, ethyl acrylate is a commonly used acrylic - type compound.Ethyl-acrylate, for example, is a common acrylic-type compound. Ethyl acrylate is an ester of acrylic acid and ethanol, which provides the acrylate moiety necessary for the final product.Ethyl Acrylate is an ester between acrylic acid and alcohol, which provides the acrylate molecule necessary for the final product. Dimethylamine, a secondary amine, will be incorporated into the molecule to form the dimethylamino group in the final product.The dimethylamine, which is a secondary amino acid, will be incorporated in the molecule, forming the dimethylamino groups of the final product.

2. Reaction mechanism - Michael addition
The key step in the synthesis is usually a Michael addition reaction.Michael addition is the key step of the synthesis. In a reaction vessel, ethyl acrylate and dimethylamine are mixed under suitable reaction conditions.In a reaction vessel under suitable conditions, ethylacrylate and dimethylamine is mixed. A base is often added to catalyze the reaction.A base is usually added to catalyze this reaction. The base deprotonates the dimethylamine to some extent, generating a more nucleophilic dimethylamine species.The base deprotonates dimethylamine in a certain degree, resulting in a more nucleophilic species of dimethylamine. The electron - deficient double bond in ethyl acrylate acts as an electrophilic site.The electron-deficient double bond of ethylacrylate acts as an electrodephilic site. The nucleophilic dimethylamine attacks the b - carbon of the ethyl acrylate double bond.The dimethylamine, which is nucleophilic, attacks the b-carbon of the double bond in ethyl acrylicate. This results in the formation of a new carbon - nitrogen bond, attaching the dimethylamino group to the b - position of the acrylate chain.This leads to the formation of a carbon-nitrogen bond, attaching a dimethylamino group at the b-position of the acrylate chains.

3. Reaction conditionsReaction conditions
The reaction is typically carried out in an organic solvent.The reaction is usually carried out in a solvent organic. Solvents like ethanol, methanol, or dichloromethane can be used, depending on the solubility of the reactants and the reaction kinetics.Solvents such as ethanol, dichloromethane, or methanol can be used depending on the solubility and reaction kinetics. The temperature of the reaction is an important parameter.The temperature of the chemical reaction is a key parameter. Usually, the reaction is conducted at a moderate temperature, often in the range of room temperature to 50 - 60 degC.The reaction is usually conducted at a moderately high temperature, typically between 50 and 60 degrees Celsius. Lower temperatures may lead to slow reaction rates, while higher temperatures might cause side reactions such as polymerization of the acrylate groups.Lower temperatures can lead to slower reaction rates while higher temperatures can cause side reactions, such as polymerizations of the acrylate group. The reaction time can vary from several hours to overnight, depending on the reaction scale and the efficiency of the reaction system.The reaction time can range from several hours to over night, depending on the scale of the reaction and the efficiency.

4. Product isolation and purification4.
After the reaction is complete, the reaction mixture usually contains the desired 3-(dimethylamino)acrylic acid ethyl ester along with unreacted starting materials, by - products, and the catalyst. The first step in isolation is often to remove the solvent through evaporation under reduced pressure.In isolation, the first step is usually to remove the solvent by evaporation at reduced pressure. Then, the crude product can be purified.The crude product can then be purified. Purification methods may include column chromatography, where the mixture is passed through a column filled with a suitable stationary phase (such as silica gel).Column chromatography is one method of purification, in which the mixture passes through a column with a stationary phase (such silica gel). Different components in the mixture have different affinities for the stationary phase and the mobile phase, allowing the separation of the pure 3-(dimethylamino)acrylic acid ethyl ester from other substances. Another purification option could be distillation, taking advantage of the differences in boiling points of the product and other components in the mixture.Distillation is another option for purification, which takes advantage of the different boiling points between the product and the other components of the mixture. This way, a pure sample of 3-(dimethylamino)acrylic acid ethyl ester can be obtained for further use in various applications, such as in the synthesis of pharmaceuticals or as a building block in organic chemistry.