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Product Name | 3-(1H-Indol-3-yl)acrylic acid |
Cas Number | 16197-05-0 |
Formula | C11H9NO2 |
Molar Mass | 187.20 g/mol |
Melting Point | 219-221°C |
Boiling Point | Not available |
Solubility | Slightly soluble in water |
Density | Not available |
Appearance | White to off-white powder |
Pka | 4.22 |
Refractive Index | Not available |
Flash Point | Not applicable |
Vapor Pressure | Not available |
Storage Temperature | Store at room temperature |
Stability | Stable under recommended storage conditions |
Logp | Not available |
What is the chemical structure of 3-(1H-Indol-3-yl)acrylic acid?
3-(1H - Indol - 3 - yl)acrylic acid is an organic compound with a unique chemical structure.3-(1H- Indol- 3 -yl)acrylic Acid is an organic compound that has a unique chemical composition.
The molecule consists of two main parts: an indole moiety and an acrylic acid part.The molecule is composed of two main parts, an indole moiety as well as an acrylic acid part.
The indole part is a bicyclic heterocyclic compound.The indole is a heterocyclic bicyclic compound. It contains a six - membered benzene ring fused to a five - membered nitrogen - containing pyrrole ring.It contains a six-membered benzene chain fused to a nitrogen-containing five-membered pyrrole. The nitrogen atom in the pyrrole ring is part of the 1H - indole structure, where the hydrogen is attached to the nitrogen atom.The nitrogen atom of the pyrrole is part the 1H-indole structure where the hydrogen is attached. The indole ring has a characteristic aromatic nature due to the delocalization of p - electrons throughout the fused rings, following Huckel's rule of 4n + 2 p - electrons (n = 2 in this case, with a total of 10 p - electrons in the indole system).The indole has a characteristic aromatic character due to the delocalization p-electrons throughout the fused ring, following Huckel's Rule of 4n + 2p-electrons (n = 2, with a total 10p-electrons in the system).
The acrylic acid part is a simple unsaturated carboxylic acid.The acrylic acid is a simple carboxylic acid. It has a carbon - carbon double bond (C = C) adjacent to the carboxyl group (-COOH).It has a double carbon-carbon bond (C =C) next to the carboxyl group. The general formula of acrylic acid is CH2=CH - COOH.The general formula for acrylic acid is CH2=CH-COOH.
In 3-(1H - Indol - 3 - yl)acrylic acid, the acrylic acid moiety is attached to the 3 - position of the indole ring.The acrylic acid moiety in 3-(1H- Indol- 3 yl)acrylic is attached to position 3 of the indole. The carbon atom of the acrylic acid's vinyl group (the carbon with the double bond) forms a carbon - carbon bond with the carbon at the 3 - position of the indole ring.The carbon atom in the vinyl group of acrylic acid (the carbon with a double bond) forms a bond with the carbon in the 3 - position on the indole. This connection combines the properties of the indole's aromatic and heterocyclic nature with the reactivity of the unsaturated and acidic groups of acrylic acid.This connection combines properties of the indole ring's aromatic and heterocyclic nature, with the reactivity and unsaturated groups of acrylic acid.
The presence of the indole ring can confer various biological and chemical properties.The presence of an indole can confer a variety of biological and chemical properties. Indole - containing compounds are often associated with biological activities such as being involved in signaling pathways in organisms.Indole-containing compounds are often linked to biological activities, such as signaling pathways within organisms. The acrylic acid part, with its double bond, can participate in addition reactions, like polymerization reactions, and the carboxyl group can engage in acid - base reactions, esterification, and other chemical transformations typical of carboxylic acids.The double-bond acrylic acid can be used in polymerization reactions and the carboxyl can be used in acid-base reactions, esterification and other chemical transformations that are typical of carboxylic acid. Overall, the chemical structure of 3-(1H - Indol - 3 - yl)acrylic acid makes it an interesting compound for both synthetic organic chemistry and biological research applications.The chemical structure of 3-(1H- Indol- 3 - yl-acrylic acid) makes it a compound that is useful for both organic chemistry and biological applications.
What are the applications of 3-(1H-Indol-3-yl)acrylic acid?
3-(1H - Indol - 3 - yl)acrylic acid, also known as indole - 3 - acrylic acid, has several important applications.The 3-(1H- Indol- 3 yl)acrylic Acid, also known by the name indole- 3 yl-acrylic acid has many important applications.
In the field of plant growth regulation, it plays a significant role.It plays a major role in the regulation of plant growth. It can act as a plant growth regulator, influencing various aspects of plant development.It can influence various aspects of the plant's development by acting as a regulator of plant growth. For example, it can promote root growth.It can, for example, promote root growth. By enhancing the root system's growth and development, plants are better able to absorb water and nutrients from the soil.By improving the growth and development of the root system, plants are better equipped to absorb water and nutrients. This is crucial for the overall health and productivity of the plant.This is vital for the overall productivity and health of the plant. Additionally, it may also have an impact on plant flowering and fruiting processes.It may also affect the flowering and fruiting of plants. It can potentially regulate the timing of these events, which is beneficial for agricultural production, as it can help optimize the yield and quality of crops.It can regulate the timing of these events which can be beneficial for agricultural production as it can optimize the yield and the quality of crops.
In the area of medicine and pharmacology, 3-(1H - Indol - 3 - yl)acrylic acid shows promise.The 3-(1H- Indol- 3 yl- yl-)acrylic acid is promising in the field of medicine and pharmaceuticals. It has been studied for its potential biological activities.Its potential biological activities have been studied. Some research indicates that it may possess anti - inflammatory properties.Some research suggests that it may possess anti-inflammatory properties. Inflammation is associated with many diseases, including arthritis and certain cardiovascular conditions.Inflammation is linked to many diseases, such as arthritis and certain cardiovascular conditions. Compounds with anti - inflammatory capabilities can be used in the development of drugs to treat these diseases.Compounds with anti-inflammatory properties can be used to develop drugs to treat these conditions. It may also have antioxidant effects.It may also have an antioxidant effect. Antioxidants are important in preventing cell damage caused by free radicals, which are linked to aging and the development of chronic diseases such as cancer.Antioxidants prevent cell damage caused by radicals that are linked to cancer and chronic diseases like aging. Thus, this compound could potentially be part of new drug formulations for treating a range of health problems.This compound could be used in new drug formulations to treat a variety of health issues.
In the realm of organic synthesis, it serves as a valuable building block.It is a valuable building-block in the organic synthesis field. Its unique chemical structure allows it to participate in various chemical reactions.Its unique chemistry allows it to take part in different chemical reactions. Chemists can use it to create more complex organic molecules.It can be used by chemists to create more complex molecules. For instance, through coupling reactions, it can be incorporated into larger molecular frameworks.Through coupling reactions, for example, it can be incorporated in larger molecular structures. These synthesized molecules may have applications in materials science, such as the development of new polymers with specific properties.These synthesized molecules could be used in materials science to develop new polymers that have specific properties. The ability to use 3-(1H - Indol - 3 - yl)acrylic acid as a starting material in organic synthesis broadens the scope of creating novel compounds with tailored functions.The ability to use 3-(1H- Indol- 3 - yl-)acrylic acid in organic synthesis opens up the possibility of creating new compounds with tailored functions.
In the food industry, it can contribute to food preservation.It can be used to preserve food in the food industry. Its antioxidant and anti - microbial properties can help extend the shelf - life of food products.Its anti-microbial and antioxidant properties can extend the shelf life of food products. By preventing oxidation and the growth of spoilage - causing microorganisms, it helps maintain the quality and safety of food.It helps to maintain food safety and quality by preventing oxidation. This is important for reducing food waste and ensuring that consumers have access to fresh and safe food items.This is crucial for reducing food wastage and ensuring consumers have access fresh and safe foods.
What are the properties of 3-(1H-Indol-3-yl)acrylic acid?
3-(1H - Indol - 3 - yl)acrylic acid, also known as indole - 3 - acrylic acid, has several notable properties.The 3-(1H- Indol- 3 yl)acrylic Acid, also known by the name indole- 3 – acrylic acid, has a number of notable properties.
Physical properties:Physical Properties
It is typically a solid under normal conditions.Under normal conditions, it is usually a solid. In terms of solubility, it shows limited solubility in water.It is not very soluble in water. However, it has better solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).It is more soluble in organic solvents, such as ethanol (methanol), dimethyl sulfoxide, and DMSO. This solubility behavior is related to its molecular structure.This solubility is related to the molecular structure. The indole ring and the acrylic acid moiety contribute to its amphiphilic nature to some extent.The acrylic acid moiety and the indole ring contribute to its amphiphilic properties to a certain extent. The non - polar indole ring part makes it less likely to interact with polar water molecules, while the carboxylic acid group can form hydrogen bonds with polar solvents to a certain degree.The non-polar indole part makes it less likely for it to interact with water molecules that are polar, while the carboxylic group can form hydrogen bond with polar solvents.
Chemical properties:Chemical properties
The carboxylic acid group in 3-(1H - Indol - 3 - yl)acrylic acid is reactive.The carboxylic group in 3-(1H- Indol- 3 -yl)acrylic acids is reactive. It can participate in acid - base reactions.It can be involved in acid-base reactions. For example, it can react with bases to form salts.It can, for example, react with bases to produce salts. This property is useful in pharmaceutical and chemical synthesis applications where controlling the solubility and reactivity of the compound is crucial.This property is very useful in chemical and pharmaceutical synthesis where it is important to control the solubility of the compound. In addition, the double bond in the acrylic acid part is reactive.The double bond in the part of acrylic acid is also reactive. It can undergo addition reactions.It can undergo addition reaction. For instance, it can react with electrophiles in electrophilic addition reactions.It can, for example, react with electrophiles during electrophilic addition. This reactivity can be exploited for the synthesis of more complex molecules by adding various functional groups to the double bond.This reactivity is exploited to synthesize more complex molecules, by adding functional groups to the double bonds. The indole ring also has its own reactivity.The indole rings also have their own reactivity. It can participate in electrophilic aromatic substitution reactions due to the electron - rich nature of the indole ring system.The electron-rich nature of the indole system allows it to participate in electrophilic aromatic substitute reactions. This allows for the introduction of different substituents onto the indole ring, which can be used to modify the biological and chemical properties of the compound.This allows the introduction of various substituents on the indole rings, which can be used for modifying the biological and chemical characteristics of the compound.
Biological properties:Biological properties
3-(1H - Indol - 3 - yl)acrylic acid has been shown to possess certain biological activities.Certain biological activities have been demonstrated for 3-(1H- Indol- 3 -yl)acrylic acids. It has been studied for its potential antioxidant properties.It was studied for its antioxidant properties. Antioxidants can scavenge free radicals in biological systems, which are associated with various diseases such as cancer, neurodegenerative diseases, and cardiovascular diseases.Antioxidants can neutralize free radicals, which are linked to various diseases like cancer, neurodegenerative disease, and cardiovascular disease. It may also have antibacterial and antifungal activities.It may also have antibacterial or antifungal properties. Some studies suggest that it can inhibit the growth of certain bacteria and fungi, making it a potential candidate for the development of new antimicrobial agents.It has been shown in some studies to inhibit the growth of bacteria and fungi. This makes it a good candidate for the development new antimicrobial agents. Additionally, it has been investigated for its possible role in plant growth regulation.It has also been investigated for its potential role in plant growth regulation. In plants, it can influence processes such as root growth and development, which is related to its ability to interact with plant hormonal signaling pathways.It can influence root growth and development in plants due to its ability of interacting with plant hormone signaling pathways. Overall, these physical, chemical, and biological properties make 3-(1H - Indol - 3 - yl)acrylic acid an interesting compound for research in various fields including pharmaceuticals, agriculture, and materials science.These physical, chemical, biological properties make 3-(1H- Indol- 3 -yl)acrylic an interesting compound to research in many fields, including pharmaceuticals and agriculture.
What is the synthesis method of 3-(1H-Indol-3-yl)acrylic acid?
The synthesis method of 3-(1H - Indol - 3 - yl)acrylic acid typically involves the following general approach.The general approach to the synthesis of 3-(1H- Indol- 3 - yl-)acrylic acid is usually as follows.
One common route is through the Knoevenagel condensation reaction.Knoevenagel condensation is a common way to achieve this. In this method, indole - 3 - aldehyde is used as a starting material.This method uses indole-3-aldehyde as a starting substance. Indole - 3 - aldehyde can be obtained through various synthetic routes, such as the Vilsmeier - Haack reaction of indole with N,N - dimethylformamide and phosphoryl chloride.Indole -3 - aldehyde is synthesized in a variety of ways, including the Vilsmeier-Haack reaction between N,N-dimethylformamide and chloride phosphoryl.
Once indole - 3 - aldehyde is prepared, it is reacted with malonic acid in the presence of a base catalyst.In the presence of a catalyst, indole-3-aldehyde reacts with malonic acid. A suitable base could be pyridine or piperidine.A suitable base would be pyridine, or piperidine. The reaction mixture is usually heated to a certain temperature, typically around 100 - 150 degC, under reflux conditions.The reaction mixture is typically heated to a specific temperature, usually around 100-150 degC under reflux conditions. During the reaction, the malonic acid reacts with the aldehyde group of indole - 3 - aldehyde.During the reaction the malonic acid reacts to the aldehyde groups of indole-3-aldehyde. The base catalyst helps to deprotonate the malonic acid, enhancing its reactivity towards the aldehyde.The base catalyst deprotonates the malonic acid and increases its reactivity to the aldehyde.
The reaction proceeds through the formation of an intermediate, where the carbanion of the deprotonated malonic acid attacks the carbonyl carbon of indole - 3 - aldehyde.The reaction proceeds by forming an intermediate where the carbanion from the deprotonated indole-3-aldehyde attacks the carbonyl-carbon of the indole-3-aldehyde. Then, through a series of steps including dehydration, 3-(1H - Indol - 3 - yl)acrylic acid is formed.Through a series steps, including dehydration 3-(1H- Indol- 3 yl-acrylic acid) is formed. The by - product of this reaction is carbon dioxide, which is evolved during the process.This reaction produces carbon dioxide as a by-product.
After the reaction is complete, the reaction mixture is cooled.The reaction mixture is cooled after the reaction has been completed. The product can be isolated by methods such as acidification with a dilute acid like hydrochloric acid to precipitate the 3-(1H - Indol - 3 - yl)acrylic acid.Acidification with a dilute hydrochloric or acetic acid can be used to precipitate 3-(1H- Indol- 3 -yl)acrylic acids. The precipitate is then filtered, washed with appropriate solvents like cold water to remove impurities, and further purified by recrystallization from a suitable solvent system, such as a mixture of ethanol and water.The precipitate is then washed in cold water, to remove any impurities. It is then purified further by recrystallization using a suitable solvent, such as a solution of ethanol and distilled water. This can improve the purity of the final product to obtain high - quality 3-(1H - Indol - 3 - yl)acrylic acid.This can improve the quality of the final product, resulting in high-quality 3-(1H- Indol- 3 -yl)acrylic acids.
What are the safety precautions for handling 3-(1H-Indol-3-yl)acrylic acid?
3-(1H - Indol - 3 - yl)acrylic acid is a chemical compound that requires certain safety precautions during handling.3-(1H-Indol-3-yl)acrylic Acid is a chemical that requires special precautions when handling.
First, personal protective equipment is essential.Personal protective equipment is a must. Wear appropriate protective clothing, such as long - sleeved laboratory coats, to prevent skin contact.Wear protective clothing such as long-sleeved lab coats to avoid skin contact. Chemical - resistant gloves, preferably made of materials like nitrile or neoprene, should be worn to safeguard the hands.To protect the hands, chemical-resistant gloves made from materials such as nitrile or Neoprene are recommended. This is crucial as skin contact could potentially lead to irritation or absorption of the chemical into the body.This is important as skin contact can lead to irritation and absorption of the compound into the body. Additionally, safety goggles or a face shield should be used to protect the eyes from any splashes or airborne particles of the compound.Safety goggles or face shields should also be worn to protect the eyes against any airborne particles or splashes of the chemical.
In the handling environment, ensure good ventilation.Assure good ventilation in the handling environment. Working in a well - ventilated area, such as a fume hood, helps to prevent the build - up of vapors.A fume hood or other well-ventilated area can help prevent the accumulation of vapors. Since 3-(1H - Indol - 3 - yl)acrylic acid may emit odors or potentially harmful fumes, a fume hood effectively captures and exhausts these substances, reducing the risk of inhalation.A fume hood is a good way to reduce the risk of inhalation since 3-(1H- Indol- 3 yl- yl-acrylic acid) can emit odors and fumes that are potentially harmful. Inhalation of the chemical can cause respiratory irritation, coughing, or more serious respiratory problems.Inhaling the chemical can cause respiratory irritation or even more serious respiratory problems.
When performing any operations involving this acid, be careful with the containers.Be careful when handling the containers. Ensure that they are tightly sealed when not in use to prevent leakage.When not in use, ensure that the containers are tightly sealed to prevent leakage. If there is a spill, immediately take appropriate measures.Take immediate action if there is a spill. First, evacuate the area if the spill is large enough to pose a significant risk.If the spill is large and poses a risk, you should evacuate the area. For small spills, carefully clean it up using absorbent materials.If the spill is small, clean it up with absorbent materials. Dispose of the contaminated absorbents according to local regulations for chemical waste.Dispose the contaminated absorbents in accordance with local regulations on chemical waste.
Avoid ingestion of 3-(1H - Indol - 3 - yl)acrylic acid at all costs.Avoid ingestion at all costs. Do not eat, drink, or smoke in the area where the chemical is being handled.Avoid eating, drinking, or smoking in the area that the chemical is being handled. Wash hands thoroughly after handling the compound to prevent any transfer of the chemical to the mouth or other parts of the body.After handling the compound, wash your hands thoroughly to prevent the chemical from being transferred to the mouth or any other part of the body.
Finally, be aware of the potential reactivity of this compound.Be aware of this compound's potential reactivity. It may react with certain substances, so keep it away from incompatible chemicals such as strong oxidizing agents, bases, or reducing agents.It may react with some substances. Keep it away from incompatible chemicals like strong oxidizing agents or bases. Store it in a cool, dry place, away from direct sunlight and heat sources to maintain its stability.To maintain its stability, store it in a dry, cool place away from heat sources and direct sunlight. By following these safety precautions, the risks associated with handling 3-(1H - Indol - 3 - yl)acrylic acid can be minimized.These safety precautions will help to minimize the risks of handling 3-(1H- Indol- 3 -yl)acrylic Acid.