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(e)-2-cyano-3-(1-phenyl-1h-indol-3-yl)acrylic Acid


Properties
Product Name (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid
Cas Number 54963-44-1
Formula C18H12N2O2
Molar Mass 288.3
Property 1 yellow solid
Property 2 soluble in organic solvents
Property 3 melting point approx. 160-162°C
Property 4 pKa around 4-5
Property 5 UV maximum absorption at ~383 nm
Property 6 crystalline appearance
Property 7 used in organic synthesis
Property 8 stable under standard conditions
Property 9 hazards: may cause irritation
Property 10 logP (octanol-water) 2.5-3
FAQ

What are the applications of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid?

(E)-2-cyano-3-(1-phenyl-1H -indol-3-yl)acrylic acid is a compound with potential applications in several areas.
One significant application is in the field of medicinal chemistry.In the field of medicinal Chemistry, one application is significant. Compounds containing indole moieties often exhibit interesting biological activities.Indole-containing compounds often have interesting biological properties. The presence of the cyano and acrylic acid groups in this molecule can potentially interact with biological targets in the human body.The cyano- and acrylic acid-containing groups in this molecule may interact with biological targets within the human body. For example, it may have anti - inflammatory properties.It may, for example, have anti-inflammatory properties. Inflammation is a complex biological response, and molecules with the ability to modulate inflammatory pathways are of great interest.Inflammation is an extremely complex biological response. Molecules that modulate inflammatory pathways have a great deal of interest. The specific structure of (E)-2-cyano-3-(1-phenyl-1H -indol-3-yl)acrylic acid could potentially bind to key proteins or enzymes involved in the inflammatory cascade, such as cyclooxygenases or cytokines, thus reducing the production of inflammatory mediators and alleviating inflammation.

It may also show anticancer activity.It may also have anticancer properties. Many indole - based compounds have been investigated for their anticancer potential.Anticancer potential of many indole-based compounds has been investigated. The compound's structure might be able to interfere with cancer cell growth mechanisms.The structure of the compound may be able interfere with cancer cell growth. It could, for instance, inhibit the growth of cancer cells by targeting proteins that are essential for cell proliferation, like kinases.It could, for example, inhibit the growth and proliferation of cancer cells through targeting proteins like kinases that are vital for cell proliferation. Additionally, it may induce apoptosis, or programmed cell death, in cancer cells.It may also induce apoptosis or programmed cell deaths in cancer cells. This would be an important step in developing new anticancer drugs, as it offers a potential alternative or complementary approach to existing cancer treatments.This would be a crucial step in the development of new anticancer medications, as it offers an alternative or complementary approach to current cancer treatments.

In the area of materials science, this compound could potentially be used in the synthesis of novel functional materials.This compound could be used to synthesize novel functional materials in the field of materials science. For example, it could be incorporated into polymers to impart specific properties.It could be incorporated in polymers to impart certain properties. The cyano and acrylic acid groups can participate in polymerization reactions.The cyano- and acrylic-acid groups can participate in polymerization. By adding (E)-2-cyano-3-(1-phenyl-1H -indol-3-yl)acrylic acid to a polymer matrix, the resulting material might have enhanced optical properties. The indole unit can contribute to fluorescence, which could be useful in applications such as sensors.The indole can contribute to fluorescence which could be useful for applications such as sensors. If the material is designed to change its fluorescence in the presence of certain analytes, it can be used to detect substances like heavy metals or specific biomolecules in environmental or biological samples.If the material can change its fluorescence when certain analytes are present, it could be used to detect substances such as heavy metals or biomolecules.

Furthermore, in the field of organic synthesis, (E)-2-cyano-3-(1-phenyl-1H -indol-3-yl)acrylic acid can serve as a valuable building block. Its unique structure allows for further chemical modifications.Its unique structure allows further chemical modifications. The double bond in the acrylic acid part and the reactive sites on the indole ring can be used in various reactions, such as cycloadditions or nucleophilic substitutions.The double bond of the acrylic acid and the reactive sites in the indole can be used for various reactions such as cycloadditions and nucleophilic substitutes. These reactions can lead to the creation of more complex molecules with potentially even more diverse applications.These reactions can result in more complex molecules that have a variety of applications.

What are the synthesis methods of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid?

( E ) -2 - cyano - 3 - ( 1 - phenyl - 1H - indol - 3 - yl ) acrylic acid is an important organic compound with potential applications in various fields such as pharmaceuticals and materials science.Acrylic acid has many potential applications, including in pharmaceuticals and materials sciences. Here are some common synthesis methods.Here are some common methods of synthesis.
One approach is through a Knoevenagel condensation reaction.Knoevenagel condensation is one way to go about it. In this method, 1 - phenyl - 1H - indole - 3 - carbaldehyde and malononitrile are usually used as starting materials.This method uses malononitrile and 1 - phenyl- 1H- indole- 3 – carbaldehyde as starting materials. A base catalyst, such as piperidine or pyridine, is added to the reaction system.The reaction system is then added with a base catalyst such as piperidine, pyridine or other similar compounds. The base first deprotonates malononitrile, generating a reactive enolate anion.The base deprotonates the malononitrile to produce a reactive anion. This anion then attacks the carbonyl group of 1 - phenyl - 1H - indole - 3 - carbaldehyde, forming an intermediate.This anion attacks the carbonyl groups of 1 – phenyl – 1H – indole 3 – carbaldehyde to form an intermediate. Subsequently, through a series of dehydration steps, the ( E ) -2 - cyano - 3 - ( 1 - phenyl - 1H - indol - 3 - yl ) acrylic acid is formed.The ( E ), -2 cyano -3 - ( 1H phenyl indol 3 yl) acrylic acid is then formed through a series dehydration steps. The reaction is typically carried out in an organic solvent like ethanol or toluene, and the reaction temperature can range from room temperature to the reflux temperature of the solvent, depending on the reaction rate requirements.The reaction is usually carried out in ethanol or toluene and the temperature can vary from room temperature up to the reflux temperature.

Another possible synthesis route involves a multi - step process.A multi-step process is another possible route. First, 1 - phenyl - 1H - indole can be functionalized at the 3 - position to introduce a suitable leaving group or a reactive intermediate.First, 1 – phenyl – 1H – indole is functionalized at the 3-position to introduce a suitable reducing group or reactive intermediate. For example, it can be reacted with an appropriate reagent to form a 3 - substituted - 1 - phenyl - 1H - indole derivative.It can be reacted, for example, with an appropriate reagent in order to form a 3- substituted phenyl-1H-indole derivative. Then, this derivative can be reacted with a cyano - containing reagent that also has an acrylic acid - related moiety under suitable reaction conditions, such as in the presence of a transition - metal catalyst and appropriate ligands.This derivative can then be reacted under suitable conditions with a cyano-containing reagent which also contains an acrylic acid-related moiety. The transition - metal catalyst can help in facilitating the coupling reaction between the two components, leading to the formation of the target compound.The transition-metal catalyst can facilitate the coupling reaction of the two components leading to the formation the target compound.

In addition, some green chemistry - inspired methods are also being explored.Green chemistry-inspired methods are also being investigated. For instance, the use of microwave - assisted synthesis can potentially accelerate the reaction rate.The use of microwave-assisted synthesis, for example, can potentially speed up the reaction rate. By irradiating the reaction mixture with microwaves, the energy is rapidly and uniformly transferred to the reactants, enhancing the reaction kinetics.The energy is transferred quickly and uniformly to the reactants by irradiating a reaction mixture with microwaves. This increases the reaction kinetics. This may allow for shorter reaction times and potentially higher yields compared to traditional heating methods.This could result in shorter reaction times and higher yields than traditional heating methods. Also, the use of environmentally friendly solvents, such as ionic liquids or water, instead of volatile organic solvents, can be considered in the synthesis of ( E ) -2 - cyano - 3 - ( 1 - phenyl - 1H - indol - 3 - yl ) acrylic acid, aiming to make the synthesis process more sustainable.In order to make the synthesis more sustainable, it is possible to use environmentally friendly solvents such as ionic fluids or water instead of volatile organics.

What are the physical and chemical properties of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid?

(E)-2 - cyano - 3-(1 - phenyl - 1H - indol - 3 - yl)acrylic acid is an organic compound with specific physical and chemical properties.The organic compound (E)-2-cyano-(1-phenyl- 1H-indol- 3-yl)acrylic is a compound with specific chemical and physical properties.
Physical Properties

Appearance
It is likely to be a solid at room temperature.It is likely that it will be a solid when at room temperature. Many organic acids with relatively large molecular structures and the presence of multiple aromatic rings, as in this case with the phenyl - indole moiety, tend to exist in the solid state.Many organic acids, such as the phenyl-indole moiety in this example, with large molecular structure and multiple aromatic rings tend to exist solid. The solid might have a crystalline or powder - like appearance, depending on factors such as the method of synthesis and purification.The solid could have a powder-like or crystalline appearance depending on factors like the method of purification and synthesis.

Melting Point
The melting point of (E)-2 - cyano - 3-(1 - phenyl - 1H - indol - 3 - yl)acrylic acid is influenced by the strength of the intermolecular forces.The strength of intermolecular forces influences the melting point of (E-2)-2-cyano-3-(1-phenyl- 1H-indol- 3 yl)acrylic acids. The presence of the cyano group (-CN), the carboxylic acid group (-COOH), and the extended aromatic system contributes to significant intermolecular interactions.Intermolecular interactions are influenced by the presence of the cyano (-CN), carboxylic acid (-COOH) and extended aromatic system. The carboxylic acid group can form hydrogen bonds with neighboring molecules, which are relatively strong intermolecular forces.The carboxylic group can form hydrogen bonds with neighboring molecules. These are relatively strong intermolecular interactions. The aromatic rings also participate in weak van der Waals forces.The aromatic rings are also involved in weak van der waals forces. Overall, these interactions result in a relatively high melting point, which is characteristic of organic compounds with such structural features.These interactions produce a relatively high melting temperature, which is characteristic for organic compounds with these structural features. Precise determination of the melting point requires experimental measurement, but it can be expected to be well above room temperature.The melting point can only be determined by experimental measurement. However, it is expected to be above room temperature.

Solubility
In terms of solubility, it is sparingly soluble in water.It is only sparingly soluble. The large hydrophobic part of the molecule, consisting of the phenyl and indole rings, dominates the solubility behavior.The hydrophobic ring of the molecule (phenyl) and the indole ring (indole) dominate the solubility. Water is a polar solvent, and the non - polar nature of the aromatic regions makes the compound less likely to dissolve in water.Water is a polar liquid, and the non-polar nature of aromatic regions makes it less likely that the compound will dissolve in water. However, it is more likely to be soluble in organic solvents such as dichloromethane, chloroform, and dimethylformamide (DMF).It is more likely to dissolve in organic solvents, such as dichloromethane (DCM), chloroform and dimethylformamide. These solvents have a combination of polar and non - polar characteristics that can interact with different parts of the molecule.These solvents are a mixture of polar and non-polar characteristics which can interact with different parts in the molecule. For example, the polar carbonyl group in DMF can interact with the carboxylic acid and cyano groups, while the non - polar regions of the solvent can interact with the aromatic rings.For example, a polar carbonyl group can interact with carboxylic acid or cyano groups in DMF, while non-polar regions can interact aromatic rings.

Chemical Properties

Acidity
The carboxylic acid group in (E)-2 - cyano - 3-(1 - phenyl - 1H - indol - 3 - yl)acrylic acid gives it acidic properties.The carboxylic group in (E - 2- cyano -3 (1H phenyl- 3 yl)acrylic gives it its acidic properties. It can donate a proton in the presence of a base.It can donate a proton in the presence a base. The acidity is somewhat influenced by the neighboring groups.The acidity of the carboxylic acid is influenced by its neighboring groups. The cyano group, being electron - withdrawing, can increase the acidity of the carboxylic acid by stabilizing the conjugate base through inductive effects.The cyano group can increase the acidity by stabilizing the conjugate bases through inductive effects. When the acid donates a proton, the negative charge on the resulting carboxylate anion can be delocalized not only within the carboxylate group but also to some extent towards the cyano group.When the acid donates an electron, the negative charge of the carboxylate anion is delocalized both within the carboxylate and to a certain extent towards the cyano groups.

Reactivity of the Double BondDouble Bond Reactivity
The compound contains a carbon - carbon double bond as part of the acrylic acid moiety.The acrylic acid moiety contains a double carbon-carbon bond. This double bond is reactive towards electrophilic addition reactions.This double bond is reactive to electrophilic additions. For example, it can react with bromine in a bromination reaction, where the bromine molecule adds across the double bond.It can, for example, react with bromine during a bromination, where the bromine molecules add across the double bonds. The presence of the cyano and the indole - phenyl groups adjacent to the double bond can affect the regioselectivity of such reactions.The presence of cyano groups and indole-phenyl groups near the double bond can influence the regioselectivity. The electron - withdrawing nature of the cyano group can direct the incoming electrophile to a particular carbon atom of the double bond.The electron-withdrawing nature of cyano groups can direct the incoming electophile to a specific carbon atom in the double bond.

Reactivity of the Cyano GroupReactivity of Cyano Group
The cyano group can participate in various reactions.The cyano group is involved in a variety of reactions. It can be hydrolyzed under acidic or basic conditions to form a carboxylic acid or an amide derivative.It can be hydrolyzed in acidic or basic conditions, forming a carboxylic or amide derivative. In a basic hydrolysis, the cyano group is converted to a carboxylate anion and ammonia.In a basic reaction, the cyano group becomes a carboxylate anion and ammonia. This reaction is useful for further functional group transformations in synthetic organic chemistry.This reaction can be used to transform functional groups in synthetic organic chemistry. Additionally, the cyano group can be reduced to an amine group using appropriate reducing agents, which can open up new possibilities for the synthesis of more complex compounds incorporating amine - containing structures.The cyano group may also be reduced to an amino group by using appropriate reducing agents. This can lead to new possibilities in the synthesis of compounds with amine-containing structures.

What are the safety hazards of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid?

(E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid is a chemical compound. Understanding its safety hazards is crucial for handling it properly.It is important to understand the safety hazards of this chemical compound before handling it.
First, it may pose a risk to the skin.It can be a skin irritant. Direct contact can potentially lead to skin irritation.Direct contact with the compound can cause skin irritation. The cyano group in the compound might react with skin components, causing redness, itching, or a burning sensation.The cyano group of the compound may react with skin components and cause redness, itchiness, or a burn sensation. Prolonged or repeated exposure could exacerbate these effects and may even lead to more severe skin damage such as dermatitis.Prolonged or repetitive exposure could exacerbate the effects and even lead to more serious skin damage, such as dermatitis.

Secondly, when it comes to the eyes, even a small amount of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid getting into the eyes can be extremely dangerous. It can cause intense eye irritation, potentially leading to corneal damage.It can cause severe eye irritation and corneal damage. Symptoms may include pain, watering, and blurred vision.Symptoms include blurred vision, pain, and watering. If not promptly treated, it could have long - term consequences for vision.It could have long-term effects on vision if not treated promptly.

Inhalation is another significant concern.Inhalation is also a major concern. If the compound is present in the air as dust or vapor, inhaling it can affect the respiratory system.Inhaling the compound, whether it is in the form of dust or vapor in the air, can have a negative impact on the respiratory system. It may cause irritation to the nasal passages, throat, and lungs.It can cause irritation of the nasal passages and throat. This can result in coughing, shortness of breath, and in more severe cases, it could lead to respiratory distress.This can cause coughing, shortness in breath, or in more severe cases respiratory distress. People with pre - existing respiratory conditions like asthma may be more vulnerable to these effects.These effects may be more severe in people with respiratory conditions such as asthma.

Ingestion of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid is also hazardous. Once in the digestive system, it can cause irritation to the mouth, esophagus, and stomach.Once it enters the digestive system, the acid can cause irritation in the mouth, esophagus and stomach. This may lead to symptoms such as nausea, vomiting, abdominal pain, and diarrhea.This can cause symptoms such as nausea and vomiting, abdominal pain, or diarrhea. Depending on the amount ingested, it could potentially cause more serious internal damage.Depending on how much is consumed, it may cause internal damage.

In addition, from an environmental perspective, if this compound is released into the environment, it may have unknown impacts on aquatic life, soil organisms, and plants.If this compound is released in the environment, it could have unknown effects on aquatic life, soil microorganisms, and plants. Although its exact environmental fate and toxicity are not fully explored, any chemical release has the potential to disrupt ecological balance.The exact environmental fate of this compound and its toxicity have not been fully investigated, but any chemical release can disrupt the ecological balance. Therefore, proper handling, storage, and disposal of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid are essential to minimize these safety hazards to humans and the environment.

What are the storage and transportation requirements of (E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid?

(E)-2-cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid is a chemical compound with specific storage and transportation requirements.
Storage Requirements

First, it should be stored in a cool and dry place.It should first be stored in a dry and cool place. High temperatures can accelerate chemical reactions and may cause decomposition of the compound.High temperatures can speed up chemical reactions and cause the compound to decompose. For instance, if the temperature is too high, the cyano group or the acrylic acid moiety might undergo thermal degradation.If the temperature is too hot, the cyano moiety or the acrylic acid group may undergo thermal degradation. A temperature range of around 2 - 8 degC is often ideal for long - term storage.For long-term storage, a temperature range between 2 and 8 degC can be ideal.

Second, it needs to be protected from light.Second, it must be protected from the light. Light, especially ultraviolet light, can initiate photochemical reactions.Photochemical reactions can be initiated by light, particularly ultraviolet light. The indole and phenyl groups in the molecule are sensitive to light - induced reactions.The indole groups and phenyl group in the molecule is sensitive to light-induced reactions. Storing it in opaque containers or in a dark room helps prevent such reactions.Storing it in opaque containers, or in a darkened room, helps to prevent such reactions. For example, exposure to light might lead to isomerization of the (E)-configuration, which could change the chemical and biological properties of the compound.Exposure to light, for example, could lead to the isomerization (E)-configuration which can change the chemical and biologic properties of the compound.

Third, proper ventilation is necessary.Third, ventilation is essential. If the compound decomposes or emits any vapors, a well - ventilated storage area can prevent the build - up of harmful gases.A well-ventilated storage area will prevent the build-up of harmful gases if the compound decomposes. This also helps maintain the quality of the compound as it reduces the chance of reactions with trace amounts of other substances in the air due to gas accumulation.This helps maintain the quality as it reduces the possibility of reactions with other substances in air due to gas build-up.

Fourth, keep it away from incompatible substances.Keep it away from substances that are incompatible. Strong oxidizing agents, for example, can react violently with the compound, potentially leading to fires or explosions.Strong oxidizing agents can cause explosive reactions with the compound. It should also be separated from strong acids and bases as they can cause hydrolysis or other chemical modifications to the cyano and acrylic acid functional groups.It should be kept away from strong bases and acids as they may cause hydrolysis of the cyano or acrylic acid functional groups.

Transportation Requirements

During transportation, the compound should be packed securely.The compound should be packaged securely during transportation. It is usually placed in tightly sealed containers to prevent leakage.To prevent leakage, the compound is usually packed in containers that are tightly sealed. These containers are often made of materials that are resistant to the chemical, such as certain types of plastics or glass with appropriate coatings.These containers are usually made from materials that are resistant against the chemical. For example, certain types of plastics and glass with appropriate coatings.

The transportation vehicle should maintain a stable environment.The vehicle should be kept in a stable atmosphere. Temperature control is crucial, similar to storage conditions.The same goes for storage conditions. Sudden temperature fluctuations can also affect the integrity of the compound.Sudden temperature fluctuations may also affect the integrity.

Documentation is also an important aspect.Documentation is another important aspect. All relevant information about the chemical, including its name, properties, and safety data, should be provided.All relevant information, including the chemical's name, properties and safety data should be provided. This helps transportation workers handle the compound properly and take appropriate safety measures in case of an accident or spill.This will help transportation workers to handle the compound correctly and take safety measures in the event of an accident.

In case of international transportation, compliance with international regulations such as those set by the United Nations for the transport of chemicals is essential.It is important to comply with international regulations, such as those established by the United Nations on the transport of chemical substances. This ensures the safe movement of (E)-2 - cyano - 3-(1 - phenyl - 1H - indol - 3 - yl)acrylic acid across different regions.This ensures that (E)-2-cyano- 3-(1-phenyl- 1H- indol- 3-yl)acrylic acids can be safely transported across different regions.