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Product Name | 3-Pyridineacrylic acid |
Cas Number | 538-17-0 |
Formula | C8H7NO2 |
Molar Mass | 149.15 g/mol |
Boiling Point | 330.6 °C |
Melting Point | 228 °C |
Density | 1.281 g/cm³ |
Pka | 2.93 |
Solubility In Water | Moderate |
Appearance | White to light yellow crystalline powder |
Vapor Pressure | 2.46E-06 mmHg at 25 °C |
Logp | -0.14 |
Refractive Index | 1.553 |
Flash Point | 185.6 °C |
Autoignition Temperature | Not applicable |
What is the chemical structure of 3-Pyridineacrylic acid?
3 - Pyridineacrylic acid, also known as 3 - (3 - pyridyl)acrylic acid, has the following chemical structure characteristics.The chemical structure of 3 - (3-pyridyl-)acrylic acids is as follows.
The molecule is composed of two main parts.The molecule is made up of two parts. One part is the pyridine ring.One part of the molecule is the pyridine. The pyridine ring is a six - membered aromatic heterocyclic ring.The pyridine is a six-membered aromatic heterocyclic chain. In this ring, five carbon atoms and one nitrogen atom are arranged in a planar hexagonal structure.This ring is composed of five carbon atoms arranged in a hexagonal planar structure. Each carbon atom in the ring is sp2 hybridized, and the nitrogen atom is also sp2 hybridized.Each carbon atom and nitrogen atom are sp2-hybridized. The delocalized p - electron system in the pyridine ring gives it aromatic properties.Aromatic properties are due to the delocalized p-electrons in the pyridine rings.
Attached to the 3 - position of the pyridine ring is an acrylic acid moiety.The acrylic acid moiety is attached to the 3 – position of the pyridine. The acrylic acid part consists of a vinyl group (-CH=CH2) and a carboxyl group (-COOH).The acrylic acid moiety is composed of a vinyl group (+CH=CH2), and a carboxyl (-COOH) group. The double bond in the vinyl group is formed by the overlap of sp2 hybridized orbitals of two carbon atoms.The double bond of the vinyl group is created by the overlap between the sp2 orbitals of two carbons. The carboxyl group has a carbonyl group (C=O) and a hydroxyl group (-OH) attached to the same carbon atom.The carboxyl group is composed of a carbonyl (C=O), and a hydroxyl (-OH), both attached to the same carbon. The carbon atom in the carboxyl group is also sp2 hybridized.The carbon atom of the carboxyl group also undergoes sp2 hybridization.
The connection between the pyridine ring and the acrylic acid part is through a single bond from the 3 - position carbon of the pyridine ring to the a - carbon of the vinyl group in the acrylic acid.The acrylic acid and pyridine part are connected by a single carbon bond between the 3 - position of the pyridine group and the a-carbon of the vinyl group. This overall structure combines the unique chemical properties of the pyridine ring, such as its basicity due to the lone pair of electrons on the nitrogen atom, and the reactivity of the acrylic acid moiety.This overall structure combines unique chemical properties, such as the basicity of the pyridine, due to the lone electron pair on the nitrogen atom and the reactivity the acrylic acid moiety. The double bond in the acrylic acid part can participate in addition reactions, while the carboxyl group can undergo reactions typical of carboxylic acids, such as esterification, acid - base reactions, etc.The double bond of the acrylic acid can be involved in additional reactions, whereas the carboxyl group is able to undergo carboxylic acid reactions such as esterification and acid-base reactions. The presence of the pyridine ring also influences the physical and chemical properties of the molecule, for example, affecting its solubility and electronic distribution in the entire molecule.The presence of pyridine rings also affects the physical and chemical characteristics of the molecule. For example, it can affect its solubility or electronic distribution throughout the entire molecule. In summary, the chemical structure of 3 - pyridineacrylic acid endows it with a rich set of chemical reactivity and potential applications in various fields like organic synthesis, pharmaceutical research, etc.The chemical structure of 3-pyridineacrylic acids endows them with a rich set chemical reactivity, and potential applications in different fields such as organic synthesis, pharmaceuticals research, etc.
What are the main applications of 3-Pyridineacrylic acid?
3 - Pyridineacrylic acid has several important applications.Pyridineacrylic Acid has many important applications.
In the field of pharmaceuticals, it serves as a crucial intermediate.It is a vital intermediate in the pharmaceutical industry. Its unique chemical structure allows for the synthesis of various bioactive compounds.Its unique chemistry allows the synthesis of bioactive compounds. For instance, some derivatives of 3 - pyridineacrylic acid have shown potential in the development of drugs for treating certain diseases.Some derivatives of 3-pyridineacrylic acids, for example, have shown promise in the development and testing of drugs to treat certain diseases. These derivatives can be designed to interact with specific biological targets in the body, such as enzymes or receptors.These derivatives can interact with specific biological targets, such as receptors or enzymes. This interaction can either enhance or inhibit biological processes, which is fundamental in the treatment of conditions like inflammation, where the regulation of certain enzyme - mediated pathways is essential.This interaction can either increase or decrease biological processes. This is important in the treatment of conditions such as inflammation, where the regulation and control of certain enzyme-mediated pathways are essential.
In the agrochemical industry, 3 - pyridineacrylic acid is also of significance.In the agrochemical sector, 3 -pyridineacrylic acids is also important. It can be used to create pesticides and herbicides.It can be used in the production of pesticides and weedicides. Pesticides derived from it can target pests in a more specific and effective manner.Pesticides made from it can be more effective and specific in their targeting of pests. The pyridine and acrylic acid moieties in its structure can be modified to increase the compound's affinity for the pest's biological systems, such as their nervous system or metabolic pathways.The pyridine-acrylic acid moiety in its structure can also be modified to increase its affinity for pests' biological systems, like their nervous system or metabolism pathways. In the case of herbicides, 3 - pyridineacrylic acid - based compounds can disrupt the growth and development of unwanted plants.Herbicides based on 3 -pyridineacrylic acids can interfere with the growth and development unwanted plants. They may interfere with key plant processes like photosynthesis or cell division, thereby controlling weed populations and promoting the growth of crops.They can interfere with key processes in plants, such as photosynthesis and cell division. This will control weeds and promote the growth of crops.
Another area of application is in the synthesis of dyes.Synthesis of dyes is another area of application. 3 - pyridineacrylic acid can contribute to the creation of dyes with distinct properties.The 3 - pyridineacrylic acids can be used to create dyes with unique properties. Due to its conjugated double - bond system and the presence of the pyridine ring, dyes synthesized from it can exhibit bright colors and good light - fastness.The conjugated double-bond system and the presence pyridine ring in the dyes synthesized by it can produce bright colors with good light-fastness. These dyes are used in various industries, including the textile industry.These dyes can be used in many industries, including textiles. They can be used to color different types of fabrics, providing long - lasting and vivid coloration.These dyes can be used for a variety of fabrics and provide a long-lasting, vivid color. In addition, in the field of materials science, 3 - pyridineacrylic acid can be incorporated into polymers.In the field of materials, 3 -pyridineacrylic acids can also be incorporated into polymers. The addition of this compound can modify the physical and chemical properties of the polymers.This compound can be added to polymers to modify their physical and chemical properties. For example, it can improve the polymer's solubility, thermal stability, or mechanical strength, expanding the range of applications for these polymers in areas such as coatings and adhesives.It can, for example, improve the polymer’s solubility or thermal stability.
What are the properties of 3-Pyridineacrylic acid?
3 - Pyridineacrylic acid, also known as 3 - (3 - pyridyl)acrylic acid, has several notable properties.The 3 - Pyridineacrylic Acid, also known by the name 3 - (3- pyridyl-)acrylic Acid, has a number of notable properties.
Physical Properties
Appearance: It typically exists as a solid.Appearance: Typically, it is a solid. The color can range from white to off - white or a pale yellowish powder.The color can vary from white to off-white or a pale yellowish dust. This physical state makes it relatively easy to handle and store in laboratory and industrial settings.This state makes it easy to store and handle in industrial and laboratory settings.
Melting Point: The melting point of 3 - pyridineacrylic acid is an important characteristic.Melting Point: 3 - Pyrididineacrylic acid's melting point is an important characteristic. Precise determination of the melting point can help in identifying the compound and assessing its purity.The melting point can be used to identify the compound and assess its purity. Usually, the melting point provides a distinct temperature range at which the solid - to - liquid phase transition occurs.The melting point is a temperature range that defines the transition from solid to liquid.
Solubility: It shows limited solubility in water.Water is not a good solvent. However, it has better solubility in some organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).It is more soluble in organic solvents like ethanol, methanol and dimethyl sulfoxide. This solubility behavior is crucial in various chemical processes.This solubility is critical in many chemical processes. For example, when formulating solutions for chemical reactions or when extracting the compound from a mixture, knowledge of its solubility in different solvents is essential.When formulating solutions for a chemical reaction or extracting a compound from a mix, knowing its solubility is crucial.
Chemical Properties
Acidic Character: As the name "acid" implies, 3 - pyridineacrylic acid has acidic properties.Acidic Characteristics: As its name implies, 3 -pyridineacrylic acids has acidic characteristics. The carboxylic acid functional group (-COOH) is responsible for this acidity.This acidity is due to the carboxylic acid functional groups (-COOH). It can donate a proton (H+) in an aqueous solution or in the presence of a base.It can donate a proton (H+) when in an aqueous or base-containing solution. This acidic nature allows it to participate in acid - base reactions.Its acidic nature allows for it to participate in acid-base reactions. For instance, it can react with metal hydroxides to form metal salts and water.It can, for example, react with metal hydroxides in order to form metal salts. These salts may have different solubility and reactivity profiles compared to the parent acid.These salts can have different solubility profiles and reactivity profiles than the parent acid.
Double - Bond Reactivity: The molecule contains a carbon - carbon double bond in the acrylic acid part.Double-Bond Reactivity: In the acrylic acid, there is a double carbon-carbon bond. This double bond is a site of high reactivity.This double bond has a high level of reactivity. It can undergo addition reactions.It can undergo addition reaction. For example, it can react with halogens (such as bromine) via an electrophilic addition mechanism, where the double bond breaks and two new single bonds are formed with the halogen atoms.It can, for example, react with halogens, such as bromine, via an electrophilic mechanism where the double bonds break and two new single bond are formed with the halogen molecules. This property makes it useful in the synthesis of more complex organic molecules.This property makes it useful for the synthesis of complex organic molecules.
Pyridine Ring Reactivity: The pyridine ring in 3 - pyridineacrylic acid also contributes to its chemical properties.Pyridine Ring Reactivity. The pyridine ring also contributes to the chemical properties of 3 - pyridineacrylic acids. Pyridine is an aromatic heterocyclic compound.Pyridine is a heterocyclic aromatic compound. It can participate in electrophilic aromatic substitution reactions, similar to benzene but with some differences due to the presence of the nitrogen atom.It can participate, like benzene, in electrophilic aromatic substitute reactions. However, the nitrogen atom makes it different. The nitrogen atom in the pyridine ring can also act as a Lewis base, capable of donating a pair of electrons to form a coordinate bond with Lewis acids.The nitrogen atom can also act as Lewis base. It can donate a pair electrons to form coordinate bonds with Lewis acids.
In summary, 3 - pyridineacrylic acid's physical and chemical properties make it a valuable compound in organic synthesis, pharmaceutical research, and other fields where its unique reactivity and solubility characteristics can be exploited.Summary: 3 - pyridineacrylic acids physical and chemical properties make this compound a valuable compound for organic synthesis, pharmaceuticals research, and any other field where its unique reactivity, and solubility, can be exploited.
How is 3-Pyridineacrylic acid synthesized?
3 - Pyridineacrylic acid can be synthesized through the following common methods.The following common methods can be used to synthesize pyridineacrylic acid.
One approach is the Knoevenagel condensation reaction.Knoevenagel condensation is one way to do this. This reaction typically involves using pyridine - 3 - carboxaldehyde and malonic acid as starting materials.This reaction is usually initiated by pyridine-3-carboxaldehyde or malonic acid. In the presence of a suitable base catalyst, such as piperidine or pyridine itself, the reaction occurs.The reaction can only occur in the presence of a base catalyst such as piperidine, or pyridine. The base first deprotonates malonic acid, generating a reactive enolate anion.The base deprotonates the malonic acid to produce a reactive anion. This anion then attacks the carbonyl group of pyridine - 3 - carboxaldehyde.This anion attacks the carbonyl groups of pyridine-3-carboxaldehyde. Subsequently, a series of intramolecular rearrangements and elimination steps take place.Then, a series intramolecular rearrangements take place. The elimination of a molecule of carbon dioxide leads to the formation of 3 - pyridineacrylic acid.The formation of 3-pyridineacrylic acids is caused by the elimination of one molecule of CO2. The reaction is usually 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 carried out in ethanol or toluene and the temperature can vary from room temperature up to the reflux temperature. After the reaction is complete, the product can be isolated through common purification techniques.After the reaction has been completed, the product can then be isolated using common purification techniques. For example, the reaction mixture can be acidified to protonate any remaining basic components and precipitate the 3 - pyridineacrylic acid.The reaction mixture can, for example, be acidified in order to protonate any basic components that remain and precipitate 3 - pyridineacrylic acids. Filtration followed by recrystallization from an appropriate solvent, such as ethanol - water mixture, can be used to obtain pure 3 - pyridineacrylic acid.To obtain pure 3 – pyridineacrylic acids, filtration followed by recrystallization using an appropriate solvent such as ethanol-water mixture can be used.
Another possible synthesis route could involve the use of Heck reaction.Heck reaction is another possible route. A suitable vinyl - containing compound, like vinyl bromide or vinyl triflate, is reacted with a pyridine - 3 - carboxylic acid derivative.A suitable vinyl-containing compound such as vinyl triflate or vinyl bromide is reacted to a pyridine-3-carboxylic acid derivative. This reaction requires a palladium - based catalyst, such as palladium acetate, along with a ligand like triphenylphosphine.This reaction requires a catalyst based on palladium, such as palladium-acetate, and a ligand, like triphenylphosphine. A base, such as potassium carbonate, is also added to the reaction system.The reaction system also contains a base, such potassium carbonate. The palladium catalyst activates the vinyl halide or triflate, enabling the formation of a palladium - vinyl intermediate.The palladium catalyst activates vinyl halide, or triflate to form a palladium-vinyl intermediate. This intermediate then reacts with the pyridine - 3 - carboxylic acid derivative through a migratory insertion and reductive elimination process to form 3 - pyridineacrylic acid.This intermediate reacts with pyridine- 3 – carboxylic acid through a migratory inserting and reductive eliminating process to form 3- pyridineacrylic acids. Similar to the previous method, after the reaction, the product is isolated and purified.After the reaction, the product can be isolated and purified in a similar manner to the previous method. The reaction mixture may need to be filtered to remove the palladium - containing by - products, and then the product can be separated from the remaining reaction components by extraction and subsequent purification steps like column chromatography or recrystallization.The reaction mixture can be filtered out to remove palladium-containing by-products, and then the product separated from the other reaction components using extraction and purification steps such as column chromatography and recrystallization. These synthetic methods provide viable ways to obtain 3 - pyridineacrylic acid, each with its own advantages in terms of reaction conditions, yield, and purity of the final product.These synthetic methods are viable ways to obtain 3-pyridineacrylic acids, each with their own advantages in terms reaction conditions, yield and purity of the end product.
What are the safety precautions when handling 3-Pyridineacrylic acid?
When handling 3 - Pyridineacrylic acid, several safety precautions should be followed.Safety precautions must be observed when handling 3 - Pyridineacrylic Acid.
First, personal protective equipment is essential.Personal protective equipment is a must. Wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile gloves are often a good choice as they can provide a certain level of protection against contact with the chemical.Nitrile gloves can offer a level of protection from chemical contact. This helps prevent skin absorption, which could potentially lead to skin irritation, allergic reactions, or more serious health effects if the substance enters the bloodstream.This prevents skin absorption which could lead to skin irritations, allergic reactions or more serious health issues if the substance entered the bloodstream.
Eye protection is also crucial.Eye protection is equally important. Safety goggles should be worn at all times when handling 3 - Pyridineacrylic acid.Safety goggles must be worn at any time when handling 3 - pyridineacrylic acid. This chemical could splash into the eyes during weighing, mixing, or other handling procedures, and even a small amount in the eyes can cause severe irritation, pain, and possible damage to the cornea.This chemical can splash into the eye during weighing, mixing or other handling procedures. Even a small amount of this chemical in the eye can cause severe irritation and pain.
In terms of respiratory protection, if there is a risk of dust generation, such as during powder handling, a particulate respirator might be needed.A particulate respirator may be required for respiratory protection if there is an increased risk of dust, such as when handling powders. Although 3 - Pyridineacrylic acid may not be highly volatile, fine dust particles can be inhaled, which may irritate the respiratory tract.Even though 3 - Pyridineacrylic Acid is not highly volatile, fine dust can be inhaled and cause irritation to the respiratory tract. Prolonged or high - level exposure through inhalation could potentially lead to more serious respiratory problems.Inhaling 3 - Pyridineacrylic acid at high levels or for long periods of time can cause respiratory problems.
When working with 3 - Pyridineacrylic acid, ensure good ventilation in the work area.Assure that the area where you are working is well ventilated. This can be achieved through natural ventilation, such as opening windows, or by using mechanical ventilation systems like fume hoods.This can be done by opening windows or using mechanical ventilation such as fume hoods. Adequate ventilation helps to prevent the build - up of any potentially harmful vapors or dust in the air, reducing the risk of inhalation exposure.Adequate ventilation reduces the risk of inhalation by preventing the build-up of potentially harmful dust or vapors in the air.
During storage, keep 3 - Pyridineacrylic acid in a cool, dry place.Keep 3 - Pyridineacrylic Acid in a cool and dry place during storage. It should be stored in a tightly - sealed container to prevent moisture absorption, which could affect its chemical properties and potentially lead to the formation of harmful by - products.It should be kept in a tightly-sealed container to avoid moisture absorption. This could affect its chemical property and lead to the production of harmful by-products. Also, store it away from incompatible substances.Store it away from other incompatible substances. For example, avoid storing it near strong oxidizing agents or reducing agents, as chemical reactions between them could be violent and pose a safety hazard.Avoid storing it near oxidizing or reducing agents. The chemical reactions could be violent, posing a safety risk.
In case of accidental contact with the skin, immediately wash the affected area with plenty of water for at least 15 minutes.If the chemical accidentally gets into the eyes, rinse them thoroughly with water for a minimum of 15 minutes. If the chemical gets into the eyes, rinse them thoroughly with water for an extended period and seek immediate medical attention.If the chemical gets in the eyes, wash them thoroughly for a long time with water and seek immediate medical help. In the event of inhalation, move to fresh air and seek medical help if symptoms such as coughing, shortness of breath, or chest pain occur.If you inhale the chemical, get to fresh air immediately and seek medical attention if symptoms like coughing, shortness or breath, or chest discomfort occur. If ingestion occurs, do not induce vomiting unless directed by a medical professional, and seek emergency medical treatment promptly.In the event of ingestion, do not induce vomiting without the permission of a medical professional. Seek emergency medical attention immediately.