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3-(4-methoxyphenyl)acrylic Acid


Properties
Product Name 3-(4-Methoxyphenyl)acrylic acid
Cas Number 24324-17-2
Formula C10H10O3
Molar Mass 178.18
Density 1.202 g/cm³
Boiling Point 355 °C
Melting Point 162-164 °C
Solubility In Water slightly soluble
Appearance white to off-white powder
Smiles COC1=CC=C(C=C1)C=CC(=O)O
Inchi InChI=1S/C10H10O3/c1-13-10-5-3-8(4-6-10)2-7-9(11)12/h2-7H,1H3,(H,11,12)
Inchi Key PNYAHLCQOETMEA-UHFFFAOYSA-N
Flash Point 169.9 °C
Log P 2.14
Refractive Index 1.549
FAQ

What are the applications of 3-(4-methoxyphenyl)acrylic acid?

3-(4 - methoxyphenyl)acrylic acid has several applications in different fields.
In the field of organic synthesis, it serves as a valuable building block.It is a useful building block in organic synthesis. Its structure contains a reactive double bond and a carboxylic acid group, along with an aromatic methoxy - substituted phenyl group.Its structure contains an aromatic methoxy-substituted phenyl group, a carboxylic group and a reactive double bonded. These functional groups allow it to participate in a variety of chemical reactions.These functional groups enable it to participate in various chemical reactions. For example, the double bond can undergo addition reactions.Double bonds can undergo addition reactions, for example. It can react with various reagents such as halogens, hydrogen halides, or other unsaturated compounds in Diels - Alder - type reactions.It can react in Diels-Alder reactions with halogens, hydrohalides, and other unsaturated compounds. The carboxylic acid group can be used to form esters, amides, or anhydrides.The carboxylic group can be used to create esters, amides or anhydrides. These derivatives can be further utilized in the synthesis of more complex organic molecules, which may have potential applications in pharmaceuticals, agrochemicals, or materials science.These derivatives can also be used to synthesize more complex organic molecules that may have applications in pharmaceuticals or agrochemicals.

In the pharmaceutical industry, 3-(4 - methoxyphenyl)acrylic acid may contribute to the development of new drugs. Some compounds with similar structural features have shown biological activities.Some compounds with similar structures have biological activity. The methoxy - substituted phenyl group and the acrylic acid moiety may interact with biological targets in the body.The acrylic acid moiety and the methoxy-substituted phenyl groups may interact with biological target in the body. It is possible that derivatives of this compound could exhibit anti - inflammatory, antioxidant, or antibacterial properties.It is possible derivatives of this compound may have anti-inflammatory, antioxidant or antibacterial properties. For instance, the presence of the aromatic ring can potentially interact with hydrophobic regions of proteins or enzymes, while the carboxylic acid group can participate in hydrogen bonding interactions with polar residues in biological molecules.The aromatic ring may interact with hydrophobic regions in proteins or enzymes. The carboxylic acid group, on the other hand, can form hydrogen bonding interactions with polar residues of biological molecules.

In the area of materials science, polymers containing 3-(4 - methoxyphenyl)acrylic acid units can be prepared. The double bond can be polymerized, either alone or in combination with other monomers, to form polymers.The double bond may be polymerized alone or in combination other monomers to form polymers. These polymers may have unique optical, electrical, or mechanical properties.These polymers can have unique optical or electrical properties. The methoxy - substituted phenyl group can influence the polymer's solubility, refractive index, and electronic properties.The methoxy-substituted phenyl can affect the polymer's electronic properties, solubility and refractive index. For example, in the preparation of optical polymers, the presence of the aromatic group can enhance the polymer's transparency and refractive index control, which is useful for applications such as lenses or optical waveguides.In the preparation of optical materials, the presence or absence of an aromatic group can influence the polymer's transparency, refractive index, and electronic properties.

Furthermore, in the agrochemical field, it could potentially be involved in the synthesis of pesticides or plant growth regulators.In the agrochemical industry, it may also be used to synthesize plant growth regulators or pesticides. Its chemical structure might allow it to interact with specific biological pathways in plants or pests.Its chemical structure could allow it to interact specifically with biological pathways in pests or plants. For example, it could be modified to target enzymes involved in plant growth regulation or insect metabolism, providing a new class of agrochemicals with improved efficacy and reduced environmental impact.It could be modified to target enzymes that are involved in plant growth regulation, insect metabolism or other biological pathways. This would provide a new class agrochemicals, with improved efficacy, and reduced environmental impact.

What are the properties of 3-(4-methoxyphenyl)acrylic acid?

3-(4-methoxyphenyl)acrylic acid is an organic compound with several notable properties.
Physical properties:Physical Properties
In terms of appearance, it is typically a solid.It is usually a solid. Its melting point is an important physical characteristic.Its melting temperature is a very important physical characteristic. Precise determination of the melting point can help in identifying and purifying the compound.The melting point can be determined precisely to identify and purify the compound. Knowledge of the melting point range allows chemists to assess the purity of the sample.The melting point range helps chemists determine the purity of a sample. A pure sample of 3-(4-methoxyphenyl)acrylic acid will have a relatively narrow melting point range, while impurities can broaden this range and lower the melting point.

Solubility is another key physical property.Solubility is a key physical property. It has limited solubility in water due to the presence of the hydrophobic phenyl and methoxy groups.The hydrophobic phenyl groups and methoxy groups limit its solubility in water. However, it shows better solubility in organic solvents such as ethanol, methanol, and dichloromethane.It is more soluble in organic solvents like ethanol, dichloromethane, and methanol. This solubility behavior is crucial in various chemical processes, like extraction and recrystallization.This solubility behaviour is crucial for various chemical processes like extraction and recrystallization.

Chemical properties:Chemical properties
The compound contains a carboxylic acid functional group.The compound contains an acidic carboxylic functional group. This group is acidic.This group is acidic. It can participate in acid - base reactions.It can participate in acid-base reactions. For example, it can react with bases such as sodium hydroxide to form the corresponding carboxylate salt and water.It can, for example, react with bases like sodium hydroxide in order to form the carboxylate salts and water. This property is useful in synthesizing derivatives of 3-(4-methoxyphenyl)acrylic acid. The acidity of the carboxylic acid group can be quantified by its acid dissociation constant (pKa).The acidity of a carboxylic group can be quantified using its acid dissociation coefficient (pKa). The pKa value provides information about how readily the compound donates a proton in solution.The pKa value gives information about the rate at which a compound donates a pron in solution.

The double bond in 3-(4-methoxyphenyl)acrylic acid is also a reactive site. It can undergo addition reactions.It can undergo addition reaction. For instance, it can react with hydrogen in the presence of a catalyst (hydrogenation) to reduce the double bond and form a saturated compound.It can, for example, react with hydrogen (hydrogenation), reducing the double bond to form a saturate compound. It can also react with electrophiles in electrophilic addition reactions.It can also be used in electrophilic reactions to add electrophiles. This reactivity of the double bond makes it possible to introduce new functional groups onto the molecule, expanding its synthetic utility.This reactivity allows for the introduction of new functional groups to the molecule.

The methoxy group on the phenyl ring has an electron - donating effect.The methoxy group of the phenyl rings has an electron-donating effect. This influences the reactivity of the benzene ring and the overall molecule.This affects the reactivity and overall molecule of the benzene rings. It can direct the site of electrophilic aromatic substitution reactions on the phenyl ring.It can direct the site for electrophilic aromatic substitute reactions on the phenyl rings. For example, in reactions with electrophiles like bromine or nitric acid, the methoxy group can direct the incoming group to specific positions on the phenyl ring, either ortho or para to itself.In reactions with electrophiles such as bromine or nitric acids, the methoxy can direct the incoming groups to specific positions, either ortho or par to itself. This property is valuable in the synthesis of more complex derivatives of 3-(4-methoxyphenyl)acrylic acid with tailored properties for various applications, such as in the development of pharmaceuticals or materials.

How is 3-(4-methoxyphenyl)acrylic acid synthesized?

3-(4-methoxyphenyl)acrylic acid can be synthesized through several methods. One common approach is the Knoevenagel condensation reaction.Knoevenagel condensation is a common method.
1. Starting materialsStart materials
The key starting materials are 4 - methoxybenzaldehyde and malonic acid.The key starting materials for the production of malonic acid and 4 - methoxybenzaldehyde are. 4 - methoxybenzaldehyde provides the aromatic ring with the methoxy substituent, while malonic acid contributes the carboxylic acid groups and the carbon atoms for the formation of the double - bonded side - chain.The aromatic ring is provided by 4 - methoxybenzaldehyde with the methoxy substitute, while malonic acids contributes the carboxylic groups and carbon atoms to form the double bonded side chain.

2. Reaction conditions2.
The reaction is typically carried out in the presence of a base catalyst.The reaction is usually carried out in presence of a catalyst. Piperidine is often used as a suitable base.Piperidine is a common base. A solvent such as pyridine is commonly employed.Usually, pyridine or another solvent is used. Pyridine not only serves as a reaction medium but can also assist in the activation of the reactants due to its basic nature.Pyridine is not only used as a reaction medium, but its basic nature can also help activate the reactants.

3. Mechanism of the Knoevenagel condensationMechanism of Knoevenagel condensation
First, the base (piperidine) deprotonates malonic acid.The base (piperidine), first deprotonates the malonic acid. The resulting enolate anion is highly reactive.The enolate anion that results is highly reactive. This enolate then attacks the carbonyl carbon of 4 - methoxybenzaldehyde.This enolate attacks the carbonyl atom of 4 -methoxybenzaldehyde. A tetrahedral intermediate is formed.A tetrahedral intermediary is formed. Subsequently, a proton transfer occurs, and water is eliminated.A proton transfer is then performed, and the water is eliminated. This elimination step leads to the formation of a double bond, resulting in the formation of 3-(4 - methoxyphenyl)acryloyl - malonic acid intermediate. Further decarboxylation of this intermediate takes place due to the acidic nature of the carboxylic acid groups adjacent to the double bond.The carboxylic acid groups that are adjacent to the double bonds are acidic, causing further decarboxylation. The decarboxylation step releases carbon dioxide gas, and the final product 3-(4 - methoxyphenyl)acrylic acid is obtained.

4. Work - up and purificationWork - Up and Purification
After the reaction is complete, the reaction mixture is usually acidified.After the reaction has completed, the mixture is usually acidified. This helps to convert any basic salts formed during the reaction back to their neutral forms.This helps convert any basic salts that are formed during the reaction to their neutral form. The product can then be extracted into an organic solvent such as ethyl acetate.The product can be extracted using an organic solvent, such as ethyl-acetate. The organic layer is washed with water to remove any water - soluble impurities.The organic layer is then washed in water to remove water-soluble impurities. Drying agents like anhydrous sodium sulfate are used to remove trace amounts of water from the organic layer.To remove trace amounts from the organic layer, drying agents such as anhydrous sodium chloride are used. Finally, the solvent is removed by evaporation under reduced pressure.The solvent is then removed by evaporation at reduced pressure. The crude product can be further purified by recrystallization from a suitable solvent system, such as a mixture of ethanol and water.The crude product can then be purified further by recrystallization using a suitable solvent, such as a solution of ethanol and distilled water. This purification step helps to obtain pure 3-(4 - methoxyphenyl)acrylic acid with high purity suitable for further use in various applications, such as in the synthesis of pharmaceuticals or as a building block in organic chemistry.

What are the safety precautions when handling 3-(4-methoxyphenyl)acrylic acid?

When handling 3-(4-methoxyphenyl)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 protective clothing, such as a lab coat or a chemical - resistant suit.Wear protective clothing such as a labcoat or a chemical-resistant suit. This helps prevent the chemical from coming into direct contact with the skin, which could potentially cause irritation or other adverse effects.This will prevent the chemical from directly contacting the skin and causing irritation or other adverse reactions. Gloves made of a suitable material like nitrile are also essential.Gloves made from a suitable material such as nitrile, are also necessary. Nitrile gloves offer good resistance to a variety of chemicals and can protect the hands from exposure.Nitrile gloves are resistant to many chemicals and protect hands from exposure. Additionally, safety goggles or a face shield should be worn to safeguard the eyes.To protect the eyes, safety goggles and a face shield are recommended. Even a small splash of 3-(4-methoxyphenyl)acrylic acid into the eyes could lead to serious eye damage.

Second, work in a well - ventilated area.Second, make sure you are working in an area that is well-ventilated. A fume hood is highly recommended.A fume hood should be used. This chemical may emit vapors, and in an enclosed space, these vapors can accumulate and pose a risk to respiratory health.In an enclosed space these vapors may accumulate and pose a respiratory health risk. In a fume hood, the vapors are effectively removed, reducing the chance of inhaling any potentially harmful substances.In a fume-hood, the vapors can be effectively removed, reducing your chances of inhaling potentially harmful substances. If a fume hood is not available, ensure that the general work area has good air circulation through natural ventilation or mechanical means like fans.If a fume-hood is not available ensure that the work area has a good air circulation by using fans or natural ventilation.

Third, when handling the chemical, be extremely careful to avoid spills.Third, be very careful when handling the chemical to avoid spills. If a spill occurs, immediately follow the proper spill - clean - up procedures.If you spill something, follow the correct spill - cleanup procedures immediately. First, isolate the area to prevent others from accidentally coming into contact with the spilled chemical.Isolate the area first to prevent others from coming into accidental contact with the spilled chemicals. Then, depending on the size of the spill, use appropriate absorbent materials.Depending on the size and location of the spill, you can use absorbent materials. For small spills, materials like activated charcoal or spill pillows can be used to soak up the liquid.To absorb liquid from small spills, activated charcoal or spill cushions can be used. After absorbing the chemical, place the contaminated absorbent in a proper waste container designated for hazardous waste.After absorbing the chemical in the absorbent, place it in a waste container for hazardous waste. Wash the spill area thoroughly with water and a suitable detergent to ensure complete removal of any remaining chemical residues.To ensure that all chemical residues are removed, wash the spill area with water and a suitable cleaner.

Fourth, when storing 3-(4-methoxyphenyl)acrylic acid, keep it in a cool, dry place away from sources of heat and ignition. It should be stored in a container that is tightly sealed to prevent leakage and evaporation.Store it in a tightly sealed container to prevent leaking and evaporation. Label the container clearly with the chemical name, concentration (if applicable), and any relevant hazard warnings.Label the container with the chemical name and concentration (if applicable) as well as any relevant warnings. This ensures that anyone handling the storage area can easily identify the chemical and take appropriate safety measures.This will allow anyone who handles the storage area to easily identify the chemical, and take the appropriate safety measures.

Finally, be aware of the potential hazards associated with this chemical.Be aware of the possible hazards associated with this chemical. It may be an irritant to the skin, eyes, and respiratory system.It can irritate the skin, eyes and respiratory system. In case of contact with the skin, immediately wash the affected area with plenty of water for at least 15 minutes and seek medical advice if irritation persists.If it gets on the skin, wash the area thoroughly with water for at least 15 mins and seek medical advice if irritation continues. If it gets into the eyes, rinse the eyes thoroughly with water for an extended period and consult a doctor immediately.If it gets in the eyes, rinse them thoroughly with water and consult a physician immediately. In case of inhalation, move to fresh air and seek medical attention if breathing difficulties occur.If you inhale it, get to fresh air. Seek medical attention if you experience breathing difficulties.

Where can I find 3-(4-methoxyphenyl)acrylic acid for purchase?

3-(4-methoxyphenyl)acrylic acid is a chemical compound. Here are some common ways to find it for purchase:Here are some ways to buy it:
1. Chemical suppliersChemical suppliers
- There are well - known international chemical suppliers such as Sigma - Aldrich (now part of Merck).- There are many well-known international chemical suppliers, such as Sigma - Aldrich. (Now part of Merck). They have an extensive catalog of chemical compounds.They have a large catalog of chemical compounds. You can visit their official website, search for 3-(4-methoxyphenyl)acrylic acid using the search bar. Their products usually come with detailed specifications, purity levels, and safety information.Their products are usually accompanied by detailed specifications, purity level, and safety information. They offer various packaging sizes, which may be suitable if you need around 500 words' worth of quantity.They offer a variety of packaging sizes that may be appropriate if you require around 500 words worth of quantity.
- Alfa Aesar is another reliable option.Alfa Aesar offers another reliable option. They focus on providing high - quality chemicals for research and industrial use.They are focused on providing high-quality chemicals for industrial and research use. Similar to Sigma - Aldrich, their website allows you to search for specific compounds.Their website is similar to Sigma - Aldrich in that you can search for specific compounds. They often have customer support teams that can assist you in case you have questions regarding product availability, shipping, or any other concerns.Customer support teams are available to assist you if you have any questions about product availability, shipping or other concerns.

2. Local chemical distributorsLocal chemical distributors
- Check if there are local chemical distributors in your area.Check to see if you have local chemical distributors. These companies may source chemicals from larger manufacturers and sell them in smaller quantities.These companies may purchase chemicals from larger manufacturers, and then sell them in smaller amounts. You can find them through local business directories, either online or in print.You can find these companies in local business directories online or in print. Contacting them directly can be beneficial as they may offer more personalized service, and they might be able to provide the compound at a more competitive price, especially if you are in close proximity, reducing shipping costs.Directly contacting them can be beneficial, as they may provide a more personalized service and be able to offer the compound at a lower price, especially if they are located nearby.
- Some local distributors may also have a physical store where you can visit and see the product in person before purchasing, although this is more common for general - use chemicals.Some local distributors have physical stores where you can see the product before buying it. This is more common with general-use chemicals. For a specialized compound like 3-(4-methoxyphenyl)acrylic acid, it's likely that you'll need to place an order through their website or over the phone.

3. Online marketplacesOnline marketplaces
- There are some online marketplaces that deal with chemicals.Some online marketplaces deal with chemicals. However, when using these platforms, extra caution is needed.Nevertheless, caution is required when using these platforms. Make sure to verify the credibility of the seller.Verify the credibility of the seller. Look for reviews, ratings, and the length of time the seller has been in business.Look at reviews, ratings and the length of the seller's business. Some popular e - commerce platforms that may have chemical suppliers include Alibaba.Alibaba is one of the most popular e-commerce platforms that could have chemical suppliers. But be aware that on such platforms, there could be a mix of reliable and less - reliable sellers.Be aware that there may be a mix between reliable and less-reliable sellers on such platforms. So, carefully review the product descriptions, ask for product samples if possible, and ensure that the seller can provide the necessary documentation regarding the quality and safety of the 3-(4-methoxyphenyl)acrylic acid.

Before purchasing, it's crucial to consider factors such as the purity of the compound required for your intended use, any regulatory requirements in your region for handling and purchasing this chemical, and the cost - effectiveness considering shipping and packaging fees.Consider factors like the purity required for the intended use of the chemical, the regulatory requirements in your area for purchasing and handling this chemical, as well as the cost-effectiveness when shipping and packaging fees are taken into account.