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Product Name | 3-Pyridin-2-ylacrylic acid |
Cas Number | 13286-50-5 |
Formula | C8H7NO2 |
Molar Mass | 149.15 |
Melting Point | 180-182 °C |
Boiling Point | Not available |
Density | Not available |
Solubility In Water | Slightly soluble |
Appearance | White to light yellow powder |
Pka | Not available |
Logp | 1.2 |
Vapor Pressure | Not available |
Refractive Index | Not available |
Flash Point | Not available |
What is the chemical structure of 3-pyridin-2-ylacrylic acid?
3 - pyridin - 2 - ylacrylic acid is an organic compound with an interesting chemical structure.The chemical structure of 3 - Pyridin - 2 Ylacrylic Acid is interesting.
The core of the 3 - pyridin - 2 - ylacrylic acid structure contains a pyridine ring.The core of a 3 -pyridin-2 -ylacrylic structure contains a Pyridine ring. A pyridine ring is a six - membered aromatic heterocyclic ring.A pyridine is a six-membered aromatic heterocyclic chain. It consists of five carbon atoms and one nitrogen atom.It is composed of five carbon and one nitrogen atom. The nitrogen atom in the pyridine ring has a lone pair of electrons, which influences the ring's chemical properties such as its basicity and reactivity in various chemical reactions.The nitrogen atom has a single pair of electrons in the pyridine rings, which affects the ring's properties like its basicity and reactivity. The pyridine ring is planar due to the delocalization of p - electrons around the ring, which satisfies Huckel's rule of aromaticity (4n + 2 p - electrons, where n = 1 in this case).The pyridine is planar because of the delocalization p-electrons around the ring. This satisfies Huckel’s rule of aromaticity (4n+2 p-electrons, where n=1 in this case).
Attached to the 2 - position of the pyridine ring is an acrylic acid moiety.The acrylic acid moiety is attached to the 2 – position of the pyridine. The acrylic acid part has a vinyl group (a carbon - carbon double bond) connected to a carboxyl group (-COOH).The acrylic acid moiety has a vinyl group, (a double carbon-carbon bond), connected to a carboxyl (-COOH) group. The carbon - carbon double bond in the vinyl group is sp2 - hybridized, which gives it a planar geometry.The vinyl group's carbon-carbon double bond is sp2-hybridized, giving it a plane geometry. The double bond is a site of high electron density, making it reactive towards electrophilic addition reactions.The double bond has a high electron density and is reactive to electrophilic additions.
The carboxyl group in the acrylic acid part is composed of a carbonyl group (C = O) and a hydroxyl group (-OH) attached to the same carbon atom.The carboxyl group is made up of a carbonyl (C = O), and a hydroxyl (-OH), both attached to the same carbon. The carbonyl carbon is also sp2 - hybridized.The carbonyl group is also sp2-hybridized. The carboxyl group can act as an acid, donating a proton from the hydroxyl group due to the resonance stabilization of the resulting carboxylate anion.The carboxyl group may act as an acid by donating a proton to the hydroxyl group because of the resonance stabilization.
In 3 - pyridin - 2 - ylacrylic acid, the connection between the pyridine ring and the acrylic acid group occurs through a single bond from the 2 - carbon of the pyridine ring to the carbon atom adjacent to the double bond of the acrylic acid.In 3 – pyridin-2 – ylacrylic acids, the connection between pyridine and the acrylic group is made by a single carbon-carbon bond that runs from the 2 – carbon of the pyridine to the carbon atom next to the double bond in the acrylic acid. This overall structure combines the properties of the aromatic pyridine ring, the reactive double bond of the vinyl group, and the acidic carboxyl group.This structure combines the properties the aromatic pyridine group, the reactive double-bond of the vinyl group and the acidic carboxyl groups. The presence of these different functional groups in one molecule allows 3 - pyridin - 2 - ylacrylic acid to participate in a wide variety of chemical reactions, such as esterification reactions involving the carboxyl group, addition reactions at the double bond, and reactions characteristic of the aromatic pyridine ring like electrophilic aromatic substitution.This molecule can participate in many chemical reactions due to the presence of different functional groups. These include esterification reactions that involve the carboxyl group and addition reactions at double bonds. It also allows for reactions characteristic of the aromatic rings, like electrophilic aromatic substitute. These reaction possibilities make it useful in organic synthesis, for example, in the preparation of more complex organic molecules with potential applications in pharmaceuticals, agrochemicals, and materials science.These reactions make it useful for organic synthesis. For example, it can be used to prepare more complex organic molecules that could have applications in pharmaceuticals and agrochemicals.
What are the applications of 3-pyridin-2-ylacrylic acid?
3 - Pyridin - 2 - ylacrylic acid has several important applications.There are many applications for 3 - Pyridin-2 - ylacrylic acids.
In the field of organic synthesis, it serves as a valuable building block.It is a valuable building material in the field of organic syntheses. Its unique structure, with a pyridine ring conjugated to an acrylic acid moiety, allows for the creation of complex organic molecules.Its unique structure with a pyridine moiety conjugated to an acryl acid moiety allows for the creation complex organic molecules. Chemists can use it in reactions such as condensation reactions.It can be used by chemists in condensation reactions. For example, it can react with amines to form amides, which are crucial in the synthesis of pharmaceuticals and agrochemicals.It can, for example, react with amines to produce amides that are essential in the synthesis and production of pharmaceuticals and agricultural chemicals. The conjugated double - bond system in 3 - pyridin - 2 - ylacrylic acid also makes it suitable for Diels - Alder reactions.Diels-Alder reactions are also possible due to the conjugated double-bond system in 3 pyridin-2 -ylacrylic acids. This enables the formation of cyclic compounds with potential biological activities or materials - science applications.This allows the formation of cyclic molecules with potential biological activity or materials-science applications.
In the area of materials science, 3 - pyridin - 2 - ylacrylic acid can be used to modify polymers.In the field of materials science, polymers can be modified using 3 -pyridin-2 -ylacrylic acids. By copolymerizing it with other monomers, polymers with enhanced properties can be obtained.Polymers with improved properties can be produced by copolymerizing the acid with other monomers. The pyridine group can interact with certain metal ions, which may be exploited to create polymers with metal - binding capabilities.The pyridine can interact with certain metals ions. This interaction may be exploited in order to create polymers that have metal-binding capabilities. This could be useful in the development of sensors or ion - exchange materials.This could be used in the development or ion-exchange materials. Additionally, the presence of the acrylic acid part allows for cross - linking reactions, which can improve the mechanical and thermal stability of polymers.The presence of the acrylic acids part can also lead to cross-linking reactions that can improve the mechanical and thermo stability of polymers.
In the pharmaceutical industry, 3 - pyridin - 2 - ylacrylic acid derivatives have shown potential biological activities.In the pharmaceutical industry 3 -pyridin-2 -ylacrylic acids have shown potential biological activity. The pyridine ring is a common structural motif in many bioactive compounds.The pyridine ring appears in many bioactive molecules. Compounds derived from 3 - pyridin - 2 - ylacrylic acid may possess antibacterial, antifungal, or anti - inflammatory properties.Compounds derived 3 -pyridin-2 -ylacrylic acids may have antibacterial, antifungal or anti-inflammatory properties. The acidic group can participate in hydrogen - bonding interactions with biological targets, such as proteins or nucleic acids.The acidic group may participate in hydrogen-bonding interactions with biological targets such as proteins and nucleic acids. This interaction can potentially disrupt normal biological functions of pathogens or modulate the body's immune response in the case of anti - inflammatory agents.This interaction could disrupt the normal biological functions of pathogens, or modulate the immune response of the body in the case of anti-inflammatory agents.
In the agrochemical field, it can be used to develop pesticides or plant - growth regulators.In the agrochemical industry, it can be used for the development of plant growth regulators or pesticides. The pyridine - containing structure may have a specific mode of action against pests.The pyridine-containing structure could have a specific mode action against pests. For instance, it could interfere with the nervous system or metabolic pathways of insects.It could, for example, interfere with the nervous systems or metabolic pathways of insect. As a plant - growth regulator, it might influence processes like seed germination, root development, or flowering, depending on the specific derivatives synthesized from 3 - pyridin - 2 - ylacrylic acid.It can be used as a plant growth regulator to influence processes such as seed germination or root development. Overall, 3 - pyridin - 2 - ylacrylic acid is a versatile compound with a wide range of applications across multiple scientific and industrial domains.Overall, 3 – pyridin 2 – ylacrylic is a versatile chemical with many applications in both scientific and industrial domains.
What are the properties of 3-pyridin-2-ylacrylic acid?
3 - pyridin - 2 - ylacrylic acid is an organic compound with several notable properties.The organic compound 3 - Pyridin - 2 ylacrylic Acid has several notable properties.
Physical properties
1. Appearance: It typically exists as a solid at room temperature.Appearance: It is usually a solid when at room temperature. Solids are common for many carboxylic acid - containing aromatic compounds due to the strong intermolecular forces, such as hydrogen bonding and van der Waals forces.Many carboxylic acids containing aromatic compounds are solids due to strong intermolecular interactions, such as hydrogen bonds and van der Waals forces. The solid form may be in the shape of crystals, which can be obtained through proper purification methods like recrystallization.Crystals can be formed by using purification methods such as recrystallization.
2. Solubility: The solubility of 3 - pyridin - 2 - ylacrylic acid is influenced by its chemical structure.Solubility: 3 - Pyridin - 2 Ylacrylic Acid's solubility is affected by its chemical structure. The carboxylic acid group (-COOH) can form hydrogen bonds with polar solvents like water.The carboxylic group (-COOH), can form hydrogen bond with polar solvents such as water. However, the presence of the pyridine ring and the unsaturated carbon - carbon double bond in the acrylic acid moiety also contribute to its hydrophobic nature.The pyridine ring in the acrylic acid moiety and the unsaturated double carbon-carbon bond also contribute to the hydrophobic nature of the acrylic acid. As a result, it has limited solubility in water.It is therefore only soluble in water. It is more soluble in organic solvents such as ethanol, methanol, and dimethylformamide (DMF).It is more soluble when it is dissolved in organic solvents like ethanol, dimethylformamide (DMF), and methanol. In these solvents, the polar parts of the molecule can interact with the solvent molecules through hydrogen bonding and dipole - dipole interactions, while the non - polar regions can also find a suitable environment due to the relatively non - polar nature of the organic solvents.In these organic solvents, the polar part of the molecule can interact through hydrogen bonding or dipole-dipole interactions with the solvent molecules, while the non-polar regions can also find an environment suitable due to the relatively un-polar nature of the solvents.
Chemical properties
1. Acidity: The carboxylic acid functional group in 3 - pyridin - 2 - ylacrylic acid is responsible for its acidic properties.Acidity: The carboxylic group in 3 – pyridin – 2 – ylacrylic is responsible for the acidic properties of this acid. It can donate a proton (H+) in solution, following the general reaction R - COOH = R - COO-+ H+, where R represents the 3 - pyridin - 2 - ylacrylyl group.It can donate a proton (H+) to solution following the general reaction: R – COOH = R- COO-+H+, where R is the 3 – pyridin 2 – ylacrylyl ring. The pKa value of the carboxylic acid group in this compound is influenced by the adjacent pyridine ring.The pyridine ring adjacent to the carboxylic group in this compound influences the pKa value. The pyridine ring, being electron - withdrawing due to the electronegative nitrogen atom, can stabilize the carboxylate anion (R - COO -) formed after deprotonation.The pyridine ring can stabilize the carboxylate anions (R – COO –) formed after deprotonation, as it is electron-withdrawing due to its electronegative nitrogen atom. This results in a relatively lower pKa value compared to simple aliphatic carboxylic acids, making it a stronger acid.This results in a lower pKa than simple aliphatic carbohydrates, making it stronger.
2. Reactivity of the double bond: The carbon - carbon double bond in the acrylic acid part of the molecule is highly reactive.Double bond reactivity: The double bond carbon-carbon in the acrylic acid portion of the molecule has a high reactivity. It can undergo addition reactions.It can undergo addition reaction. For example, it can react with bromine (Br2) in an addition reaction to form a dibromo - derivative.It can, for example, react with bromine in an addition reaction and form a dibromo-derivative. This reaction is a characteristic of alkenes, where the p - bond of the double bond breaks to form two new s - bonds with the bromine atoms.This reaction is characteristic of alkenes. The p-bond of the double-bond breaks to form two s-bonds with the bromine. It can also participate in polymerization reactions.It can also be involved in polymerization reactions. Under appropriate conditions, such as in the presence of a radical initiator, multiple molecules of 3 - pyridin - 2 - ylacrylic acid can polymerize through the double bond, forming a polymer chain.Multiple molecules of 3 – pyridin-2 – ylacrylic acids can polymerize under certain conditions, for example, in the presence a radical initiator. This results in a polymer chain.
3. Reactivity of the pyridine ring: The pyridine ring in 3 - pyridin - 2 - ylacrylic acid can undergo electrophilic substitution reactions.Reactivity of the Pyridine Ring: The pyridine rings in 3 - Pyridin - 2 ylacrylic acids can undergo electrophilic substitute reactions. The nitrogen atom in the pyridine ring deactivates the ring towards electrophilic attack compared to benzene, but substitution can still occur, especially at the 3 - and 5 - positions relative to the nitrogen atom.The nitrogen atom of the pyridine rings deactivates it from electrophilic attack, compared to benzene. However, substitution can still take place, especially in the 3 and 5 positions relative to the nitrogen. For example, it can react with electrophiles like nitronium ions (NO2+) in a nitration reaction to introduce a nitro group (-NO2) onto the pyridine ring.It can, for example, react with electrophiles such as nitronium (NO2+) ions in a reaction called nitration to introduce a nitrogen group (-NO2) on the pyridine rings. Additionally, the pyridine nitrogen can act as a Lewis base, forming complexes with metal ions or reacting with electrophiles at the nitrogen atom itself.The pyridine nitrogen can also act as a Lewis basis, forming complexes or reacting with electronphiles on the nitrogen atom.
How is 3-pyridin-2-ylacrylic acid synthesized?
3 - pyridin - 2 - ylacrylic acid can be synthesized through the following general approach.The following general approach can be used to synthesize 3 - Pyridin - 2 ylacrylic Acid.
One common method involves a Knoevenagel condensation reaction.Knoevenagel condensation is a common method. The starting materials typically include pyridine - 2 - carboxaldehyde and a compound with an active methylene group, such as malonic acid.The starting materials are usually pyridine-2-carboxaldehyde, and a compound containing an active methylene ring such as malonic acids.
In the first step, pyridine - 2 - carboxaldehyde is prepared.The first step is to prepare pyridine-2-carboxaldehyde. This aldehyde contains the pyridine ring with an aldehyde functional group attached at the 2 - position.This aldehyde has a pyridine ring attached to an aldehyde group at the 2 – position. It can be obtained through various routes, often starting from pyridine derivatives and using appropriate oxidation or substitution reactions to introduce the aldehyde group.It can be made in a variety of ways, starting with pyridine derivatives. Then, using appropriate oxidation and substitution reactions it can be converted to an aldehyde.
Malonic acid, on the other hand, has two carboxylic acid groups separated by a methylene group.Malonic acid has two carboxylic groups separated by a group of methylene. The methylene group in malonic acid is acidic due to the electron - withdrawing effect of the two adjacent carboxylic acid groups.The methylene group of malonic acid is acidic because the two adjacent carboxylic acids groups have an electron-withdrawing effect.
When pyridine - 2 - carboxaldehyde and malonic acid react in the presence of a base catalyst, the Knoevenagel condensation occurs.The Knoevenagel reaction occurs when malonic acid and pyridine-2-carboxaldehyde react in the presence a base catalyst. The base first deprotonates the active methylene group of malonic acid, generating a carbanion.The base deprotonates first the active methylene of malonic acid to produce a carbanion. This carbanion then attacks the carbonyl carbon of pyridine - 2 - carboxaldehyde.This carbanion attacks the carbonyl atom of pyridine-2-carboxaldehyde. Subsequently, a series of proton transfer and elimination steps take place.Then, a series proton transfer and removal steps are performed. The elimination of a molecule of carbon dioxide from the intermediate formed leads to the formation of 3 - pyridin - 2 - ylacrylic acid.The elimination of one molecule of carbon dioxide from the intermediate forms 3 -pyridin-2 -ylacrylic acids.
The reaction is usually carried out in a suitable solvent such as ethanol or toluene.The reaction is carried out using a suitable solvent, such as ethanol or tallow. The choice of solvent depends on factors like the solubility of the reactants and the reaction rate.The choice of solvent is influenced by factors such as the solubility and reaction rate of the reactants. The base catalyst can be an organic base like piperidine or an inorganic base such as sodium acetate.The base catalyst is either an organic base, such as piperidine, or an inorganic one, such as sodium acetate. The reaction temperature also plays a crucial role; typically, it is carried out at a moderate temperature, often in the range of 60 - 100 degrees Celsius, to ensure a reasonable reaction rate without causing excessive side - reactions.The temperature of the reaction is also important. It is usually carried out between 60 and 100 degrees Celsius to ensure a reasonable rate of reaction without causing side-reactions. After the reaction is complete, the product can be isolated through techniques such as filtration, extraction, and recrystallization to obtain pure 3 - pyridin - 2 - ylacrylic acid.After the reaction has been completed, the product can then be isolated using techniques such as filtration and extraction.
What are the safety precautions when handling 3-pyridin-2-ylacrylic acid?
3 - pyridin - 2 - ylacrylic acid is a chemical compound.A chemical compound is 3 - Pyridin - 2 Ylacrylic Acid. When handling it, several safety precautions should be taken.It is important to take safety precautions when handling it.
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 chemical - resistant apron.Wear protective clothing such as a labcoat or chemical-resistant apron. This helps to prevent direct contact of the chemical with the skin.This will help to prevent the chemical from coming into direct contact with your skin. If the chemical were to splash onto the clothing, the apron or lab coat can be easily removed, minimizing the risk of skin exposure.If the chemical splashes onto clothing, the lab coat or apron can be easily removed to minimize the risk of skin contact. Gloves made of a suitable material, like nitrile gloves, should be worn.Wear gloves made from a suitable material like nitrile. Nitrile gloves provide good resistance to a wide range of chemicals and can protect the hands from potential contact with 3 - pyridin - 2 - ylacrylic acid.Nitrile gloves are resistant to a variety of chemicals, and can protect your hands from contact with 3 – pyridin-2 – ylacrylic acids. In addition, safety goggles are essential.Safety goggles and gloves are also essential. Chemical splashes to the eyes can cause serious and potentially permanent damage.Eyes can be permanently damaged by chemical splashes. Safety goggles with side shields offer comprehensive protection, ensuring that any splashes from the side are also blocked.Safety goggles that have side shields provide comprehensive protection by blocking any splashes coming from the sides.
Second, proper ventilation is crucial.Second, it is important to have proper ventilation. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under a fumehood. 3 - pyridin - 2 - ylacrylic acid may release fumes or vapors that could be harmful if inhaled.Inhaling fumes and vapors from 3 - Pyridin - 2 ylacrylic Acid can be harmful. A fume hood effectively captures and exhausts these potentially dangerous substances, preventing them from spreading into the general work environment.A fume hood captures and exhausts the potentially hazardous substances, preventing their spread into the surrounding work environment. This reduces the risk of respiratory problems such as irritation, coughing, or more serious long - term effects on the lungs.This reduces the chance of respiratory problems, such as irritation or coughing.
Third, when handling the chemical, be careful to avoid spills.Third, avoid spills when handling the chemical. Use appropriate containers that are compatible with 3 - pyridin - 2 - ylacrylic acid and ensure they are properly sealed when not in use.Use containers compatible with 3 – pyridin – 2 – ylacrylic acids and make sure they are sealed properly when not in use. If a spill does occur, have a spill kit ready.Prepare a spill kit in case of spillage. The spill kit should contain absorbent materials to soak up the chemical and neutralizing agents if required.The spill kit must contain absorbent materials that will soak up the chemical, as well as neutralizing agents, if necessary. Follow the proper procedures for cleaning up the spill based on the nature of 3 - pyridin - 2 - ylacrylic acid.Use the appropriate procedures to clean up the spill depending on the type of 3 - Pyridin - 2 ylacrylic Acid. Do not touch the spilled chemical directly with bare hands.Do not touch the spilled chemicals directly with your hands.
Finally, be familiar with the first - aid procedures in case of an accident.Be familiar with first-aid procedures in the event of an accident. If the chemical comes into contact with the skin, immediately rinse the affected area with plenty of water for at least 15 minutes.If the chemical gets on your skin, rinse it immediately with lots of water for 15 minutes. If it gets into the eyes, flush the eyes continuously with water for a longer period, typically 15 - 20 minutes, and seek immediate medical attention.If the chemical gets into your eyes, rinse them continuously with water over a longer period of time, usually 15 to 20 minutes. Seek immediate medical attention if it happens. In case of inhalation, move to fresh air immediately.In the event of inhalation, you should move to fresh air as soon as possible. If ingestion occurs, do not induce vomiting unless specifically instructed by a medical professional, and seek medical help right away.In the event of ingestion, do not induce vomiting without specific instructions from a medical professional. Seek immediate medical attention.