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3-(1-naphthyl)acrylic Acid


Properties
Product Name 3-(1-Naphthyl)acrylic acid
Cas Number 1515-88-4
Formula C13H10O2
Molar Mass 198.22
Melting Point 166-168°C
Boiling Point 441°C
Density 1.254 g/cm³
Solubility Slightly soluble in water
Appearance White solid
Pka 4.6
Refractive Index 1.650
Logp 3.48
Flash Point 220°C
Stability Stable under recommended storage conditions
Hazard Statements H315: Causes skin irritation
FAQ

What is the chemical structure of 3-(1-Naphthyl)acrylic acid?

3-(1 - Naphthyl)acrylic acid is an organic compound with an interesting chemical structure.3-(1-Naphthyl )acrylic acid has an interesting chemical structure.
The structure is based on two main parts: the naphthalene moiety and the acrylic acid part.The structure is composed of two main parts, the naphthalene moiety as well as the acrylic acid component.

The naphthalene part consists of two fused benzene rings.The naphthalene component is made up of two fused rings of benzene. A benzene ring is a planar, cyclic structure composed of six carbon atoms, with each carbon atom bonded to one hydrogen atom and sharing double - bonds in an alternating pattern around the ring.A benzene is a cyclic, planar structure made up of six carbons atoms. Each carbon atom is bonded to a hydrogen atom, and the double bonds are arranged in an alternate pattern around the ring. In naphthalene, two such benzene rings are fused together at two adjacent carbon atoms.In naphthalene two such benzene ring are fused at two adjacent carbons. This gives naphthalene a polycyclic aromatic structure.This gives naphthalene its polycyclic aromatic structure. The naphthalene ring system provides the compound with aromaticity, which imparts certain stability and characteristic chemical reactivity associated with aromatic compounds.The naphthalene rings give the compound its aromaticity. This imparts a certain stability and chemical reactivity characteristic of aromatic compounds.

Attached to the naphthalene ring at the 1 - position (a specific carbon atom on the naphthalene ring) is the acrylic acid group.The acrylic acid group is attached to the naphthalene at the 1 -position (a specific carbon on the naphthalene). Acrylic acid has the formula CH2=CH - COOH.Acrylic acid is a compound with the formula CH2=CH-COOH. It contains a vinyl group (CH2=CH -) which is an unsaturated carbon - carbon double - bond system.It contains a vinyl (CH2=CH-) group, which is an unsaturated double-bond system of carbon and carbon. This double - bond is responsible for the potential for addition reactions, such as polymerization reactions.This double-bond is responsible for the possibility of addition reactions such as polymerization. The carboxylic acid group (-COOH) at the end of the acrylic acid chain has acidic properties.The carboxylic group (-COOH), at the end of acrylic acid chain, has acidic properties. The oxygen atoms in the carboxylic acid group are electronegative, which makes the hydrogen atom in the -COOH group acidic, capable of donating a proton in the presence of a base.The oxygen atoms of the carboxylic group are electronegative. This makes the hydrogen atom of the -COOH acidic and capable of donating an electron in the presence a base.

In 3-(1 - Naphthyl)acrylic acid, the 1 - position of the naphthalene ring is connected to the vinyl carbon of the acrylic acid group.In 3-(1-Naphthyl-Acrylic Acid), the vinyl carbon group of the acrylic acid is connected to the 1 – position of the naphthalene. The overall structure combines the aromatic nature of naphthalene with the reactive double - bond and acidic carboxylic acid functionality of acrylic acid.The overall structure combines naphthalene's aromatic nature with the reactive double-bond and acidic carboxylic acids functionality of acrylic acid. This combination of structural features gives 3-(1 - Naphthyl)acrylic acid unique chemical and physical properties.This combination of structural features gives 3- (1 - Naphthyl )acrylic acid its unique chemical and physical characteristics. For example, it can participate in reactions typical of aromatic compounds due to the naphthalene part, like electrophilic aromatic substitution.It can, for example, participate in aromatic compound reactions, such as electrophilic aromatic substitute, due to the naphthalene component. At the same time, the acrylic acid part allows it to engage in addition reactions across the double - bond and acid - base reactions because of the carboxylic acid group.The carboxylic acid group in the acrylic acid allows it to participate in addition reactions that cross double-bond and acid-base reactions. This multifunctional structure makes it useful in various chemical applications, such as in the synthesis of more complex organic molecules or in materials science where its reactive groups can be utilized to build polymers or functionalize surfaces.This multifunctional structure is useful in a variety of chemical applications. For example, it can be used to synthesize more complex organic molecules and in materials science for its reactive groups that can be used to build polymers and functionalize surfaces.

What are the applications of 3-(1-Naphthyl)acrylic acid?

3-(1-Naphthyl)acrylic acid is an organic compound with a naphthyl group attached to an acrylic acid moiety. It has several important applications.It has a number of important applications.
In the field of materials science, it can be used as a monomer for the synthesis of polymers.It can be used in the field of materials to synthesize polymers. Due to the presence of the unsaturated double bond in the acrylic acid part, it can participate in polymerization reactions.It can participate in polymerization due to the presence of an unsaturated double-bond in the acrylic acid. The resulting polymers may possess unique optical and electronic properties.The polymers that result may have unique optical and electronics properties. For example, the naphthyl group can contribute to enhanced fluorescence characteristics.The naphthyl groups can enhance fluorescence properties. These polymers can be potentially used in optoelectronic devices such as light - emitting diodes (LEDs).These polymers could be used in optoelectronics devices, such as light-emitting diodes. The naphthyl moiety provides a chromophore, and the polymer backbone can be tailored to control the emission wavelength and efficiency.The naphthyl moiety is a chromophore and the polymer backbone allows for the control of emission wavelength and efficiency.

In the area of pharmaceuticals and drug discovery, 3-(1 - Naphthyl)acrylic acid can serve as a building block for the synthesis of bioactive compounds.In the field of pharmaceuticals and drug development, 3-(1-Naphthylacrylic acid) can be used as a building material for the synthesis bioactive compounds. Its rigid naphthyl structure can mimic certain parts of natural ligands that interact with biological receptors.Its rigid naphthyl structures can mimic certain parts that interact with biological receptors. Chemists can modify the acrylic acid part to introduce different functional groups for enhanced solubility, bioavailability, or receptor - binding affinity.The acrylic acid can be modified to introduce functional groups that enhance solubility, bioavailability or receptor-binding affinity. It may be used to design drugs targeting specific enzymes or receptors.It can be used to create drugs that target specific enzymes or receptors. For instance, if a particular receptor has a binding pocket that can accommodate the naphthyl ring, derivatives of 3-(1 - Naphthyl)acrylic acid can be synthesized to bind to that receptor and potentially modulate its activity.If a receptor has a pocket that can accommodate a naphthyl-ring, derivatives from 3-(1 – Naphthyl-)acrylic acid may be synthesized in order to bind and modulate the activity of that receptor.

In the realm of organic synthesis, it is a valuable intermediate.It is a valuable organic synthesis intermediate. It can undergo various chemical reactions such as esterification, amide formation, and cycloaddition reactions.It can undergo a variety of chemical reactions, including esterification, the formation of amides, and cycloaddition. Through esterification, esters of 3-(1 - Naphthyl)acrylic acid can be prepared, which may have applications in the fragrance industry.Esters of 3-(1-Naphthylacrylic acid) can be produced by esterification. These esters may find applications in the fragrance industries. The naphthyl group can contribute to a unique and pleasant aroma.The naphthyl groups can contribute to an unique and pleasant smell. In cycloaddition reactions, such as Diels - Alder reactions, it can act as a dienophile, leading to the formation of complex cyclic compounds with diverse structures, which are useful in the synthesis of natural products or other high - value chemicals.In cycloadditions, such as Diels-Alder reactions, it acts as a dienophile. This leads to the formation complex cyclic molecules with diverse structures that are useful in the synthesizing of natural products and other high-value chemicals.

In the area of dyes and pigments, the compound can be a precursor.The compound can be used as a precursor in the dyes and pigments area. The naphthyl group provides a chromophoric unit, and by modifying the acrylic acid part, the color and solubility properties of the resulting dyes can be adjusted.The naphthyl unit provides a chromophoric element, and by altering the acrylic acid, the color and the solubility of the dyes can also be altered. These dyes can be used in textile dyeing, where the naphthyl - containing dyes may offer good light - fastness and color intensity due to the stable naphthyl structure.These dyes are suitable for textile dyeing. The naphthyl-containing dyes offer good light-fastness and color intensity because of the stable naphthyl structures. Additionally, they can be used in ink formulations for printing applications, providing vivid and long - lasting colors.They can also be used to create ink formulations that provide vibrant and long-lasting colors.

What are the properties of 3-(1-Naphthyl)acrylic acid?

3-(1-Naphthyl)acrylic acid is an organic compound with several notable properties.
Physical Properties

Appearance: It typically exists as a solid at room temperature.Appearance: It is usually a solid when at room temperature. The solid may have a white to off - white color, often in the form of fine crystals or a powder.The solid can be white or off-white in color and may come as fine crystals, powders, or even a powder. This appearance is common for many organic acids with relatively high molecular weights.This is a common appearance for many organic acid with relatively high molecular weights.

Melting Point: The melting point of 3-(1 - Naphthyl)acrylic acid is an important physical characteristic.Melting Point: The melting temperature of 3-(1-Naphthylacrylic acid) is an important physical characteristic. It provides information about the thermal stability of the compound.It gives information about the thermal stability. Knowing the melting point is crucial in processes such as purification by recrystallization, as well as in understanding its behavior during heating in various chemical reactions.Understanding the melting point of a compound is important for processes such as recrystallization and purification, as well as understanding its behavior when heated in chemical reactions. Precise determination of the melting point can also be used to identify the compound or assess its purity.The melting point can be used to identify a compound or determine its purity.

Solubility: In terms of solubility, 3-(1 - Naphthyl)acrylic acid shows some interesting trends.Solubility: 3-(1-Naphthylacrylic acid) shows some interesting trends in terms of its solubility. It has limited solubility in water due to the hydrophobic nature of the naphthyl group.The hydrophobic nature is the reason for its limited solubility. The naphthalene moiety is non - polar, while the carboxylic acid group is polar.The naphthalene group is non-polar, whereas the carboxylic acids are polar. The overall effect is that the compound is more soluble in organic solvents such as ethanol, methanol, and dichloromethane.The compound is more soluble when it is dissolved in organic solvents like ethanol, dichloromethane, and methanol. These solvents can interact with the polar and non - polar parts of the molecule through hydrogen bonding and van der Waals forces respectively.These solvents can interact both with the non-polar and polar parts of a molecule via hydrogen bonding or van der Waals forces.

Chemical Properties

Acidity: As an acid, 3-(1 - Naphthyl)acrylic acid can donate a proton from its carboxylic acid group.Acidity: 3-(1-Naphthylacrylic acid) can donate a proton from its carboxylic group. The acidity constant (pKa) of the carboxylic acid group in this compound is influenced by the presence of the naphthyl group.The presence of naphthyl influences the acidity constant (pKa), of the carboxylic group in this compound. The naphthyl group can have an inductive and resonance effect on the carboxylic acid functionality.The naphthyl can have an inductive or resonance effect on carboxylic acid functionality. Electron - withdrawing groups in the vicinity of the carboxylic acid can increase its acidity by stabilizing the carboxylate anion formed after deprotonation.Electron-withdrawing groups near the carboxylic acids can increase their acidity by stabilizing carboxylate anion after deprotonation. In the case of 3-(1 - Naphthyl)acrylic acid, the naphthyl group's resonance and inductive effects play a role in determining its pKa value, which in turn affects its behavior in acid - base reactions.In the case of 3-(1-Naphthyl-)acrylic acid the resonance and inductive effects of the naphthyl groups play a part in determining the pKa, which affects the acid-base reactions.

Reactivity of the Double Bond: The compound contains a carbon - carbon double bond in the acrylic acid part.Double Bond Reactivity: The compound contains in its acrylic acid part a double carbon-carbon bond. This double bond is reactive and can undergo addition reactions.This double bond can undergo addition reactions. For example, it can react with bromine in an electrophilic addition reaction to form a dibromo product.It can, for example, react with bromine to form dibromo products in an electrophilic reaction. It can also participate in polymerization reactions under appropriate conditions.Under the right conditions, it can also be used in polymerization reactions. Radical polymerization can be initiated to form polymers where the double bonds of multiple 3-(1 - Naphthyl)acrylic acid molecules are linked together, potentially leading to the formation of materials with unique properties.The radical polymerization of 3-(1-Naphthylacrylic acid) molecules can be initiated, leading to the formation polymers with unique properties.

Reactivity of the Aromatic Ring: The naphthyl group, being an aromatic ring system, has its own set of chemical reactivities.Aromatic ring reactivity: The naphthyl ring, as an aromatic ring, has its own chemical reactivity. It can undergo electrophilic aromatic substitution reactions.It can undergo electrophilic aromatic substitute reactions. For instance, it can react with nitrating agents to introduce a nitro group onto the naphthalene ring.It can, for example, react with nitrating agent to introduce a nitrogen group onto the naphthalene rings. These substitution reactions can be used to further functionalize the molecule, leading to the synthesis of derivatives with different physical and chemical properties for various applications such as in the preparation of dyes, pharmaceuticals, or materials with specific optical properties.These substitution reactions are used to further functionalize a molecule. This leads to the synthesis and characterization of derivatives that have different physical and chemical characteristics for various applications, such as the preparation of dyes or pharmaceuticals.

How is 3-(1-Naphthyl)acrylic acid synthesized?

1 - Naphthaldehyde and malonic acid are commonly used as starting materials in the synthesis of 3 - (1 - Naphthyl)acrylic acid.In the synthesis of 3- (1- Naphthyl-acrylic acid), 1 - Naphthaldehyde is commonly used. This synthesis typically involves a Knoevenagel condensation reaction.This synthesis is usually a Knoevenagel reaction.
First, 1 - Naphthaldehyde is obtained.Firstly, 1 - Naphthaldehyde must be obtained. It can be prepared through various methods, such as the oxidation of 1 - methylnaphthalene.It can be made in a variety of ways, including by oxidizing 1 - methylnaphthalene. Once 1 - Naphthaldehyde is available, it is combined with malonic acid in the presence of a base catalyst.Once 1 - Naphthaldehyde has been obtained, it is combined in the presence a base catalyser with malonic acid. Piperidine is often used as the base catalyst in this reaction.Piperidine is commonly used as a base catalyst in this process.

The reaction mixture is heated under reflux conditions.The reaction mixture is heated in reflux conditions. During the reaction, the malonic acid reacts with the aldehyde group of 1 - Naphthaldehyde.During the reaction the malonic acid reacts to the aldehyde groups of 1 - Naphthaldehyde. The base catalyst helps to deprotonate the malonic acid, making it more reactive.The base catalyst deprotonates the malonic acid and makes it more reactive. The resulting carbanion attacks the carbonyl carbon of 1 - Naphthaldehyde.The carbanion formed attacks the carbonyl of 1 - Naphthaldehyde. Then, a series of elimination reactions occur, leading to the formation of the double bond in 3 - (1 - Naphthyl)acrylic acid.Then, a number of elimination reactions take place, leading to the formation the double bond in 3- (1- Naphthyl-)acrylic acid.

As the reaction progresses, carbon dioxide is evolved as a by - product.As the reaction proceeds, carbon dioxide is produced as a by-product. After the reaction is complete, the reaction mixture is cooled.After the reaction has been completed, the reaction mixture must be cooled. The product can be isolated by filtration if it precipitates out.If the product precipitates, it can be isolated using filtration. Further purification steps may be required.Additional purification steps might be needed. Recrystallization from an appropriate solvent, such as ethanol or a mixture of solvents, can be used to obtain pure 3 - (1 - Naphthyl)acrylic acid.To obtain pure 3 – (1 – Naphthyl-acrylic acid, recrystallization can be performed from an appropriate solvent such as ethanol, or a mixture thereof. This process helps to remove any unreacted starting materials, by - products, or impurities that may be present in the crude product.This process removes any unreacted materials, by-products, or impurities from the crude product. The purity of the final product can be analyzed using techniques like melting point determination, infrared spectroscopy, and nuclear magnetic resonance spectroscopy to confirm its identity and purity.To confirm the identity and purity of the final product, techniques such as melting point determination, nuclear magnetic resonance spectroscopy and infrared spectrum analysis can be used.

What are the safety precautions when handling 3-(1-Naphthyl)acrylic acid?

When handling 3-(1 - Naphthyl)acrylic acid, several safety precautions are necessary.Safety precautions must be taken when handling 3-(1-Naphthyl )acrylic acid.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate protective clothing, such as long - sleeved laboratory coats.Wear protective clothing such as long-sleeved lab coats. This helps prevent the chemical from coming into direct contact with the skin, reducing the risk of skin irritation or absorption.This will prevent the chemical from directly contacting the skin and reduce the risk of skin irritation. Gloves made of suitable materials, like nitrile gloves, should be worn.Wear gloves made from suitable materials such as nitrile. Nitrile gloves offer good resistance to many chemicals and can protect the hands from contact with 3-(1 - Naphthyl)acrylic acid.Nitrile gloves are resistant to many chemicals, and can protect hands from contact with 3-(1-Naphthylacrylic acid. Additionally, safety goggles or a face shield should be used to safeguard the eyes.To protect the eyes, safety goggles and a face shield are recommended. Chemical splashes into the eyes can cause severe damage, so proper eye protection is crucial.Eye protection is essential to prevent serious damage from chemical splashes.

Second, work in a well - ventilated area.Second, make sure you are working in an area that is well-ventilated. A fume hood is highly recommended.A fume hood should be used. 3-(1 - Naphthyl)acrylic acid may release vapors or fine dust particles during handling.During handling, 3-(1-Naphthylacrylic acid) may release vapors and fine dust particles. In a fume hood, these potentially harmful substances are effectively removed from the breathing zone, preventing inhalation.In a fume-hood, these potentially hazardous substances are effectively removed, preventing inhalation. Inhalation of the chemical can lead to respiratory problems, including irritation of the nose, throat, and lungs.Inhaling the chemical can cause respiratory problems including irritation of the nose and throat.

Third, be careful during storage.Third, take care when storing. Store 3-(1 - Naphthyl)acrylic acid in a cool, dry place, away from heat sources and direct sunlight.Store 3-(1-Naphthylacrylic Acid) in a cool and dry place away from heat sources or direct sunlight. Heat can potentially cause the chemical to degrade or become more reactive.Heat can cause the chemical to degrade, or become more reactive. Keep it in a tightly - sealed container to prevent the escape of vapors and to protect it from moisture, which might affect its chemical properties.Keep it in a tightly-sealed container to prevent vapors from escaping and to protect it against moisture that could affect its chemical properties.

Fourth, in case of accidental contact.Fourth, in the event of accidental contact. If the chemical comes into contact with the skin, immediately wash the affected area with plenty of water for at least 15 minutes.If the chemical gets on your skin, wash it immediately with plenty of water and for at least 15 min. This helps to dilute and remove the chemical from the skin surface.This will help to dilute the chemical and remove it from the skin's surface. If it gets into the eyes, rinse the eyes thoroughly with running water for an extended period, and seek immediate medical attention.If it gets in the eyes, rinse them thoroughly with running water and seek immediate medical care. In case of inhalation, move to fresh air immediately.In the event of inhalation, you should immediately move to fresh air. If breathing difficulties persist, medical help should be sought.If breathing problems persist, seek medical attention.

Finally, when disposing of 3-(1 - Naphthyl)acrylic acid or any waste containing it, follow all local regulations and institutional guidelines.Follow all local regulations, including those of your institution, when disposing 3-(1-Naphthylacrylic acid) or any waste that contains it. Do not pour it down the drain or dispose of it in regular trash.Do not dispose of it in the regular trash or down the drain. Specialized waste management procedures ensure that the chemical is disposed of safely, minimizing its impact on the environment.Specialized waste management techniques ensure that the chemical will be disposed of safely and minimize its impact on the environmental.