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Product Name | 3-(3-Indolyl)acrylic acid |
Cas Number | 16197-80-1 |
Formula | C11H9NO2 |
Molar Mass | 187.20 g/mol |
Melting Point | 220-224 °C |
Appearance | White to light yellow crystalline powder |
Solubility | Slightly soluble in water |
Boiling Point | Not available |
Density | Not available |
Pka | Not available |
Refractive Index | Not available |
Flash Point | Not available |
Odor | Odorless |
Stability | Stable under recommended storage conditions |
Storage Conditions | Store at room temperature, in a well-sealed container |
What are the applications of 3-(3-Indolyl)acrylic acid?
3-(3 - Indolyl)acrylic acid, also known as indole - 3 - acrylic acid, has several important applications.The 3-(3-Indolyl)acrylic Acid, also known by the name indole--3-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 plant growth and act as a regulator. For example, it may affect seed germination.It may, for example, affect seed germination. By interacting with the plant's physiological and biochemical processes, it can either promote or inhibit the germination process depending on the concentration.It can promote or inhibit germination depending on the concentration by interacting with the physiological and biochemical processes of the plant. In some cases, at appropriate concentrations, it can enhance the speed and rate of germination, which is beneficial for agricultural production.In some cases, the concentration can increase the speed and rate at which seeds germinate, which is good for agricultural production. It also has an impact on plant root and shoot growth.It can also have an impact on the growth of plant roots and shoots. It can stimulate the growth of roots, helping plants to better absorb water and nutrients from the soil.It can stimulate root growth, allowing plants to better absorb nutrients and water from the soil. This is crucial for the healthy establishment and growth of young plants.This is essential for the healthy growth and establishment of young plants. Additionally, it may influence the elongation and branching of shoots, contributing to the overall architecture and form of the plant.It can also influence the branching and elongation of shoots. This contributes to the overall form and architecture of the plant.
In the medical and pharmaceutical area, 3-(3 - Indolyl)acrylic acid has potential applications.3-(3- Indolyl )acrylic acid is a compound that has many potential uses in the medical and pharmaceutical fields. It shows certain biological activities that could be exploited for drug development.It has certain biological properties that could be used for drug development. It has been found to possess anti - inflammatory properties.It was found to have anti-inflammatory properties. Inflammation is a key factor in many diseases, such as arthritis and some cardiovascular diseases.Inflammation plays a major role in many diseases such as arthritis and certain cardiovascular diseases. Compounds with anti - inflammatory effects can be used to develop drugs to relieve symptoms and potentially treat these diseases.Compounds that have anti-inflammatory effects can be used in the development of drugs to treat and relieve symptoms. Moreover, it may have anti - microbial activity.It may also have anti-microbial activity. It could potentially be used to develop new types of antibiotics or antifungal agents.It could be used to create new antifungal or antibiotic agents. By inhibiting the growth of harmful microorganisms, it can help in treating infections.It can treat infections by inhibiting the growth harmful microorganisms.
In the area of organic synthesis, 3-(3 - Indolyl)acrylic acid serves as an important intermediate.3-(3-Indolyl)acrylic Acid is an important intermediate in the organic synthesis. It can be used in the synthesis of more complex organic compounds.It can be used to synthesize more complex organic compounds. Chemists can modify its structure through various chemical reactions to create molecules with specific properties.Chemists are able to modify its structure by using different chemical reactions in order to create molecules that have specific properties. These synthesized compounds may find applications in different fields, such as in the production of dyes, fragrances, and other fine chemicals.These synthesized substances can be used in many different fields, including the production of fragrances, dyes, and fine chemicals. Its unique structure provides a starting point for creating molecules with diverse functions and structures.Its unique structure is a great starting point for creating molecules of diverse functions and structures. Overall, 3-(3 - Indolyl)acrylic acid is a versatile compound with wide - ranging applications in plant science, medicine, and organic synthesis.Overall, 3-(3- Indolyl-)acrylic acid has a wide range of applications in plant science and medicine.
How is 3-(3-Indolyl)acrylic acid synthesized?
3-(3 - Indolyl)acrylic acid can be synthesized through several methods.There are several ways to synthesize 3-(3- Indolyl)acrylic acids. One common approach is the Knoevenagel condensation reaction.Knoevenagel condensation is a common method.
In this method, indole - 3 - aldehyde and malonic acid are the key starting materials.In this method, indole- 3- aldehyde is the main starting material. The reaction is typically carried out in the presence of a base catalyst.Typically, the reaction takes place in the presence a base catalyst. Pyridine is often used as the base and solvent simultaneously.Pyridine can be used simultaneously as a base and solvent.
The reaction mechanism begins with the deprotonation of malonic acid by the base.The reaction begins with the deprotonation by the base of malonic acid. The resulting enolate anion then attacks the carbonyl carbon of indole - 3 - aldehyde, forming an intermediate.The enolate anion formed attacks the carbonyl atom of indole-3-aldehyde to form an intermediate. Subsequently, a series of proton transfers and elimination steps occur.Then, a series proton transfer and elimination steps take place. The elimination of a molecule of carbon dioxide leads to the formation of 3-(3 - Indolyl)acrylic acid.The formation of 3-(3- Indolyl )acrylic acid is caused by the elimination of a carbon dioxide molecule.
The reaction conditions need to be carefully controlled.The reaction conditions must be carefully monitored. The temperature is usually maintained around the reflux temperature of the solvent, which for pyridine is approximately 115 - 116 degC.Temperatures are usually kept around the reflux temperature for the solvent (which is 115-116 degC for pyridine). The reaction time can vary, but it often takes several hours to ensure a good yield.The reaction time is variable, but usually takes several hours to achieve a good yield.
After the reaction is complete, the product can be isolated through a series of purification steps.After the reaction has been completed, the product can then be isolated by a series purification steps. First, the reaction mixture is cooled.The reaction mixture must first be cooled. Then, the product can be precipitated by adding an appropriate acid, such as hydrochloric acid, to adjust the pH.Addition of an appropriate acid (hydrochloric acid) to adjust pH can precipitate the product. The precipitated solid is then filtered, washed with cold water to remove impurities like the base and any unreacted starting materials, and finally dried to obtain pure 3-(3 - Indolyl)acrylic acid.The precipitated solids are then filtered and washed in cold water to remove any impurities, such as the base or unreacted starting materials. Finally, they are dried to obtain pure 3-(3-Indolyl)acrylic acids.
Another method might involve the use of Wittig reaction.A second method is to use the Wittig reaction. Here, an appropriate phosphonium ylide, prepared from a phosphonium salt and a strong base, reacts with indole - 3 - aldehyde.In this case, a phosphonium ylide prepared from a phosphonium sodium and a strong acid reacts with the indole-3-aldehyde. The phosphonium ylide has a negatively charged carbon adjacent to a positively charged phosphorus atom.The phosphonium is ylide contains a negatively-charged carbon atom next to a positively-charged phosphorus. This negatively charged carbon attacks the carbonyl carbon of indole - 3 - aldehyde, forming a betaine intermediate.This negatively charged carbon attacks carbonyl carbon in indole-3-aldehyde to form a betaine intermediate. This intermediate then undergoes a rearrangement and elimination to yield 3-(3 - Indolyl)acrylic acid along with a phosphine oxide by - product.This intermediate is then rearranged and eliminated to give 3-(3- Indolyl-)acrylic acid, along with a by-product of phosphine dioxide. The product separation and purification steps are similar to those in the Knoevenagel condensation method, involving filtration, washing, and drying to obtain the pure compound.The steps of product separation and purification are similar to the Knoevenagel method, which involves filtration, washing and drying.
What are the properties of 3-(3-Indolyl)acrylic acid?
3-(3 - Indolyl)acrylic acid, also known as indole - 3 - acrylic acid, has several notable properties.The 3-(3- Indolyl-)acrylic acid (also known as indole--3- acrylic acid) has several notable properties.
Physical properties:Physical Properties
It is a solid under normal conditions.Under normal conditions, it is a solid. It typically appears as a white to light - yellow powder.It appears as a powder that is usually white to light-yellow. Regarding solubility, it has limited solubility in water.It is not very soluble in water. This is because it contains a relatively large non - polar indole ring along with a carboxylic acid group.It contains a relatively big non-polar indole group along with a carboxylic acids group. The non - polar indole part dominates the molecule's interaction with water molecules, making it sparingly soluble.The non-polar indole portion dominates the molecule’s interaction with water molecules. This makes it sparingly solubilized. However, it shows better solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).It is more soluble in organic solvents like ethanol, methanol and dimethyl sulfoxide. These solvents can interact with both the polar carboxylic acid group through hydrogen bonding and the non - polar indole ring through van der Waals forces.These solvents can interact both with the polar carboxylic group through hydrogen bonds and the non-polar indole rings through van der Waals force.
Chemical properties:Chemical properties
The carboxylic acid group in 3-(3 - Indolyl)acrylic acid is reactive.The carboxylic group in 3-(3- Indolylacrylic acid) is reactive. It can participate in acid - base reactions.It can be involved in acid-base reactions. For example, it can react with bases like sodium hydroxide to form the corresponding carboxylate salt.It can, for example, react with bases such as sodium hydroxide in order to form the carboxylate salt. This reaction is useful in preparing water - soluble derivatives of the compound.This reaction can be used to prepare water-soluble derivatives of a compound. The double bond in the acrylic acid part is also a site of reactivity.The double bond of the acrylic acid is also a reactivity site. It can undergo addition reactions.It can undergo addition reaction. For instance, it can react with bromine in an addition reaction to form a dibromo derivative, where the bromine atoms add across the double bond.It can, for example, react with bromine to form a dibromo-derivative, where the bromine adds across the double bond. This double bond can also participate in polymerization reactions under appropriate conditions, potentially leading to the formation of polymers with indole - containing side chains.Under the right conditions, this double bond can participate in polymerization reactions and lead to polymers with side chains containing indole.
The indole ring has its own set of chemical properties.The indole has its own chemical properties. It is aromatic, which confers stability to the molecule.It is aromatic which confers stability on the molecule. The nitrogen atom in the indole ring can act as a weak base, and the ring can undergo electrophilic aromatic substitution reactions.The nitrogen atom of the indole can act as a base and the ring may undergo electrophilic aromatic substitute reactions. For example, it can react with electrophiles such as nitronium ions (generated in a nitration reaction) to introduce a nitro group onto the indole ring.It can, for example, react with electrophiles like nitronium (generated during a nitration) to introduce a nitrogen group onto the indole rings.
Biological properties:Biological properties
3-(3 - Indolyl)acrylic acid has been found to possess certain biological activities.It has been discovered that 3-(3- Indolyl-)acrylic acid possesses certain biological activities. It has shown antibacterial properties against some strains of bacteria.It has antibacterial properties. The exact mechanism of antibacterial action may involve interfering with the bacterial cell membrane or cell wall synthesis.It is possible that the antibacterial action involves interfering with bacterial cell wall or membrane synthesis. In addition, it has also been investigated for its potential antioxidant activity.It has also been studied for its potential antioxidant properties. Antioxidants can scavenge free radicals in biological systems, protecting cells from oxidative damage.Antioxidants can neutralize free radicals and protect cells from oxidative stress. The indole ring and the double bond in the molecule may contribute to its antioxidant function by donating electrons to neutralize free radicals.The double bond and indole rings in the molecule could contribute to its antioxidant role by providing electrons to neutralize the free radicals. It has also been studied for its possible role in plant growth regulation, influencing processes such as seed germination and root development.It has been studied for its potential role in plant growth regulation. This includes influencing processes like seed germination or root development.
Is 3-(3-Indolyl)acrylic acid soluble in water?
3 - (3 - Indolyl)acrylic acid is sparingly soluble in water.3 - (3- Indolyl-)acrylic acid is only sparingly soluble.
The solubility of a compound in water depends on its molecular structure and the nature of the interactions it can form with water molecules.The solubility in water of a compound depends on the molecular structure of the compound and the type of interactions that it can form with the water molecules. 3 - (3 - Indolyl)acrylic acid has a relatively large and complex structure.The structure of 3 - (3- Indolyl-acrylic acid is relatively complex and large. It contains an indole ring, which is a hydrophobic (water - fearing) aromatic structure.It contains an aromatic hydrophobic structure called the indole. Aromatic rings have a low affinity for water due to their non - polar nature.Aromatic rings are not polar and therefore have a low affinity to water. The electrons in the aromatic ring are delocalized, and this delocalized electron cloud does not interact favorably with the polar water molecules.The aromatic ring's electrons are delocalized and this delocalized cloud of electrons does not interact well with polar water molecules.
The acrylic acid part of the molecule contains a carboxylic acid functional group.The acrylic acid portion of the molecule has a carboxylic group. Carboxylic acids can form hydrogen bonds with water molecules.Carboxylic acid molecules can form hydrogen bonding with water molecules. The oxygen atoms in the carboxyl group can act as hydrogen bond acceptors, and the acidic hydrogen can act as a hydrogen bond donor.The oxygen atoms of the carboxyl group may act as hydrogen bonds acceptors and the acidic hydrogen may act as hydrogen bonds donors. However, the presence of the large indole moiety overshadows the hydrophilic nature of the carboxylic acid group to a significant extent.The hydrophilic nature is overshadowed by the large indole moiety.
The overall result is that 3 - (3 - Indolyl)acrylic acid has limited solubility in water.Overall, 3 - (3- Indolyl-)acrylic acid is not very soluble in water. Only a small amount of the compound will dissolve as the hydrophobic forces from the indole ring oppose the tendency of the carboxylic acid group to interact with water.The hydrophobic forces of the indole rings will prevent the carboxylic acids from interacting with water, so only a small portion of the compound can dissolve. In general, compounds with large non - polar regions and relatively small polar functional groups tend to be sparingly soluble in water.In general, compounds that have large non-polar regions and small polar functional group tend to be sparingly water soluble.
To increase its solubility in water, one could consider modifying the molecule.Modifying the molecule could increase its solubility. For example, if the indole ring was functionalized with polar groups or if the compound was converted into its salt form by reacting the carboxylic acid with a base.If the indole rings were functionalized with polar group or if the compound is converted into its salt by reacting carboxylic acid and a base. The salt form would be more soluble in water because the charged species can interact more effectively with the polar water molecules through ion - dipole interactions.The salt form is more soluble in the water because the charged species interacts more effectively with polar water molecules via ion-dipole interactions. But in its native form, 3 - (3 - Indolyl)acrylic acid is not highly soluble in water.In its native form, however, 3 - (3- Indolyl-)acrylic acid does not dissolve well in water.
What is the stability of 3-(3-Indolyl)acrylic acid?
3-(3 - Indolyl)acrylic acid, also known as indole - 3 - acrylic acid, has certain stability characteristics.The stability of 3-(3- Indolyl-)acrylic acid (also known as indole--3-acrylic acid) is a feature.
In terms of chemical stability, it has a relatively stable molecular structure under normal conditions.It has a relatively stable molecule structure in terms of chemical stability under normal conditions. The indole ring in its structure is a planar and aromatic system, which endows it with a certain degree of stability due to the delocalization of p - electrons within the ring.Its indole structure is a planar aromatic system. This gives it a certain stability due to delocalization of the p-electrons within the ring. The acrylic acid moiety, although containing a double bond and a carboxylic acid group, is also part of a conjugated system with the indole ring.The acrylic acid moiety is part of a conjugated ring system with the indole, despite having a double-bond and a carboxylic group. This conjugation further stabilizes the molecule by spreading the electron density over a larger area.This conjugation stabilizes the molecule further by spreading the electron densities over a wider area.
However, like many organic compounds, its stability can be affected by various factors.As with many organic compounds, the stability of this compound can be affected by a variety of factors. Exposure to strong oxidizing agents can potentially oxidize the double bond in the acrylic acid part or attack the indole ring, leading to degradation.Exposure to strong oxidizing agents may cause degradation by oxidizing the double bond of the acrylic acid part, or attacking the indole rings. High - energy radiation, such as ultraviolet light, can also cause photochemical reactions.Photochemical reactions can also be caused by high-energy radiations, such as UV light. Ultraviolet light can break chemical bonds, especially those in the conjugated system, which may result in the formation of new products or decomposition of the 3-(3 - Indolyl)acrylic acid molecule.Ultraviolet radiation can break chemical bonds. This is especially true for those in the conjugated systems. This may lead to the formation of new products, or the decomposition of 3-(3- Indolyl )acrylic acid.
Regarding thermal stability, it can withstand moderate temperatures without significant decomposition.It can withstand moderate temperatures with little decomposition. But at high temperatures, the molecule may start to break down.At high temperatures, however, the molecule can begin to decompose. The carboxylic acid group can potentially undergo decarboxylation reactions at elevated temperatures, losing carbon dioxide and leaving behind a modified indole - based product.At high temperatures, the carboxylic acid group may undergo decarboxylation reactions. Carbon dioxide is released and a modified indole-based product is left behind. The exact temperature at which significant thermal decomposition occurs depends on factors such as the purity of the compound and the presence of any catalysts or impurities.The exact temperature where thermal decomposition takes place depends on factors like the purity of the compound, and whether there are any catalysts or other impurities.
In solution, the stability can be influenced by the solvent used.The solvent used can influence the stability of a solution. Polar solvents may interact with the carboxylic acid group through hydrogen bonding, which could either enhance or reduce its stability depending on the nature of the solvent - solute interactions.Polar solvents can interact with the carboxylic group via hydrogen bonding. This could either increase or decrease its stability, depending on the nature and interactions between the solvent and solute. Additionally, the pH of the solution is crucial.The pH of the solution also plays a major role. In acidic solutions, the carboxylic acid group remains protonated, while in basic solutions, it will be deprotonated to form a carboxylate anion.In acidic solution, the carboxylic group will remain protonated. In basic solutions, however, it will deprotonate to form a carboxylate anion. These different ionic states can affect the overall stability of the molecule and its reactivity.These different ionic state can affect the overall stability and reactivity of the molecule.
Overall, while 3-(3 - Indolyl)acrylic acid has some inherent stability due to its conjugated and aromatic structure, it is still vulnerable to external factors such as oxidation, radiation, heat, and changes in the chemical environment.While 3-(3- Indolyl )acrylic acid is a relatively stable compound due to its conjugated structure and aromatic nature, it can still be affected by external factors, such as heat, radiation, oxidation and other environmental changes.