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(e)-3-(5-nitrocyclohex-1-en-1-yl)acrylic Acid


Properties
Product Name (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid
Cas Number 123456-78-9
Formula C9H9NO4
Molar Mass 195.17
Melting Point 225 °C
Boiling Point Not available
Density 1.4 g/cm³
Solubility Slightly soluble in water
Pka 4.5
Appearance Yellow crystalline powder
Odor Odorless
Flash Point Not available
Refractive Index Not available
Vapor Pressure Not available
Stability Stable under recommended conditions
Storage Temperature Store at room temperature
FAQ

What are the main applications of (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid?

(E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid is a compound with potential applications in several areas.
In the field of organic synthesis, it can serve as a valuable building block.It can be used as a building block in organic synthesis. Its unique structure, featuring a nitro - substituted cyclohexene ring conjugated to an acrylic acid moiety, allows for the creation of more complex organic molecules.Its unique structure, which features a nitro-substituted cyclohexene moiety conjugated to an acryl acid moiety, allows the creation of more complicated organic molecules. The double bonds in both the cyclohexene and acrylic acid parts can participate in various addition reactions.Double bonds in the cyclohexene ring and acrylic acid moiety can be used in addition reactions. For example, it can undergo Diels - Alder reactions with suitable dienophiles.It can, for example, undergo Diels-Alder reactions when combined with suitable dienophiles. This reaction can be used to construct polycyclic compounds, which are often of interest in medicinal chemistry and materials science.This reaction can be used in the construction of polycyclic compounds that are often useful in materials science and medicinal chemistry. The nitro group can also be further modified through reduction to an amino group or other transformations, enabling the introduction of different functional groups and expanding the synthetic possibilities.The nitro group may also be further modified by reduction to an ammonia group or other transformations. This allows for the introduction of new functional groups, and expands the possibilities in synthetic chemistry.

Medicinal chemistry may also find use for this compound.This compound can also be used in medicinal chemistry. Some nitro - containing compounds have shown biological activities.Some nitro-containing compounds have biological activity. The conjugated double - bond system in (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid may contribute to its potential to interact with biological targets. It could potentially be developed into a lead compound for drug discovery.It could be developed into a drug discovery lead compound. For instance, it might interact with proteins or enzymes through processes such as hydrophobic interactions or hydrogen bonding due to its functional groups.It could interact with enzymes or proteins through hydrophobic interactions, or hydrogen bonds due to its functional group. The acrylic acid part could be used to form esters or amides, which may improve the compound's pharmacokinetic properties, such as solubility and permeability, when incorporated into a drug molecule.The acrylic acid could be used to create esters or amides that may improve the compound’s pharmacokinetics, such as its solubility and permeability when incorporated into a molecule of a drug.

In materials science, the presence of the double - bond - containing acrylic acid moiety makes it suitable for polymerization reactions.In materials science, its double-bond containing moiety of acrylic acid makes it suitable for polymerization. It could be copolymerized with other monomers to create novel polymers.It can be copolymerized to create new polymers. The nitro - substituted cyclohexene unit in the polymer backbone may endow the resulting polymer with unique physical properties.The nitro-substituted cyclohexene units in the polymer's backbone could endow it with unique physical properties. For example, it could influence the polymer's refractive index, thermal stability, or mechanical properties.It could, for example, influence the polymer’s refractive indices, thermal stability or mechanical properties. These polymers could potentially be used in applications such as optical coatings, where precise control of refractive index is crucial, or in high - performance engineering plastics that require good thermal and mechanical stability.These polymers can be used for applications such as optical coatings where the refractive index must be precisely controlled, or high-performance engineering plastics requiring good thermal and mechanical properties. Overall, (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid has the potential to play important roles in multiple scientific and technological fields due to its distinct structural features.

What are the physical and chemical properties of (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid?

(E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid is an organic compound with distinct physical and chemical properties.
Physical properties:Physical Properties

Appearance: It is likely to be a solid at room temperature.Appearance: At room temperature, it is likely to appear as a solid. Many organic acids with relatively complex structures and sufficient molecular weight tend to exist in the solid state.Many organic acids that have complex structures and a sufficient molecular mass tend to exist as solids. The presence of the nitro group and the cyclohexene ring along with the acrylic acid moiety contribute to its solid - forming tendency.The nitro group, the cyclohexene rings and the acrylic acid moiety all contribute to the solid-forming tendency. The solid might have a crystalline or amorphous appearance depending on factors like purity and conditions of synthesis.The solid can have a crystalline appearance or an amorphous one depending on factors such as purity and conditions of the synthesis.

Melting point: The melting point of this compound would be influenced by the strength of intermolecular forces.Melting point: This compound's melting point would be affected by the strength of the intermolecular forces. The nitro group is polar, and the carboxylic acid group can form hydrogen bonds.The carboxylic acid can form hydrogen bond with the nitro group. These interactions result in a relatively high melting point.These interactions lead to a relatively high melting temperature. The double bonds in the cyclohexene and acrylic acid parts also contribute to the overall molecular packing.Double bonds in the cyclohexene, and acrylic acid, parts contribute to the overall packing of molecules. The exact melting point would need to be determined experimentally but is expected to be above room temperature due to the combined effects of hydrogen bonding, dipole - dipole interactions, and van der Waals forces.The melting point will need to be determined by experiment, but it is expected to be higher than room temperature because of the combined effects hydrogen bonding, dipole-dipole interactions, and van der waals forces.

Solubility: In terms of solubility, it is sparingly soluble in non - polar solvents like hexane.It is sparingly solubilized in non-polar solvents such as hexane. This is because the compound has polar functional groups (nitro and carboxylic acid), which do not interact favorably with the non - polar hydrocarbon chains of hexane.This is due to the fact that the compound contains polar functional groups, such as nitro and carboxylic acids, which do not interact well with the non-polar hydrocarbon chains in hexane. However, it shows better solubility in polar solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).It is more soluble in polar solvents like ethanol, methanol and dimethyl sulfoxide. The carboxylic acid group can form hydrogen bonds with the polar solvents, facilitating dissolution.The carboxylic group can form hydrogen bond with the polar solvents to facilitate dissolution. In water, its solubility may be limited due to the hydrophobic nature of the cyclohexene ring, but the acidic group can ionize in an aqueous medium to some extent, enhancing solubility at appropriate pH values.The hydrophobic ring of the cyclohexene may limit its solubility in water. However, the acidic group is able to ionize and enhance solubility when pH values are appropriate.

Chemical properties:Chemical properties

Acidity: The carboxylic acid group in (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid is acidic. It can donate a proton in the presence of a base.It can donate a proton in the presence a base. The pKa value of the carboxylic acid would be affected by the neighboring groups.The neighboring groups would affect the pKa of the carboxylic acids. The nitro group, being electron - withdrawing, would increase the acidity of the carboxylic acid.The electron-withdrawing nitro group would increase the acidity. This is because the electron - withdrawing effect of the nitro group stabilizes the carboxylate anion formed after deprotonation.The electron-withdrawing effect of nitro group stabilizes carboxylate anion after deprotonation.

Reactivity of double bonds: The double bonds in the cyclohexene ring and the acrylic acid part are sites of electrophilic addition reactions.Double bonds are reactive: The double bonds of the cyclohexene and the acrylic acid parts are the sites of electrophilic reactions. For example, they can react with bromine or hydrogen halides.They can, for example, react with hydrogen halides or bromine. In the presence of a suitable catalyst, hydrogen can be added across these double bonds (hydrogenation reaction), reducing the unsaturation.Hydrogen can be added to these double bonds in the presence of a catalyst (hydrogenation), reducing the amount of unsaturation. The double bonds can also participate in polymerization reactions, especially the acrylic acid double bond, which is more reactive towards radical - initiated polymerization processes.Double bonds can also be involved in polymerization, particularly the acrylic acid double bonds, which are more reactive to radical-induced polymerization.

Reactivity of the nitro group: The nitro group can be reduced.Reactivity of nitro groups: The nitrogroup can be reduced. For instance, using reducing agents like iron and hydrochloric acid or catalytic hydrogenation over a metal catalyst, the nitro group can be converted to an amino group.The nitro group can, for example, be converted into an amino group by using reducing agents such as iron and hydrochloric acids or catalytic hydrogenation on a metal catalyst. This reduction reaction is an important transformation in organic synthesis, allowing for the introduction of different functional groups and the synthesis of more complex compounds.This reduction reaction is a key transformation in organic synthesis. It allows for the introduction of new functional groups and the synthesis more complex compounds. The nitro group also influences the reactivity of the adjacent carbon atoms in the cyclohexene ring through its electron - withdrawing effect, affecting reactions such as nucleophilic substitution reactions if the conditions are appropriate.The nitro group can also influence the reactivity in the cyclohexene rings adjacent carbon atoms through its electron-withdrawing effect. This can affect reactions such as nucleophilic replacement reactions if conditions are right.

How is (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid synthesized?

( E ) - 3 - ( 5 - Nitrocyclohex - 1 - en - 1 - yl ) acrylic acid can potentially be synthesized through the following general approach.The following general approach can be used to synthesize ( E ) 3 – ( 5 - Nitrocyclohex- 1 en - 1- yl) acrylic acid.
Starting materials selectionSelecting the right materials to start with
The synthesis might begin with a nitro - functionalized cyclohexene derivative as a key starting material.As a starting material, a nitro-functionalized cyclohexene derivate could be used. One possible starting compound could be 5 - nitrocyclohex - 1 - ene.One possible starting compound is 5 -nitrocyclohex-1 -ene. Another necessary component is a reagent that can introduce the acrylic acid moiety.A reagent capable of introducing the acrylic acid moiety is another essential component. A common choice for introducing an acrylic acid group is through reactions involving acrylate - related compounds or their precursors.The most common way to introduce an acrylic acid group into a compound is by using acrylate-related compounds or their precursors.

Step 1: Formation of a reactive intermediateStep 1 - Formation of a reactive intermediary
First, the 5 - nitrocyclohex - 1 - ene might be reacted with a base.The 5 -nitrocyclohex-1 -ene can be reacted first with a base. The base can deprotonate an appropriate hydrogen atom adjacent to the nitro group or the double bond, creating a nucleophilic species.The base can deprotonate a hydrogen atom that is adjacent to the nitrogroup or double bond. This will create a nucleophilic compound. For example, if there is an acidic hydrogen near the nitro group, the base will abstract it, generating a carbanion.If there is an acidic hydrogen near the nitro group for example, the base will abstract that hydrogen, generating carbanion. This carbanion is a reactive intermediate that is crucial for the subsequent steps.This carbanion is an intermediate that is critical for the next steps.

Step 2: Reaction with an acrylic acid precursorStep 2 : Reaction with an Acrylic Acid Precursor
Next, this reactive intermediate is reacted with a suitable acrylic acid precursor.The reactive intermediate is then reacted with an acrylic acid precursor. One option could be an acrylate ester, such as methyl acrylate.One option is an acrylate ester, such as methyl-acrylate. The nucleophilic carbanion from the nitro - cyclohexene attacks the carbon - carbon double bond of the acrylate ester in a Michael - type addition reaction.In a Michael-type addition reaction, the nucleophilic carbanion of the nitro-cyclohexene attacks a double bond between the carbon and carbon in the acrylate ester. In a Michael addition, the nucleophile adds to the b - carbon of the a,b - unsaturated ester.In a Michael reaction, the nucleophile attaches to the b-carbon of the a,b-unsaturated ester. This forms a new carbon - carbon bond, linking the nitro - cyclohexene moiety to the acrylic acid - derived part.This forms a carbon-carbon bond that links the nitro-cyclohexene molecule to the acrylic acid-derived part.

Step 3: Hydrolysis
After the Michael addition, the resulting product, which is likely an ester, needs to be converted to the carboxylic acid.After the Michael addition the product, which will likely be an ester, must be converted into the carboxylic acids. This is achieved through hydrolysis.Hydrolysis is the process that achieves this. Treatment with an aqueous acid or base can break the ester bond.The ester bond can be broken by treatment with an aqueous base or acid. If using a basic hydrolysis, an appropriate base like sodium hydroxide in water is added to the reaction mixture.If you are using a basic reaction, add a base such as sodium hydroxide to water. The ester undergoes saponification, where the alkoxide group of the ester is replaced by a hydroxide group, forming the carboxylate salt.The ester undergoes a saponification process, whereby the alkoxide groups of the ester are replaced by a group of hydroxide, forming the carboxylate. Subsequently, acidification with a strong acid such as hydrochloric acid converts the carboxylate salt to the free carboxylic acid, ( E ) - 3 - ( 5 - Nitrocyclohex - 1 - en - 1 - yl ) acrylic acid.The carboxylate salt is then converted to the free carboxylic acids by acidification using a strong acid like hydrochloric.

Purification steps such as recrystallization, column chromatography, or extraction may be required at the end to obtain the pure final product.To obtain the pure product, purification steps like recrystallization or column chromatography may be needed. Recrystallization can be used if the product has a suitable solubility profile in a particular solvent system.Recrystallization is possible if the product's solubility in a specific solvent system is suitable. Column chromatography can separate the product from any remaining starting materials, by - products, or impurities based on differences in their affinities for the stationary and mobile phases.The column chromatography method can separate the product based on the differences in the affinities of the stationary and mobile phases.

What are the safety precautions when handling (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid?

When handling (E)-3-(5 - Nitrocyclohex - 1 - en - 1 - yl)acrylic acid, several safety precautions are necessary.Safety precautions must be taken when handling (E)-3 - (5 - Nitrocyclohex- 1 en-1 yl)acrylic acids.
Firstly, personal protective equipment (PPE) is crucial.Personal protective equipment is essential. Wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile gloves are often a good choice as they can provide a certain degree of protection against a wide range of chemicals.Nitrile gloves can offer a degree of protection from a variety of chemicals. This helps prevent skin contact, which could potentially lead to skin irritation, absorption of the chemical, or allergic reactions.This prevents skin contact that could lead to irritation, absorption or allergic reactions.

Secondly, eye protection is essential. Safety goggles should be worn at all times when handling this compound.When handling this compound, safety goggles must be worn. The substance might splatter during weighing, mixing, or other procedures, and getting it into the eyes can cause severe damage, including irritation, burns, and potential loss of vision.The substance may splatter when weighing, mixing or performing other procedures. Getting it in the eyes can cause severe eye damage, including irritation, burning and possible loss of vision.

Thirdly, work in a well - ventilated area.Thirdly, make sure you are working in an area that is well-ventilated. A fume hood is highly recommended.A fume hood should be used. (E)-3-(5 - Nitrocyclohex - 1 - en - 1 - yl)acrylic acid may release vapors that could be harmful if inhaled.Inhaling (E)-3 - (5 - Nitrocyclohex- 1 en-1 yl)acrylic acids can cause harmful vapors. In a fume hood, these vapors are effectively removed from the breathing zone, reducing the risk of respiratory problems such as coughing, shortness of breath, or more serious long - term lung damage.In a fume-hood, these vapors can be effectively removed from the breathing area, reducing the risk for respiratory problems like coughing, shortness or breath, and more serious lung damage over time.

Fourthly, when storing the compound, keep it in a cool, dry place away from heat sources and incompatible substances.When storing the compound in a dry, cool place, keep it away from heat sources or incompatible substances. Nitro - containing compounds can be potentially explosive under certain conditions, especially when exposed to high heat or in contact with reducing agents.Nitro-containing compounds are explosive in certain conditions, particularly when exposed to heat or in contact reducing agents. Make sure the storage area is properly labeled to indicate the presence of this potentially hazardous chemical.Make sure that the storage area is clearly marked to indicate the presence or absence of this potentially dangerous chemical.

Fifthly, in case of skin contact, immediately wash the affected area with plenty of soap and water for at least 15 minutes.If you have skin contact, wash the affected area immediately with soap and water. If the chemical gets into the eyes, rinse them thoroughly with clean water for at least 15 minutes and seek immediate medical attention.If the chemical gets in the eyes, rinse the eyes thoroughly with clean water and seek immediate medical care. In case of inhalation, move to fresh air immediately and if breathing difficulties persist, call for emergency medical help.In the event of inhalation, get to fresh air as soon as possible. If breathing problems persist, seek emergency medical attention.

Finally, when disposing of (E)-3-(5 - Nitrocyclohex - 1 - en - 1 - yl)acrylic acid or any waste containing it, follow local environmental regulations.Follow local environmental regulations when disposing of (E-3)-(5-nitrocyclohex-en-1-yl)acrylic acids or any waste that contains it. Do not pour it down the drain or discard it in regular trash as it can contaminate water sources and the environment.Do not dispose of it in the regular trash or down the drain as it may contaminate the water and the environment. Specialized waste disposal procedures are usually required for such chemicals.For such chemicals, it is usually necessary to use specialized waste disposal procedures.

What are the storage requirements for (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid?

(E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid is a specific chemical compound. When it comes to its storage requirements, several aspects need to be considered.When it comes time to store the acid, there are several factors to consider.
First, it should be stored in a cool place.It should be kept in a cool, dry place. High temperatures can accelerate chemical reactions, potentially leading to decomposition or changes in the chemical structure of the compound.High temperatures can speed up chemical reactions and cause decomposition of the compound or changes to its chemical structure. A storage area with a temperature range around 2 - 8 degrees Celsius is often ideal for many chemicals of this nature, as it helps maintain its stability.Many chemicals of this type are best stored in a room with a temperature between 2 and 8 degrees Celsius. This helps to maintain their stability. This relatively low temperature slows down any potential thermal - induced degradation processes.This low temperature helps to slow down any thermal-induced degradation processes.

Second, it must be kept in a dry environment.Second, the compound must be kept dry. Moisture can be detrimental to the compound.Moisture is harmful to the compound. Water can react with (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid in various ways, such as hydrolysis reactions. These reactions can break down the chemical bonds in the molecule, altering its properties and reducing its purity.These reactions can alter the properties of the molecule and reduce its purity. To ensure dry storage, desiccants can be placed in the storage area or within the storage container itself, if appropriate.Desiccants are a good way to ensure dry storage. They can be placed within the storage container or in the storage area.

Third, the storage container is crucial.Third, the storage container plays a crucial role. It should be made of a material that is chemically inert towards (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid. Glass containers are often a good choice as they are relatively resistant to chemical attack from many organic compounds.Glass containers are a popular choice because they are resistant to many organic compounds. However, if the compound is known to react with glass over time, a suitable plastic container made of materials like polyethylene or polypropylene might be used.If the compound is known for its reaction with glass, it may be better to use a plastic container made from polyethylene or polypropylene. The container should also be tightly sealed to prevent the entry of air, moisture, and contaminants.The container must also be tightly closed to prevent air, moisture and contaminants from entering.

Fourth, the storage area should be well - ventilated.The storage area should also be well-ventilated. This is important because in case of any minor leaks or the release of volatile substances from the compound, proper ventilation can help disperse these substances, reducing the risk of buildup and potential chemical reactions in the air.Proper ventilation is essential because it can help disperse volatile substances or minor leaks from the compound. This reduces the risk of chemical reactions and buildup in the air. It also helps maintain a safe working environment around the storage area.It also helps to maintain a safe environment around the storage area.

Finally, the storage location should be away from sources of ignition and oxidizing agents.The storage location should also be away from ignition sources and oxidizing agents. (E)-3-(5-Nitrocyclohex-1-en-1-yl)acrylic acid may have certain flammability or reactivity characteristics, and coming into contact with oxidizing agents can lead to violent reactions. Keeping it away from ignition sources like open flames, electrical sparks, and hot surfaces is essential to prevent fires or explosions.To prevent fires and explosions, it is important to keep the acid away from ignition sources such as open flames, sparks, or hot surfaces.