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Ethyl 3,3-dimethylacrylic Acid


Properties
Product Name Ethyl 3,3-Dimethylacrylic acid
Cas Number 924-40-5
Formula C7H12O2
Molar Mass 128.17 g/mol
Boiling Point 78-80 °C
Density 0.94 g/cm³
Refractive Index 1.415
Appearance colorless liquid
Solubility soluble in organic solvents
Smell fruity odor
Flash Point 60 °C
Melting Point n/a
Vapor Pressure 2.7 mmHg (25 °C)
Acidity pKa = 4.8
FAQ

What are the main applications of Ethyl 3,3-Dimethylacrylic acid?

Ethyl 3,3 - Dimethylacrylic acid has several main applications.Ethyl 3,3-Dimethylacrylic Acid has many main applications.
One significant application is in the field of polymer synthesis.Polymer synthesis is a significant application. It can be used as a monomer to prepare various polymers.It can be used to prepare polymers. The unique structure of ethyl 3,3 - dimethylacrylic acid imparts special properties to the resulting polymers.The unique structure of the ethyl 3,5-dimethylacrylic acid confers special properties to polymers. For example, polymers derived from it may have enhanced thermal stability.Polymers derived from this acid may have improved thermal stability. This is because the dimethyl groups on the acrylic acid structure can increase the steric hindrance, making it more difficult for the polymer chains to break down under high temperatures.The dimethyl groups in the acrylic acid structure increase the steric hinderance, which makes it harder for polymer chains to be broken down at high temperatures. These polymers are often used in industries where materials need to withstand elevated temperatures, such as in some automotive parts, electrical insulation materials, and high - temperature - resistant coatings.These polymers are used in industries that require materials to withstand high temperatures, like automotive parts, electrical insulation, and high-temperature-resistant coatings.

In the area of coatings, ethyl 3,3 - dimethylacrylic acid is valuable.Ethyl 3,3-dimethylacrylic acid has a lot of value in the field of coatings. When incorporated into coating formulations, it can improve the hardness and abrasion resistance of the coatings.It can be incorporated into coating formulas to improve the hardness of the coatings and their resistance to abrasion. The presence of the ethyl group and the dimethyl - substituted acrylic acid moiety contribute to the formation of a more cross - linked and durable coating film.The presence of both the ethyl moiety and the dimethyl-substituted acrylic acid moiety helps to form a more durable and cross-linked coating film. This is beneficial for applications like protective coatings on metal surfaces, where the coating needs to resist scratches and wear during normal use.This is useful for applications such as protective coatings, which are applied to metal surfaces and need to resist scratches and wear. For instance, in the manufacturing of machinery parts, these coatings can extend the lifespan of the metal components by preventing corrosion and mechanical damage.These coatings, for example, can prolong the life of metal components in machinery parts by preventing corrosion and damage from mechanical forces.

It also has applications in the production of adhesives.It is also used in the production adhesives. Ethyl 3,3 - dimethylacrylic acid can be copolymerized with other monomers to create adhesives with specific properties.Copolymerizing ethyl 3,3-dimethylacrylic acid with other monomers can create adhesives that have specific properties. The resulting copolymers may exhibit good adhesion to a variety of substrates, including plastics, metals, and ceramics.The copolymers can adhere well to a wide range of substrates including ceramics, metals and plastics. The acid functionality can participate in chemical reactions with the surface of the substrates, enhancing the bond strength.The acid functionality can be used to enhance the bond strength by participating in chemical reactions on the surface of substrates. This makes them suitable for use in industries such as electronics, where reliable adhesion between different components is crucial.They are therefore suitable for industries like electronics, where adhesion is critical. In printed circuit board assembly, for example, these adhesives can be used to attach components firmly without causing damage to the delicate electronic circuits.These adhesives are ideal for attaching components to printed circuit boards without damaging the electronic circuits.

Furthermore, in the field of pharmaceuticals and agrochemicals, ethyl 3,3 - dimethylacrylic acid can serve as an intermediate.In the fields of pharmaceuticals and agricultural chemicals, ethyl 3,5-dimethylacrylic acid is also useful as an intermediary. Its unique chemical structure can be modified through various chemical reactions to introduce it into more complex molecules.Its unique structure can be altered through chemical reactions to create more complex molecules. In pharmaceuticals, it may be part of the synthesis route for developing new drugs, contributing to the overall structure and potentially enhancing the drug's properties such as solubility, bioavailability, or target - binding affinity.In pharmaceuticals, the chemical structure can be modified to improve the overall structure of the drug and its properties, such as solubility, target-binding affinity, bioavailability or stability. In agrochemicals, it can be used in the synthesis of active ingredients, perhaps helping to improve the stability and efficacy of pesticides or fertilizers.In agrochemicals it can be used to synthesize active ingredients and improve the stability and effectiveness of pesticides or fertilisers.

What are the physical and chemical properties of Ethyl 3,3-Dimethylacrylic acid?

Ethyl 3,3 - Dimethylacrylic acid has the following physical and chemical properties:The physical and chemical properties of Ethyl 3,3-Dimethylacrylic Acid are as follows:
Physical properties:Physical Properties
Appearance: It typically exists as a colorless to slightly yellow liquid under normal conditions.Appearance: Under normal conditions, it is a colorless or slightly yellow liquid. This coloration can vary depending on the purity of the compound and any potential impurities present.This coloration may vary depending on the purity and impurities of the compound.

Odor: It may possess a characteristic, somewhat pungent odor.Odor: It can have a characteristic, pungent smell. The exact nature of the smell can be described as a sharp, acidic - like aroma, which is common among carboxylic acid - containing compounds.The smell is a sharp, acidic aroma that is common in carboxylic acid-containing compounds.

Boiling point: The boiling point of ethyl 3,3 - Dimethylacrylic acid is an important physical property.Boiling point is an important physical property of ethyl,3,3-dimethylacrylic acid. It boils at a specific temperature, which is determined by the strength of the intermolecular forces in the compound.It boils at specific temperatures, which are determined by the strength intermolecular forces within the compound. These forces include van der Waals forces and hydrogen bonding. The boiling point helps in its separation and purification processes, such as distillation.The boiling point is important for separation and purification processes such as distillation.

Melting point: It has a defined melting point, which indicates the temperature at which the solid form of the compound transitions to the liquid state.Melting point: The melting point is the temperature at which a compound's solid form transitions into a liquid state. Knowledge of the melting point is useful for quality control and identification purposes.The melting point can be used to identify and control the quality of a product. For ethyl 3,3 - Dimethylacrylic acid, the melting point is characteristic of its molecular structure and intermolecular interactions.The melting point of ethyl 3,5-dimethylacrylic acid is a function of its molecular composition and intermolecular interaction.

Solubility: It shows certain solubility characteristics.Solubility: It exhibits certain solubility properties. It is likely to be soluble in organic solvents such as ethanol, methanol, and dichloromethane due to its organic nature.Due to its organic nature, it is likely to be soluble with organic solvents like ethanol, dichloromethane, and methanol. In these solvents, the compound can form favorable interactions with the solvent molecules, either through dipole - dipole interactions or hydrogen bonding.In these solvents the compound can form favorable interaction with the solvent molecules either through dipole-dipole interactions or hydrogen bonds. However, its solubility in water is relatively limited because the hydrophobic alkyl groups in the molecule oppose the formation of hydrogen bonds with water molecules, although the carboxylic acid group can form some hydrogen bonds with water to a certain extent.Its solubility in water, however, is limited, because the hydrophobic groups in the molecule prevent the formation of hydrogen bond with water molecules. However, the carboxylic acids can form hydrogen bonds to some extent with water.

Chemical properties:Chemical properties
Acidity: The carboxylic acid group in ethyl 3,3 - Dimethylacrylic acid imparts acidic properties.Acidity: The carboxylic group in ethyl,3,3-dimethylacrylic acid confers acidic properties. It can donate a proton in the presence of a base, undergoing acid - base reactions.It can donate a protons in the presence of base, undergoing acid-base reactions. For example, it can react with metal hydroxides like sodium hydroxide to form the corresponding carboxylate salt and water.It can, for example, react with metal hydroxides such as sodium hydroxide in order to form the carboxylate salts and water. This acidic nature is due to the resonance stabilization of the carboxylate anion formed after the loss of a proton.This acidic nature results from the resonance stabilization the carboxylate anion after it loses a proton.
Esterification: It can participate in esterification reactions.Esterification: It is capable of participating in esterification reactions. When reacted with an alcohol in the presence of an acid catalyst, such as sulfuric acid, it forms an ester.It forms an ester when it reacts with an alcohol, in the presence an acid catalyst such as sulfuric. This reaction is an important synthetic route for the preparation of various esters, which have applications in the fragrance and flavor industries.This reaction is a key synthetic route to prepare various esters that are used in the fragrance and flavor industry.
Polymerization: The double bond in ethyl 3,3 - Dimethylacrylic acid makes it suitable for polymerization reactions.Polymerization: Due to the double bond, ethyl 3,5-dimethylacrylic acid is suitable for polymerization. It can polymerize under appropriate conditions, such as in the presence of a radical initiator.It can polymerize in certain conditions, like the presence of radical initiators. The resulting polymers can have applications in the production of coatings, adhesives, and plastics, where properties like film - forming ability and durability are required.The polymers produced can be used in the production or plastics, adhesives and coatings where properties such as film-forming ability and durability are needed.
Reactivity with reducing agents: The carboxylic acid group can potentially be reduced by strong reducing agents such as lithium aluminum hydride.Reactivity with reducing agent: The carboxylic group can be reduced by strong reductants such as lithium aluminum hydroide. This reduction would convert the carboxylic acid group to an alcohol group, providing a way to modify the structure of the compound for different synthetic purposes.This reduction would convert a carboxylic group into an alcohol group. This could be used to modify the structure for different synthetic purposes.

How is Ethyl 3,3-Dimethylacrylic acid synthesized?

Ethyl 3,3 - Dimethylacrylic acid can be synthesized through the following general approach:The following general approach can be used to synthesize Ethyl 3,3-Dimethylacrylic Acid:
1. Starting materials selectionSelecting the right materials to start with
Typically, one might start with compounds that can be modified to form the desired structure.Typically, you would start with compounds that are easily modified to create the desired structure. A common starting point could be an aldehyde or a ketone.Aldehydes or ketones are common starting points. For example, isobutyraldehyde can be a useful starting material due to its similar carbon framework to the target molecule.Due to its similarity in carbon structure to the target molecule, isobutyraldehyde could be a good starting material.

2. Aldol - type condensation reactionsAldol-type condensation reactions
The reaction often involves an aldol - type condensation.This reaction is often an aldol-type condensation. If using isobutyraldehyde, it can react with a suitable enolate - forming compound.When using isobutyraldehyde it can react with an enolate-forming compound. For instance, reacting isobutyraldehyde with ethyl acetate in the presence of a base such as sodium ethoxide.Reacting isobutyraldehyde and ethyl-acetate with a base like sodium ethoxide. The base will deprotonate the ethyl acetate to form an enolate ion.The base will deprotonate ethyl-acetate, forming an enolate. This enolate can then attack the carbonyl carbon of isobutyraldehyde in a nucleophilic addition reaction.This enolate then attacks the carbonyl carbon in isobutyraldehyde through a nucleophilic reaction. The initial product is a b - hydroxy - ester, which can then undergo dehydration.The initial product is an b-hydroxy-ester, which can be dehydrated. Heating the reaction mixture under acidic or basic conditions can facilitate the elimination of a water molecule.The elimination of water molecules can be facilitated by heating the reaction mixture in acidic or basic conditions. In the basic - catalyzed dehydration, the hydroxide ion can abstract a proton from the b - carbon, and the resulting negative charge helps in the expulsion of the ethoxide group, leading to the formation of an unsaturated ester, ethyl 3 - methyl - 2 - butenoate.In the basic-catalyzed hydration, the hydroxide can abstract a pron from the b-carbon, and the resulting charge helps in expulsion of ethoxide groups, leading to an unsaturated ester, ethyl 3-methyl -2 - butenoate.

3. Methylation step3.
To introduce the second methyl group at the 3 - position, the double - bond in ethyl 3 - methyl - 2 - butenoate can be methylated.The double - bond of ethyl 3- methyl -2 - butenoate may be methylated to introduce the second methyl at the 3 'position. This can be achieved through a reaction with a methylating agent such as methyl iodide or dimethyl sulfate.This can be done by a reaction with an methylating agent, such as methyliodide or sulfate dimethyl. Usually, this reaction is carried out in the presence of a strong base.This reaction is usually carried out in presence of a strong acid. The base will deprotonate the a - carbon adjacent to the carbonyl group in the ester, creating a nucleophilic species.The base will deprotonate a-carbon adjacent to the carbonyl groups in the ester creating a nucleophilic specie. This nucleophile can then react with the methylating agent, substituting the leaving group (iodide or sulfate) and adding a methyl group at the 3 - position, resulting in ethyl 3,3 - dimethylacrylate.This nucleophile then reacts with the methylating agents, substituting the remaining group (iodide, sulfate), and adding a 3 - methyl group to the position.

4. Hydrolysis
Finally, ethyl 3,3 - dimethylacrylate can be hydrolyzed to form ethyl 3,3 - dimethylacrylic acid.Finally, ethyl 3,5-dimethylacrylate can hydrolyzed into ethyl 3,5-dimethylacrylic acid. This hydrolysis can be accomplished by treating the ester with an acid (such as hydrochloric acid) or a base (such as sodium hydroxide) in an aqueous medium.This hydrolysis is accomplished by treating the esters with an acid (such a hydrochloric) or abase (such a sodium hydroxide) within an aqueous solution. In acid - catalyzed hydrolysis, the carbonyl oxygen of the ester is protonated, making the carbonyl carbon more electrophilic.In acid-catalyzed hydrogenation, the carbonyl atom of the ester protonates, making it more electrophilic. Water then attacks the carbonyl carbon, followed by a series of proton - transfer steps and cleavage of the C - O bond between the carbonyl carbon and the ethoxy group, releasing ethanol and forming the carboxylic acid, ethyl 3,3 - dimethylacrylic acid.Water attacks the carbonyl, followed by proton-transfer steps and cleavage between the C-O bond between the carbonyl and the ethoxy groups, releasing the ethanol and forming carboxylic acid ethyl 2,3 - dimethylacrylic. In base - catalyzed hydrolysis, hydroxide ion attacks the carbonyl carbon directly, and after subsequent steps, the carboxylate salt is formed, which can be acidified to obtain the free carboxylic acid.In base-catalyzed hydrogenation, the hydroxide ion attacks directly the carbonyl atom. After subsequent steps, a carboxylate salt forms, which can then be acidified to get the free carboxylic acids.

What are the safety precautions when handling Ethyl 3,3-Dimethylacrylic acid?

Ethyl 3,3 - Dimethylacrylic acid is a chemical compound that requires certain safety precautions during handling.Ethyl 3,3-Dimethylacrylic Acid is a chemical compound which requires special precautions when handling.
First, in terms of personal protective equipment, wear appropriate clothing.Wear the appropriate clothing as far as personal protective equipment is concerned. This includes a long - sleeved laboratory coat or a chemical - resistant apron to prevent contact with the skin.Wear a long-sleeved lab coat or a chemical-resistant apron. The fabric should be able to resist penetration by the chemical.The fabric must be able resist chemical penetration. Additionally, use chemical - resistant gloves.Use chemical-resistant gloves. Nitrile gloves are often a good choice as they provide good protection against a variety of chemicals, including many organic acids like ethyl 3,3 - Dimethylacrylic acid.Nitrile gloves can be a good option as they offer good protection against many chemicals, including organic acids such as ethyl3,3-dimethylacrylic acid. They help to prevent the acid from coming into direct contact with the hands, which could lead to skin irritation, burns, or absorption through the skin.They prevent the acid from directly contacting the hands which could cause skin irritation, burning or absorption.

Eye protection is crucial.Eye protection is essential. Safety goggles or a face shield should be worn at all times when handling this compound.Wear safety goggles or face shields at all times while handling this compound. Even a small splash of the acid into the eyes can cause severe damage, such as corneal burns and vision impairment.Even a small splash can cause serious damage to the eyes, including corneal burns and vision impairment. The goggles should fit snugly around the eyes to prevent any liquid from seeping in.The goggles must fit snugly over the eyes to avoid liquid seeping in.

When working with ethyl 3,3 - Dimethylacrylic acid, do so in a well - ventilated area.Work with ethyl,3,3-dimethylacrylic acid in a well-ventilated area. If possible, use a fume hood.If possible, use fume hoods. The acid may emit vapors, and inhaling these vapors can irritate the respiratory tract, causing coughing, shortness of breath, and potentially more serious lung problems over time.Inhaling the vapors from the acid can cause irritation to the respiratory tract. This can lead to coughing, shortness in breath, and even more serious lung conditions over time. A fume hood effectively captures and exhausts these vapors, reducing the risk of inhalation exposure.A fume hood captures and exhausts the vapors, reducing inhalation risk.

In case of spills, have a spill kit readily available.Have a spill kit on hand in case of spills. First, isolate the area to prevent others from accidentally coming into contact with the spilled acid.Isolate the area first to prevent others from accidentally contacting the acid. Absorb the spill using an appropriate absorbent material, such as vermiculite or an acid - neutralizing spill pillow.Use an absorbent material such as vermiculite, or an acid-neutralizing spill pillow to absorb the spill. Avoid using materials that may react violently with the acid.Avoid materials that could react violently with acid. After absorption, carefully collect the contaminated absorbent and dispose of it according to local regulations.After absorption, collect the contaminated absorbent carefully and dispose of it in accordance with local regulations.

If there is skin contact, immediately remove any contaminated clothing and wash the affected area with plenty of running water for at least 15 minutes.If there is skin-to-skin contact, remove all contaminated clothing immediately and wash the affected area for at least 15 min. Seek medical attention if there are any signs of irritation, burns, or discomfort.If you notice any signs of irritation or discomfort, seek medical attention. In case of eye contact, hold the eyelids open and rinse the eyes continuously with clean water for at least 15 minutes.If you have eye contact, keep the eyelids wide open and rinse your eyes with clean water continuously for at least 15 min. Then, seek immediate medical help.Seek immediate medical attention.

Finally, store ethyl 3,3 - Dimethylacrylic acid properly.Store ethyl 3,5-dimethylacrylic acid correctly. Keep it in a cool, dry place away from sources of heat, ignition, and incompatible substances.Store it in a dry, cool place, away from heat sources, incompatible substances, and ignition sources. For example, acids should not be stored near bases as they can react violently.Acids, for example, should not be stored next to bases because they can react violently. Label the storage container clearly with the name of the compound, its hazards, and any relevant handling instructions.Label the container with the name of a compound, its hazards and any relevant instructions.

What is the price range of Ethyl 3,3-Dimethylacrylic acid in the market?

The price range of Ethyl 3,3 - Dimethylacrylic acid in the market can vary significantly based on several factors.The price of Ethyl,3-Dimethylacrylic Acid on the market can be affected by several factors.
Firstly, the purity of the compound greatly influences the price.The purity of the compound is a major factor in determining the price. Higher purity grades of Ethyl 3,3 - Dimethylacrylic acid generally command a higher price.Ethyl 3,3-Dimethylacrylic Acids with higher purity grades are generally more expensive. For instance, if the purity is above 99%, it might be priced relatively expensively compared to a product with a purity of around 95%.If the purity is higher than 99%, then it may be more expensive compared to another product with a purity of 95%. The cost of purification processes contributes to this price difference.This price difference is largely due to the cost of purification. Purifying the compound to a high degree often requires more advanced techniques and higher - quality raw materials, both of which increase production costs and, in turn, the market price.Purifying a compound to a high level often requires more advanced technologies and higher-quality raw materials. Both of these factors increase production costs, and in turn, market prices.

Secondly, the scale of production impacts the price.Second, the size of the production has an impact on the price. Large - scale manufacturers may be able to offer the product at a more competitive price due to economies of scale.Due to economies of size, large-scale manufacturers may be able offer the product at a competitive price. When produced in bulk, the fixed costs associated with manufacturing, such as equipment setup and maintenance, can be spread over a larger quantity of the product.The fixed costs of manufacturing, like equipment setup and maintenance can be spread across a larger quantity. Small - scale producers, on the other hand, may have higher unit costs, which are then reflected in the selling price.Small-scale producers may have higher unit cost, which is reflected in their selling price.

Geographical location also plays a role.The location of the company also has an impact. In regions where there is a high demand for Ethyl 3,3 - Dimethylacrylic acid, perhaps due to a concentration of industries that use it as a raw material, the price might be higher if the supply is limited.If the supply is limited in regions where Ethyl 3,3-Dimethylacrylic Acid is in high demand, it could result in a higher price. Additionally, transportation costs can add to the final price.Transport costs can also add to the price. If the product needs to be shipped over long distances, especially to remote areas, the overall cost will increase.The cost of shipping the product over long distances will increase.

As of now, in the general market, the price of Ethyl 3,3 - Dimethylacrylic acid can range from approximately $X to $Y per kilogram.On the current market, Ethyl 3,3-Dimethylacrylic acid is priced between $X and $Y per kilogram. Lower - purity products may start at the lower end of this range, say around $X per kilogram.Lower-purity products can start at the lower end, say $X per kilogram. This could be suitable for applications where a high level of purity is not strictly necessary.This may be appropriate for applications that do not require a high degree of purity. High - purity versions, with purities approaching or exceeding 99%, can reach up to $Y per kilogram.Purities that approach or exceed 99% can cost up to $Y/kg. However, these price ranges are subject to change based on fluctuations in raw material prices, changes in production technology, and shifts in market demand and supply dynamics.These price ranges can change depending on raw material prices, production technology and market demand and supply dynamics.