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(2e)-3-(4-chloro-3-nitrophenyl)acrylic Acid


Properties
Product Name (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid
Cas Number 3443-06-3
Formula C9H6ClNO4
Molar Mass 227.6
Property 1 yellow crystalline powder
Property 2 melting_point: 260-262 °C
Property 3 solubility: slightly soluble in water
Property 4 density: 1.5 g/cm³
Property 5 stability: stable under normal temperatures and pressures
Property 6 boiling_point: decomposes
Property 7 pKa: 3.8
Property 8 logP: 2.26
Property 9 hazard_statements: H315, H319, H335
Property 10 signal_word: Warning
FAQ

What are the main applications of (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid?

(2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid is an important organic compound with several main applications.
One of its significant applications lies in the field of organic synthesis.One of its most important applications is in the field organic synthesis. It serves as a key building block for the preparation of various complex organic molecules.It is a building block used to prepare various complex organic molecules. Due to the presence of the double bond, carboxyl group, and the substituted phenyl ring with chloro and nitro groups, it can participate in a variety of chemical reactions.It can be used in a wide range of chemical reactions due to the double bond, carboxyl groups, and substituted phenyl rings with chloro and nitrogen groups. For example, the double bond can undergo addition reactions.Double bonds can undergo addition reactions, for example. This allows chemists to introduce different functional groups, expanding the structural diversity of the resulting compounds.This allows chemists introduce different functional groups to increase the structural diversity of resulting compounds. These newly synthesized compounds may have potential applications in pharmaceuticals, agrochemicals, and materials science.These newly synthesized molecules may find applications in pharmaceuticals and agrochemicals as well as materials science.

In the pharmaceutical area, derivatives of (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid may exhibit interesting biological activities. The nitro and chloro substituents on the phenyl ring can influence the compound's interaction with biological targets.The nitro- and chloro-substituents on phenyl rings can affect the compound's interactions with biological targets. Compounds derived from it could potentially act as inhibitors of specific enzymes or receptors.Compounds derived could potentially act as antagonists of specific receptors or enzymes. By modifying the structure around the core (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid framework, researchers can optimize the binding affinity and selectivity towards these biological targets, leading to the development of novel drugs for treating various diseases.

In materials science, this compound can be used in the synthesis of functional polymers.This compound can be used to synthesize functional polymers in materials science. The double bond can be polymerized, either alone or in combination with other monomers.The double bond is polymerized either alone or with other monomers. The resulting polymers may have unique properties due to the presence of the chloro and nitro - containing phenyl groups in the polymer backbone.The presence of chloro and nitrogen-containing phenyl group in the polymer's backbone can give the polymers unique properties. These polymers could potentially be used in applications such as coatings, where their chemical and physical properties can provide enhanced protection, or in the development of advanced materials for electronics, taking advantage of their electrical or optical properties.These polymers can be used for applications such as coatings where their chemical and physico-chemical properties provide enhanced protection or in the development advanced materials for electronic devices, taking advantage their electrical or optical property.

In agrochemicals, derivatives of (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid may show herbicidal or pesticidal activities. The specific combination of functional groups can disrupt the normal physiological processes of pests or weeds.The combination of functional groups may disrupt the normal physiological processes in pests or weeds. For instance, it may interfere with their metabolic pathways, growth, or reproduction, thus providing an effective way to control pests and weeds in agricultural fields, helping to improve crop yields.It may, for example, interfere with their metabolism, growth or reproduction. This can be an effective way to control weeds and pests in agricultural fields.

What are the safety precautions when handling (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid?

When handling (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid, several safety precautions should be taken.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. 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 the potential contact of this chemical with the skin.Nitrile gloves can offer some protection against potential skin contact with this chemical. Skin contact may cause irritation, and in more severe cases, could potentially lead to allergic reactions or absorption of the chemical into the body, which might have systemic effects.Skin contact can cause irritation and, in more severe cases could lead to allergic reactions, or absorption of this chemical into the body which may have systemic effects.

Secondly, eye protection is crucial.Second, eye protection is essential. Safety goggles or a face shield should be worn.Wear safety goggles or face shields. If the chemical splashes into the eyes, it can cause serious damage, such as corneal abrasions, irritation, and in extreme cases, vision impairment.If the chemical splashes in the eyes, serious damage can occur, including corneal abrasions and irritation, or, in extreme cases, even vision impairment.

For respiratory protection, work in a well - ventilated area.To protect your respiratory system, you should work in an area that is well-ventilated. If there is a risk of dust or vapor formation, use a respirator with appropriate cartridges.Use a respirator equipped with the appropriate cartridges if there is a danger of dust or vapor. The inhalation of (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid dust or fumes may cause respiratory tract irritation, coughing, and shortness of breath.Inhalation of (2E),-3-(4-Chloro – 3 - Nitrophenyl)acrylic Acid dust or fumes can cause irritation of the respiratory tract, coughing and shortness breath. Prolonged or high - level exposure might have more serious impacts on the respiratory system.Long-term or high-level exposure could have more serious effects on the respiratory system.

When handling this chemical in the laboratory or workplace, ensure that all containers are properly labeled.Label all containers properly when handling this chemical at the workplace or in the lab. This allows everyone to quickly identify the substance in case of an emergency.This will allow everyone to quickly identify the chemical in an emergency. Also, store it in a cool, dry place away from sources of ignition, as some nitro - containing compounds may be potentially explosive under certain conditions, although the exact explosive nature of this specific compound needs to be further investigated based on its physical and chemical properties.Store it in a dry, cool place away from ignition sources. Some nitro-containing compounds can be explosive under certain circumstances.

In case of spillage, immediately isolate the area to prevent the spread of the chemical.If you spill a chemical, immediately isolate the affected area to prevent its spread. Use appropriate absorbent materials to clean up the spill.To clean up a spill, use absorbent materials. Dispose of the contaminated absorbents and any waste containing (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid in accordance with local environmental regulations.Dispose of contaminated absorbents, and any waste that contains (2E)-3 - (4 - Chloro- 3 nitrophenyl-acrylic acid, in accordance with the local environmental regulations. Do not pour it down the drain as it can contaminate water sources.Do not pour the acid down the drain, as it may contaminate water.

Finally, be familiar with the first - aid procedures in case of exposure.Be familiar with first-aid procedures in the event of exposure. In case of skin contact, immediately wash the affected area with plenty of water for at least 15 minutes and seek medical advice if irritation persists.If skin contact occurs, wash the area thoroughly with water for at least fifteen minutes. Seek medical advice if irritation continues. For eye contact, flush the eyes with copious amounts of water for 15 - 20 minutes and consult an eye doctor.If you have eye contact, flush your eyes with plenty of water for at least 15 minutes and consult a doctor. If inhaled, move to fresh air immediately and if breathing difficulties occur, seek medical help promptly.If inhaled, get to fresh air as soon as possible. If breathing difficulties occur, contact a doctor immediately.

What is the synthesis method of (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid?

The synthesis of (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid typically involves the following general approach.The general approach to the synthesis of (2E-3)-4-(4-Chloro- 3-nitrophenyl-acrylic acid is usually as follows.
One common method is through a Knoevenagel condensation reaction.Knoevenagel condensation is a common method. First, 4 - chloro - 3 - nitrobenzaldehyde is used as a starting material.As a starting material, 4 - chloro-3 -nitrobenzaldehyde can be used. This aldehyde contains the key aromatic moiety with the chlorine and nitro substituents.This aldehyde has the aromatic moiety, with the chloro and nitro substituents.

The other reactant is a compound containing an active methylene group.The other reactant will be a compound that contains an active methylene. Malonic acid is a frequently chosen active methylene compound for this reaction.Malonic acid is often chosen as an active methylene for this reaction. In the presence of a base catalyst, such as piperidine, the reaction takes place.The reaction occurs in the presence of a catalyst, such a piperidine.

The base deprotonates the active methylene group of malonic acid, generating a carbanion.The base deprotonates methylene groups in malonic acid to produce a carbanion. This carbanion then attacks the carbonyl carbon of 4 - chloro - 3 - nitrobenzaldehyde.This carbanion attacks the carbonyl of 4 - chloro-3 -nitrobenzaldehyde. A series of subsequent reactions occur, including elimination of a molecule of carbon dioxide from the intermediate formed.The intermediate is then subjected to a series of reactions, including the elimination of one molecule of CO2. This elimination step is facilitated by the nature of the reaction conditions and the structure of the intermediate.The nature of the reaction conditions, and the structure of intermediate, facilitate this elimination step. The final result is the formation of (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid.The final result is (2E)-3 - (4 - Chloro- 3 nitrophenyl-acrylic acid.

The reaction is usually carried out in an appropriate solvent.Usually, the reaction is carried out in a suitable solvent. Ethanol or pyridine can be used as solvents, which provide a suitable medium for the reactants and the catalyst to interact.As solvents, ethanol or pyridine are suitable. They provide a medium in which the reactants can interact with the catalyst. The reaction temperature also plays a crucial role.The temperature of the reaction is also important. It is often carried out at a reflux temperature of the chosen solvent to ensure sufficient energy for the reaction to proceed at a reasonable rate.It is usually carried out at the reflux temperature of the solvent chosen to ensure that the reaction proceeds at a reasonable pace.

After the reaction is complete, the product can be isolated and purified.After the reaction has been completed, the product can then be isolated and purified. This may involve techniques such as filtration to remove any insoluble impurities, followed by recrystallization.This can involve techniques like filtration to remove insoluble impurities followed by recrystallization. Recrystallization using an appropriate solvent system, like a mixture of ethanol and water, can help to obtain pure (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid.Recrystallization with an appropriate solvent system such as ethanol and water can help obtain pure (2E-3)-3-(4-Chloro- 3-nitrophenyl-acrylic acid. The purity of the product can be verified by methods such as melting point determination, infrared spectroscopy to confirm the presence of characteristic functional groups, and nuclear magnetic resonance spectroscopy to confirm the structure and the position of substituents on the aromatic ring.Methods such as melting point determination and infrared spectrum to confirm the presence and position of substituted aromatic rings on the aromatic ring can be used to verify the purity of the product.

What are the physical and chemical properties of (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid?

(2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid has the following physical and chemical properties:
Physical properties:Physical Properties
Appearance: It is likely to be a solid under normal conditions.Appearance: Under normal conditions, it is likely to appear as a solid. The presence of the aromatic ring, chlorine, nitro, and carboxylic acid functional groups contributes to its relatively high melting point due to the intermolecular forces such as hydrogen bonding and van der Waals forces.The presence of the aromatic rings, chlor, nitro and carboxylic acids functional groups contributes towards its relatively high melting temperature due to intermolecular forces like hydrogen bonding and Van der Waals forces. The nitro group and the chlorine atom on the benzene ring can also influence the packing of molecules in the solid state.The nitro group on the benzene rings and the chlorine atom can also affect the packing of molecules during the solid state.
Color: May have a pale - colored appearance.Color: Can have a pale-colored appearance. The nitro group, with its electron - withdrawing nature, can sometimes contribute to a slightly yellowish tint in organic compounds, but the overall color can be affected by purity and the presence of any impurities.The nitro group's electron-withdrawing nature can sometimes cause a yellowish tint to organic compounds. However, the overall color is affected by purity and impurities.
Solubility: In terms of solubility, it has limited solubility in non - polar solvents such as hexane.It has a limited solubility when it comes to non-polar solvents like hexane. The carboxylic acid group makes it somewhat polar, and the nitro and chloro - substituted benzene ring also adds to the molecule's polarity.The carboxylic group makes it somewhat more polar. The nitro and chloro-substituted benzene rings also contribute to its polarity. It is more likely to dissolve in polar organic solvents like ethanol, methanol, and acetone.It is more likely dissolve in organic solvents that are polar, such as acetone, methanol and ethanol. The carboxylic acid group can form hydrogen bonds with the solvent molecules in these polar solvents.In these polar solvents, the carboxylic acid group is able to form hydrogen bonds with solvent molecules. It may also have some solubility in water due to the ability of the carboxylic acid group to form hydrogen bonds with water molecules, but its solubility in water is expected to be relatively low compared to smaller carboxylic acids because of the large non - polar aromatic part of the molecule.It may also be soluble in water because the carboxylic group can form hydrogen bonds with the water molecules. However, its solubility is expected to remain low in comparison to smaller carboxylics due to the large non-polar aromatic part of molecule.

Chemical properties:Chemical properties
Acidity: The carboxylic acid group in (2E)-3-(4 - chloro - 3 - nitrophenyl)acrylic acid is acidic.Acidity: The carboxylic group in (2E-3)-3-(4-chloro - 3-nitrophenyl-acrylic acid is an acid. It can donate a proton in the presence of a base, following the general acid - base reaction of carboxylic acids.It can donate a proton in the presence a base. This is the general acid-base reaction of carboxylic acid. The pKa value of the carboxylic acid group can be influenced by the electron - withdrawing groups (chlorine and nitro) on the benzene ring.The electron-withdrawing groups (nitro and chlorine) on the benzene rings can influence the pKa of the carboxylic acids. These electron - withdrawing groups increase the acidity of the carboxylic acid by stabilizing the carboxylate anion formed after deprotonation through resonance and inductive effects.These electron-withdrawing groups increase acidity by stabilizing the carboxylate anions formed after deprotonation via resonance and inductive effects.
Reactivity of the double bond: The carbon - carbon double bond in the acrylic acid part of the molecule is reactive.Double bond reactivity: The double bond carbon-carbon in the acrylic acid portion of the molecule has a high level of reactivity. It can undergo addition reactions.It can undergo addition reaction. For example, it can react with electrophiles in electrophilic addition reactions.It can, for example, react with electrophiles during electrophilic addition reaction. Bromine can add across the double bond to form a dibromo - substituted product.Bromine can add across a double bond to produce a dibromo-substituted product. The electron - withdrawing groups on the benzene ring can also influence the reactivity of the double bond.The electron-withdrawing groups on benzene rings can also affect the reactivity. They can withdraw electron density from the double bond, making it less electron - rich and thus less reactive towards electrophiles compared to an unsubstituted acrylic acid double bond.They can remove electron density from the double bonds, making them less electron-rich and less reactive towards electrophiles than an unsubstituted acryl acid double bond.
Reactions of the benzene ring substituents: The nitro group on the benzene ring is a strong electron - withdrawing group.Reactions with the benzene rings substituents. The nitro group is a strong electron-withdrawing group. It can direct further electrophilic aromatic substitution reactions to the meta position relative to itself.It can direct other electrophilic aromatic substitute reactions to the meta positions relative to itself. The chlorine atom, although also electron - withdrawing, is an ortho - para director.The chlorine atom is also an ortho-para director, even though it is also electron-withdrawing. The competition between these two groups in electrophilic aromatic substitution reactions can lead to complex reaction patterns.In electrophilic aromatic substitutions, the competition between these two groups can lead to complex reactions patterns. The nitro group can also be reduced under appropriate conditions, for example, to an amino group, which can then be used in further synthetic transformations.Under the right conditions, the nitro group can be reduced to an amino group. This can be used for further synthetic transformations. The carboxylic acid group can also participate in reactions such as esterification, where it can react with an alcohol in the presence of an acid catalyst to form an ester.The carboxylic group can also be used in reactions like esterification where it can react in the presence an acid catalyst with an alcohol to form an ester.

What is the stability of (2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid?

(2E)-3-(4-Chloro-3-nitrophenyl)acrylic acid's stability is influenced by several factors.
Firstly, its chemical structure plays a key role.Its chemical structure is crucial. The presence of the chloro and nitro groups on the phenyl ring can have a significant impact.The presence of chloro and nitrogen groups on the phenyl rings can have a significant effect. The nitro group is electron - withdrawing.The nitro group has an electron-withdrawing nature. This electron - withdrawing nature can stabilize the conjugate base if the acid were to dissociate.This electron-withdrawing nature can stabilize a conjugate base in the event of acid dissociation. It does this by delocalizing the negative charge that forms upon deprotonation through resonance.This is done by delocalizing a negative charge formed upon deprotonation. The chloro group also has an electron - withdrawing inductive effect.The chloro group has an inductive effect that removes electrons. Together, these groups can enhance the acidity of the carboxylic acid functional group, which in turn can affect its stability in different environments.Together, these groups increase the acidity of carboxylic acid, which can affect the stability of the functional group in different environments.

In terms of thermal stability, the compound may be relatively stable up to a certain temperature.Thermal stability may be relative up to a certain point. However, like many organic compounds with functional groups such as nitro, at high temperatures, decomposition reactions may occur.At high temperatures, however, as with many organic compounds containing functional groups like nitro, decomposition reactions can occur. The nitro group can be quite reactive under thermal stress and may initiate processes such as the release of nitrogen oxides and the breakdown of the aromatic ring structure.The nitro group is quite reactive when exposed to heat and can initiate processes like the release of nitrogen dioxides and the breakdown aromatic ring structures.

In an aqueous environment, its stability depends on the pH.In an aqueous solution, its stability is dependent on pH. In acidic solutions, the carboxylic acid group remains protonated, and the compound is likely to be more stable in terms of not undergoing hydrolysis reactions that could break the molecule apart.In acidic solutions the carboxylic group remains protonated and the compound will be more stable because it won't undergo hydrolysis reactions which could break the molecule. In basic solutions, the carboxylic acid will be deprotonated, forming a carboxylate anion.In basic solutions, carboxylic acids will be deprotonated to form a carboxylate anion. This anion may be more prone to certain types of reactions, such as nucleophilic attacks if there are other reactive species present in the solution.This anion is more susceptible to certain types reactions, such a nucleophilic attack if other reactive species are present in the solution.

Regarding its stability in the presence of light, the nitro group can absorb light energy.The nitro group is able to absorb light energy due to its stability when exposed to light. This absorption can lead to photochemical reactions.This absorption may lead to photochemical reaction. The nitro group may be photoreduced or may initiate other radical - based reactions that can gradually degrade the (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid molecule over time.The nitro group can be photoreduced, or initiate other radical-based reactions which can slowly degrade the (2E-3)-3-(4-Chloro – 3 – nitrophenyl-acrylic acid over time.

Overall, (2E)-3-(4 - Chloro - 3 - nitrophenyl)acrylic acid has a moderate level of stability under normal conditions.Under normal conditions, (2E)-3 - (4 - chloro - 3- nitrophenyl - acrylic acid has a moderate stability. But factors like temperature, pH, and light exposure need to be considered when storing or using this compound.When storing or utilizing this compound, it is important to consider factors such as temperature, pH and light exposure. Precautions should be taken to store it in a cool, dark place, and its handling in different chemical environments should be carefully controlled to maintain its integrity.Store it in a dark, cool place. It should also be handled with care in different chemical environments.