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Cyclohexyl Acrylate


Properties
Product Name Cyclohexyl acrylate
Cas Number 3066-71-5
Formula C9H14O2
Molar Mass 154.21 g/mol
Density 0.974 g/cm³
Boiling Point 200-202 °C
Melting Point -50 °C
Flash Point 86 °C
Refractive Index 1.450
Viscosity 2.8 mPa·s
Vapor Pressure 0.2 mmHg at 20°C
Appearance Colorless liquid
Solubility Insoluble in water
Odor Mild, ester-like
FAQ

What is the chemical structure of cyclohexyl acrylate?

Cyclohexyl acrylate is an organic compound.Cyclohexyl Acrylate is an organic substance. Its chemical structure can be described as follows.Its chemical structure is as follows.
The acrylate part of cyclohexyl acrylate is derived from acrylic acid.Acrylic acid is the source of the acrylate portion of cyclohexyl-acrylate. Acrylic acid has the formula CH2=CH - COOH.Acrylic acid is represented by the formula CH2=CH-COOH. When it forms an ester, the -OH group of the carboxylic acid reacts with an alcohol.When it forms an ester, the OH group of the carboxylic acids reacts with alcohol. In the case of cyclohexyl acrylate, the alcohol is cyclohexanol.In the case cyclohexyl-acrylate, cyclohexanol is the alcohol.

The cyclohexyl group is a six - membered cyclic structure.The cyclohexyl ring is a six-membered cyclic group. Each carbon atom in the cyclohexyl ring is sp3 hybridized.Each carbon atom is sp3-hybridized in the cyclohexyl rings. The cyclohexyl ring has a chair or boat conformation in its most stable forms, with chair conformation being more common at room temperature.In its most stable forms, the cyclohexyl rings have a boat or chair conformation. The chair conformation is more common at room temperatures. In the chair conformation, the carbon - carbon bonds in the ring have bond angles close to the tetrahedral angle of 109.5 degrees, minimizing angle strain.In the chair configuration, the carbon-carbon bonds in the ring are oriented at bond angles that are close to the 109.5 degree tetrahedral. This minimizes angle strain.

The acrylate group is attached to the cyclohexyl ring through an ester linkage.The ester linkage is used to attach the acrylate group to the cyclohexyl rings. The double - bonded carbon atoms in the acrylate group are sp2 hybridized.The double-bonded carbon atoms of the acrylate are sp2 hybridized. One of the sp2 hybridized carbon atoms forms a double bond with another carbon atom (CH2=CH - part), and the other is part of the carbonyl group (C=O) in the ester.One of the sp2 hybridized carbon atoms forms double bonds with another carbon (CH2=CH-part), and the second is a part of the carbonyl groups (C=O) of the ester. The carbonyl carbon is also sp2 hybridized and is bonded to an oxygen atom of the cyclohexyl group via a single bond, forming the ester functional group (-COO -).The carbonyl carbon, which is also sp2-hybridized, is bonded via a single link to an oxygen atom in the cyclohexyl groups. This forms the ester functional group.

Overall, the chemical formula of cyclohexyl acrylate is C9H14O2.The chemical formula for cyclohexyl is C9H14O2. The structure combines the cyclic and relatively rigid nature of the cyclohexyl group with the reactive double - bond - containing acrylate group.The structure combines a cyclic, relatively rigid cyclohexyl with a reactive double-bond - containing group of acrylate. The double bond in the acrylate part makes cyclohexyl acrylate suitable for polymerization reactions, where it can react with other monomers to form polymers.The double bond of the acrylate component makes cyclohexyl-acrylate suitable for polymerization, where it can react to form polymers. These polymers may have various applications in coatings, adhesives, and other materials due to the properties imparted by the cyclohexyl group, such as improved hardness and hydrophobicity in some cases, while the acrylate double bond allows for cross - linking and chain - growth polymerization processes.These polymers can be used in coatings, adhesives and other materials because of the properties conferred by the cyclohexyl groups, such as improved hydrophobicity and hardness in some cases. The acrylate double bonds allow for chain-growth polymerization and cross-linking.

What are the applications of cyclohexyl acrylate?

Cyclohexyl acrylate has several important applications.Cyclohexyl Acrylate has many important applications.
One key area is in the production of coatings.Coatings are a key area. It can be incorporated into coating formulations to enhance various properties.It can be added to coating formulations to improve various properties. For example, in automotive coatings, cyclohexyl acrylate helps improve hardness, abrasion resistance, and weather resistance.In automotive coatings, for example, cyclohexyl-acrylate improves hardness, weather resistance, and abrasion resistance. The cyclohexyl group in its structure contributes to the formation of a more robust and durable film.The cyclohexyl groups in its structure help to form a more durable and robust film. This ensures that the car's finish can withstand the rigors of daily use, such as minor scratches from road debris and the effects of sunlight and rain over time.This allows the finish of the car to withstand the daily rigors, such as minor scratches caused by road debris or the effects of sunlight and rainfall over time. In industrial coatings, it also plays a role in protecting machinery and equipment.In industrial coatings it is also used to protect machinery and equipment. By providing good adhesion to different substrates like metal and plastic, it forms a protective layer that guards against corrosion and wear.It forms a protective coating that protects against corrosion and wear by providing good adhesion on different substrates such as metal and plastic.

It is also widely used in the field of adhesives.It is also widely used as an adhesive. Cyclohexyl acrylate can be polymerized to create polymers with specific adhesive properties.The cyclohexyl-acrylate polymer can be used to create polymers that have specific adhesive properties. These adhesives are often used in bonding processes where a strong and reliable bond is required.These adhesives are used in bonding processes when a strong, reliable bond is needed. For instance, in the assembly of electronic devices, the adhesive needs to firmly hold components together while also being resistant to environmental factors.In the assembly of electronic devices for example, the adhesive must be able to hold components together firmly while also being resistant against environmental factors. The properties imparted by cyclohexyl acrylate enable the adhesive to maintain its integrity under different temperature and humidity conditions.The properties of cyclohexyl acrylicate allow the adhesive to retain its integrity in different temperature and moisture conditions. In the packaging industry, adhesives containing cyclohexyl acrylate are used to seal cartons and packages, ensuring a secure closure that can withstand handling and transportation.In the packaging industry adhesives containing this chemical are used to seal cartons, packages and other items. This ensures a strong closure that can withstand handling, transportation and handling.

In the production of polymers and plastics, cyclohexyl acrylate serves as a valuable monomer.Cyclohexyl Acrylate is a valuable monomer in the production of plastics and polymers. When copolymerized with other monomers, it can modify the properties of the resulting polymer.It can be copolymerized to modify the properties of a polymer. For example, when copolymerized with acrylic acid monomers, it can adjust the hydrophilic - hydrophobic balance of the polymer.When copolymerized, for example, with acrylic acid monomers it can adjust hydrophilic-hydrophobic balance in the polymer. This is useful in applications such as water - based polymers for textile finishing.This is useful for applications such as water-based polymers used in textile finishing. The modified polymer can improve the dye - uptake and wrinkle - resistance of fabrics.The modified polymer can enhance the dye - uptake as well as wrinkle resistance of fabrics. In the production of specialty plastics, cyclohexyl acrylate can enhance the mechanical properties like impact strength and flexibility, making the plastic suitable for a wider range of applications, from consumer goods to industrial components.In the production specialty plastics, the cyclohexyl acrylicate can improve the mechanical properties such as impact strength and flexibility. This makes the plastic suitable for more applications, including consumer goods and industrial components.

Furthermore, cyclohexyl acrylate is utilized in the synthesis of various specialty chemicals.In addition, cyclohexyl acrylicate is used in the synthesis and production of specialty chemicals. It can be a starting material for the production of compounds with unique structures and functions.It can be used as a starting material to produce compounds with unique functions and structures. These specialty chemicals may find applications in areas such as pharmaceuticals, where they can be used as intermediates in the synthesis of active pharmaceutical ingredients.These specialty chemicals can be used in pharmaceuticals as intermediates to synthesize active pharmaceutical ingredients. Their specific chemical structures, derived from cyclohexyl acrylate, can contribute to the desired biological activity of the final drug product.The specific chemical structures derived from cyclohexyl acrylicate can contribute to the desired bioactivity of the final drug. In the fragrance and flavor industry, some derivatives of cyclohexyl acrylate can be used to create unique scents or flavors due to their characteristic chemical properties.Some derivatives of cyclohexyl acrylicate can be used in the fragrance and flavor industries to create unique scents and flavors due to their chemical properties.

What are the properties of cyclohexyl acrylate?

Cyclohexyl acrylate is an important organic compound with several notable properties.The organic compound cyclohexylacrylate has several notable properties.
Physical properties:Physical Properties
In terms of its appearance, cyclohexyl acrylate is typically a colorless to slightly yellow liquid.It is a clear liquid that can range from colorless to slightly yellow. It has a characteristic odor.It has a distinctive odor. Regarding its solubility, it is sparingly soluble in water.It is only sparingly soluble. This is because it contains a relatively large non - polar cyclohexyl group, which dominates its interaction with water molecules.It is soluble in water only sparingly because of the relatively large non-polar cyclohexyl groups that dominate its interaction with water molecules. However, it is soluble in many organic solvents such as ethanol, acetone, and toluene.It is soluble in ethanol, toluene, and acetone. These solubility characteristics are important in its handling and processing in various applications.These solubility properties are important for its handling and processing.

The boiling point of cyclohexyl acrylate is relatively high, which is related to the presence of the cyclohexyl ring and the acrylate functional group.The boiling point of cyclohexyl-acrylate is high. This is due to the presence of both the cyclohexyl group and the functional group acrylate. The ring structure and the double - bond in the acrylate group contribute to intermolecular forces, such as van der Waals forces and dipole - dipole interactions.The double-bond in the acrylate ring contributes to intermolecular interactions, such as van der Waals and dipole-dipole interactions. These forces hold the molecules together, requiring more energy to convert the liquid to a gas, resulting in a higher boiling point.These forces hold molecules together and require more energy to turn the liquid into a gas.

Chemical properties:Chemical properties
One of the most significant chemical properties of cyclohexyl acrylate is its reactivity due to the presence of the acrylate double bond.The presence of a double bond in the acrylate compound is responsible for the cyclohexyl-acrylate's reactivity. This double bond can participate in addition reactions.This double bond is capable of participating in additional reactions. For example, it can undergo radical polymerization.It can, for example, undergo radical polymerization. In the presence of a radical initiator, the double bond breaks, and monomers of cyclohexyl acrylate can link together to form a polymer chain.In the presence a radical initiator the double bond is broken and the monomers of cyclohexylacrylate can be linked together to form a chain of polymers. This property makes it useful in the production of various polymers, which can be used in coatings, adhesives, and plastics.This property makes it useful for the production of polymers that can be used as coatings, plastics, and adhesives.
The cyclohexyl group also affects its chemical reactivity.The cyclohexyl groups also affect its chemical reactivity. The ring can influence the electron density around the acrylate double bond through inductive and resonance effects.The ring can affect the electron density surrounding the double bond of the acrylate through inductive and resonant effects. The bulky cyclohexyl group can also provide steric hindrance in some reactions.The bulky cyclohexyl can also cause steric hindrance during some reactions. For instance, when reacting with certain reagents, the approach of the reagent to the acrylate double bond may be restricted by the size of the cyclohexyl group, affecting the reaction rate and product selectivity.The size of the cyclohexyl groups can affect the reaction rate or product selectivity when certain reagents are used.
Another aspect of its chemical properties is its potential for hydrolysis.Hydrolysis is another aspect of its chemical properties. The ester bond in the acrylate group can be hydrolyzed in the presence of water and an appropriate catalyst, such as an acid or a base.In the presence of water, an appropriate catalyst (such as an acid or base) and a catalyst that is suitable for hydrolysis can be used to hydrolyze the ester bond within the acrylate group. Hydrolysis can break the molecule into cyclohexanol and acrylic acid or their respective salts depending on the reaction conditions.Hydrolysis can break down the molecule to cyclohexanol, acrylic acid, or their salts depending on reaction conditions. This property needs to be considered in applications where the compound may come into contact with moisture over time.This property is important in applications where the compound will come into contact over time with moisture.

How is cyclohexyl acrylate synthesized?

Cyclohexyl acrylate can be synthesized through the following general approach:The following general approach can be used to synthesize cyclohexyl acrylicate:
1. Esterification reaction

The most common method is the direct esterification of acrylic acid with cyclohexanol.The most common method of esterification is the direct esterification between cyclohexanol and acrylic acid. This reaction is typically catalyzed by an acid catalyst.This reaction is usually catalyzed with an acid catalyst.

Reactants and CatalystReactants & Catalyst

The key reactants are acrylic acid and cyclohexanol.The key reactants in this reaction are acrylic acid, and cyclohexanol. Acrylic acid is a readily available unsaturated carboxylic acid, while cyclohexanol is a cyclic alcohol.Acrylic acid is an easily available carboxylic acid. Cyclohexanol, on the other hand, is a cyclic alcohol. For the acid catalyst, sulfuric acid can be used.Sulfuric acid can be used as an acid catalyst. However, its use has some drawbacks such as corrosion of equipment and side - reactions.Its use is not without its drawbacks, such as corrosion and side-reactions. To address these issues, p - toluenesulfonic acid is often a preferred choice.To solve these problems, p-toluenesulfonic is often the preferred choice. p - toluenesulfonic acid is a strong organic acid catalyst.P - toluenesulfonic is a powerful organic acid catalyst. It is less corrosive than sulfuric acid and can effectively promote the esterification reaction.It is less corrosive and can promote the esterification process.

Reaction Conditions

The reaction is usually carried out under reflux conditions.Reactions are usually carried out in reflux conditions. A reflux condenser is attached to the reaction flask to allow the continuous return of the vaporized reactants and products back into the reaction mixture.A reflux condenser attached to the flask allows the return of vaporized products and reactants into the reaction mixture. This helps to maintain the reaction temperature and ensure that the reactants remain in the reaction system.This helps maintain the reaction temperature, and ensures that the reactants stay in the system. The reaction temperature is typically around 100 - 140 degC.The reaction temperature is usually between 100 and 140 degC. At this temperature range, the reaction rate is favorable, and the formation of the desired cyclohexyl acrylate can occur efficiently.This temperature range is conducive to a good reaction rate and can lead to the formation of cyclohexyl acrylicate.

The reaction is an equilibrium reaction.The reaction is a reaction of equilibrium. To drive the reaction towards the formation of cyclohexyl acrylate, an excess of either acrylic acid or cyclohexanol can be used.An excess of either cyclohexanol or acrylic acid can be used to drive the reaction in the direction of cyclohexyl-acrylate. For example, using an excess of acrylic acid can shift the equilibrium according to Le - Chatelier's principle, promoting the formation of the ester product.For example, an excess of acrylic can shift the balance according to Le-Chatelier's theory, promoting the ester product.

Separation and PurificationSeparation and Purification

After the reaction is complete, the reaction mixture contains unreacted reactants, the catalyst, and the product cyclohexyl acrylate.The reaction mixture consists of unreacted reactants and the catalyst. The product cyclohexyl acrylicate is also present. First, the catalyst needs to be neutralized.The catalyst must first be neutralized. This can be done by adding a base such as sodium carbonate solution.Add a base, such as sodium-carbonate solution. The resulting mixture then forms two layers.The mixture forms two layers. The organic layer contains cyclohexyl acrylate along with some unreacted organic components.The organic layer contains some unreacted organic components as well as cyclohexyl acrylicate.

To further purify cyclohexyl acrylate, techniques like distillation are employed.Distillation is used to purify cyclohexyl acrylicate. Cyclohexyl acrylate has a characteristic boiling point.Cyclohexyl acrylicate has a specific boiling point. By carefully controlling the distillation temperature, cyclohexyl acrylate can be separated from the remaining unreacted substances.By carefully controlling the temperature of the distillation, cyclohexyl acrylicate can be separated out from the unreacted substances. Vacuum distillation may be necessary in some cases to lower the boiling point of the components and prevent decomposition of the product at high temperatures.In some cases, vacuum distillation is required to lower the boiling points of the components and avoid decomposition at high temperatures. Through these separation and purification steps, high - purity cyclohexyl acrylate can be obtained for various applications such as in the synthesis of polymers and coatings.These separation and purification processes can produce high-purity cyclohexyl acrylicate for various applications, such as the synthesis of coatings and polymers.

What are the safety precautions when handling cyclohexyl acrylate?

Cyclohexyl acrylate is a chemical compound that requires certain safety precautions when being handled.The handling of cyclohexylacrylate requires special safety precautions.
First, personal protective equipment is essential.Personal protective equipment is a must. Workers should wear appropriate chemical - resistant gloves.Wear chemical-resistant gloves. Nitrile gloves are often a good choice as they can provide a barrier against cyclohexyl acrylate and prevent skin contact, which can lead to irritation, redness, and potential absorption of the chemical into the body.Nitrile gloves can be a good option as they provide a barrier to cyclohexylacrylate, preventing skin contact that can cause irritation, redness and possible absorption of the chemicals into the body. A lab coat or protective clothing made of suitable materials should be worn to cover the body and protect from splashes.Wear a lab coat or protective clothing to protect the body from splashes. Safety goggles with side - shields must be used to safeguard the eyes.To protect the eyes, safety goggles must have side-shields. Even a small splash of cyclohexyl acrylate in the eyes can cause severe irritation, pain, and potential damage to the cornea.Even a small amount of cyclohexylacrylate can cause severe irritation and pain in the eyes, as well as damage to the cornea.

Second, proper ventilation is crucial.Proper ventilation is also important. Cyclohexyl acrylate has a certain vapor pressure, and its vapors can be harmful if inhaled.Inhaling the vapors of cyclohexyl acrylicate can be harmful. Working in a well - ventilated area, such as a fume hood, can effectively remove the vapors from the breathing zone.In a well-ventilated area, such a fume hood can remove the vapors effectively from the breathing zone. If working in a large - scale industrial setting, the area should be equipped with mechanical ventilation systems that can continuously exchange the air to keep the concentration of cyclohexyl acrylate vapors below the allowable exposure limits.If you are working in an industrial setting with a large-scale, mechanical ventilation system that can constantly exchange the air is recommended. This will keep the concentration of cyclohexyl acrylicate vapors at or below the exposure limits.

Third, when handling cyclohexyl acrylate, avoid creating sources of ignition.When handling cyclohexylacrylate, do not create sources of ignition. This compound is flammable.This compound is flammable. Keep away from open flames, sparks from electrical equipment, and hot surfaces.Avoid open flames, sparks and hot surfaces. Tools and equipment used should be explosion - proof to prevent the risk of fire or explosion in case of accidental release of the chemical.To prevent fire or explosion, tools and equipment should be explosion-proof.

Fourth, storage of cyclohexyl acrylate needs to be carefully managed.Fourth, cyclohexyl acrylicate storage must be managed carefully. Store it in a cool, dry place, away from direct sunlight and heat sources.Store it in a dry, cool place away from heat and direct sunlight. It should be stored in a properly labeled container that is tightly sealed to prevent leakage.It should be stored in an appropriately labeled, tightly sealed container to prevent leakage. Additionally, store it separately from oxidizing agents and strong acids or bases, as it may react with these substances, potentially leading to dangerous chemical reactions.Store it away from strong acids and oxidizing agents.

Finally, in case of accidental exposure, know the appropriate first - aid measures.In the event of an accidental exposure, you should know what to do. If it comes into contact with the skin, immediately wash the affected area with plenty of water for at least 15 minutes.If it comes in contact with your skin, wash the area thoroughly with water for at least fifteen minutes. If it gets into the eyes, flush the eyes with copious amounts of water and seek immediate medical attention.If it gets in the eyes, flush them with copious amounts water and seek immediate medical care. In case of inhalation, move the person to fresh air and get medical help if they experience difficulty in breathing.If the person has inhaled, get them to fresh air. If they have difficulty breathing, seek medical attention.