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3-[4-(benzyloxy)phenyl]acrylic Acid


Properties
Product Name 3-[4-(Benzyloxy)Phenyl]Acrylic Acid
Cas Number 7126-53-6
Formula C16H14O3
Molar Mass 254.28 g/mol
Melting Point 226-228 °C
Boiling Point Not available
Appearance White to off-white powder
Density Not available
Solubility Slightly soluble in water
Pka 4.55
Refractive Index Not available
Logp 3.48
Vapor Pressure Not available
Storage Conditions Store in a cool, dry place, tightly closed
Flammability Not flammable
Stability Stable under recommended storage conditions
FAQ

What are the main applications of 3-[4-(Benzyloxy)Phenyl]Acrylic Acid?

3 - [4 - (Benzyloxy)phenyl]acrylic acid has several important applications.
In the field of organic synthesis, it serves as a valuable building block.It is a useful building block in organic synthesis. Its structure, with the benzyloxy - substituted phenyl group and the acrylic acid moiety, allows for a wide range of chemical reactions.The benzyloxy-substituted phenyl moiety and its structure allows for a variety of chemical reactions. For example, the double bond in the acrylic acid part can undergo addition reactions.The double bond of the acrylic acid can undergo addition reactions, for example. It can react with various reagents such as halogens, hydrogen halides, and other unsaturated compounds in Diels - Alder - like reactions.It can react in Diels-Alder-like reactions with halogens and hydrogen halides as well as other unsaturated compounds. This enables the synthesis of more complex organic molecules with potential biological or material - related properties.This allows the synthesis of complex organic molecules that may have biological or material-related properties.

In the pharmaceutical industry, derivatives of 3 - [4 - (Benzyloxy)phenyl]acrylic acid may have bioactive potential. The phenyl - acrylic acid structure is present in many natural and synthetic bioactive compounds.The phenyl-acrylic acid structure is found in many bioactive natural and synthetic compounds. By modifying the benzyloxy group or other parts of the molecule, chemists can potentially develop new drugs.Chemists may be able to develop new drugs by modifying the benzyloxy groups or other parts of a molecule. The compound could potentially interact with biological targets such as enzymes or receptors in the body.The compound may interact with biological targets, such as receptors or enzymes in the body. For instance, some phenyl - acrylic acid derivatives have shown anti - inflammatory or antioxidant activities.Some phenyl-acrylic acid derivatives, for example, have anti-inflammatory or antioxidant properties. Modifying the benzyloxy group might fine - tune the compound's lipophilicity, solubility, and binding affinity to these biological targets, leading to the discovery of new therapeutic agents.Modifying the benzyloxy groups could fine-tune the compound's solubility, binding affinity, and lipophilicity to these biological targets. This may lead to the discovery of novel therapeutic agents.

In the area of materials science, this compound can be used in the preparation of polymers.This compound can be used to prepare polymers in the field of materials science. The acrylic acid group can participate in polymerization reactions.The acrylic acid group is a polymerization catalyst. When polymerized, the resulting polymers can have unique properties.The polymers that are formed can have unique properties. For example, they can be used as coatings.They can be used, for example, as coatings. The benzyloxy - substituted phenyl groups in the polymer backbone can influence the film - forming properties, hardness, and optical properties of the coating.The benzyloxy-substituted phenyl group in the polymer's backbone can affect the film-forming properties, the hardness and the optical properties of the coating. The polymers might also find applications in the production of specialty plastics.These polymers could also be used to produce specialty plastics. By incorporating 3 - [4 - (Benzyloxy)phenyl]acrylic acid into the polymer structure, it is possible to enhance the plastic's mechanical strength, thermal stability, or chemical resistance. Additionally, in the field of optoelectronics, polymers derived from this compound could potentially be used in the development of light - emitting materials or sensors due to the presence of the aromatic phenyl group which can contribute to certain optical and electronic properties.In the field of optoelectronics polymers derived this compound can be used to develop light-emitting materials or sensors. This is due to the presence aromatic phenyl groups which can contribute to certain electronic and optical properties.

What are the key properties of 3-[4-(Benzyloxy)Phenyl]Acrylic Acid?

3 - [4 - (Benzyloxy)phenyl]acrylic acid is an organic compound with several notable key properties.
Firstly, in terms of its chemical structure, it contains a phenyl group that has a benzyloxy substituent at the para - position.In terms of its chemical composition, it contains a para-position benzyloxy group. The presence of the acrylic acid moiety endows it with a reactive double bond and a carboxylic acid functional group.The acrylic acid moiety gives it a reactive double-bond and a carboxylic acids functional group. The benzyloxy group attached to the phenyl ring provides certain characteristics.The benzyloxy moiety attached to the phenyl group provides certain characteristics. The benzyl part of the benzyloxy group has a relatively large and bulky structure.The benzyl portion of the benzyloxy ring has a large and bulky structure. This can influence the physical and chemical properties of the entire molecule.This can affect the chemical and physical properties of the molecule. For example, it can increase the lipophilicity of the compound to some extent, as the benzyl group is non - polar.It can, for example, increase the lipophilicity to a certain extent as the benzyl groups are non-polar.

The carboxylic acid functional group (-COOH) in 3 - [4 - (benzyloxy)phenyl]acrylic acid is highly reactive. It can participate in acid - base reactions.It can participate in acids - bases reactions. In an aqueous solution, it can donate a proton, acting as a weak acid.In an aqueous solvent, it can donate one proton and act as a weak base. The pKa value of the carboxylic acid group is an important parameter that determines its acidity in different environments.The pKa of the carboxylic group is a parameter that determines how acidic it will be in different environments. This group can also react with alcohols to form esters through esterification reactions.This group can also react to form esters with alcohols through esterification reactions. For instance, in the presence of an alcohol and a catalyst like sulfuric acid, an ester derivative of 3 - [4 - (benzyloxy)phenyl]acrylic acid can be synthesized.

The double bond in the acrylic acid part is another site of reactivity.The double bond of the acrylic acid is another reactivity site. It can undergo addition reactions.It can undergo addition reaction. For example, it can react with halogens such as bromine in an addition reaction to form a dibromo - derivative.It can, for example, react with halogens like bromine in addition reactions to form a dibromo-derivative. This double bond can also participate in polymerization reactions.This double bond is also involved in polymerization reactions. If suitable conditions and initiators are provided, multiple molecules of 3 - [4 - (benzyloxy)phenyl]acrylic acid can polymerize through the double - bond, forming a polymer. The presence of the phenyl ring and the benzyloxy group can affect the polymerization rate and the properties of the resulting polymer, such as its solubility and mechanical properties.The presence of phenyl rings and benzyloxy groups can affect polymerization rates and properties of the polymer such as its solubility or mechanical properties.

In terms of physical properties, 3 - [4 - (benzyloxy)phenyl]acrylic acid is likely to be a solid at room temperature. Its melting point is determined by the intermolecular forces in the solid state.The intermolecular forces determine its melting point in the solid state. The carboxylic acid group can form hydrogen bonds with neighboring molecules, which contribute to the relatively high melting point compared to non - hydrogen - bonding compounds of similar molecular weight.The carboxylic group can form hydrogen bonding with neighboring molecules. This contributes to the relatively higher melting point when compared to compounds without hydrogen bonds of similar molecular mass. The lipophilic nature imparted by the benzyloxy group may make it sparingly soluble in water but more soluble in organic solvents such as dichloromethane, chloroform, and ethyl acetate.The benzyloxy group imparts a lipophilic property that makes it less soluble in water, but more soluble with organic solvents like dichloromethane and chloroform. These solubility properties are important for its isolation, purification, and use in various chemical reactions.These solubility characteristics are important for its purification, isolation, and use in different chemical reactions. Overall, the combination of these chemical and physical properties makes 3 - [4 - (benzyloxy)phenyl]acrylic acid a versatile compound in organic synthesis and potentially in applications such as polymer materials and pharmaceutical intermediates.

How is 3-[4-(Benzyloxy)Phenyl]Acrylic Acid synthesized?

1. Starting materials preparationStart materials preparationThe synthesis of 3 - [4 - (Benzyloxy)phenyl]Acrylic Acid typically begins with the preparation of key starting materials. One of the main starting materials is 4 - hydroxybenzaldehyde.One of the most important starting materials is 4-hydroxybenzaldehyde. This can be commercially obtained or synthesized through various routes in the laboratory.This is available commercially or can be synthesized in the lab. Benzyl chloride is another important reagent.Another important reagent is benzyl chloride. It is used to introduce the benzyloxy group onto the phenolic - OH of 4 - hydroxybenzaldehyde.It is used to introduce benzyloxy groups onto the phenolic-OH of 4 hydroxybenzaldehyde.
2. Formation of 4 - (benzyloxy)benzaldehyde
The reaction between 4 - hydroxybenzaldehyde and benzyl chloride occurs under basic conditions.Under basic conditions, the reaction between 4 -hydroxybenzaldehyde (HBA) and benzylchloride occurs. Usually, a base such as potassium carbonate in an aprotic solvent like dimethylformamide (DMF) is used.A base like potassium carbonate is usually used in an aprotic solution such as dimethylformamide (DMF). The phenolic - OH of 4 - hydroxybenzaldehyde is deprotonated by the base, and the resulting phenoxide anion then reacts with benzyl chloride via an S_N2 substitution reaction.The base deprotonates the phenolic-OH of 4-hydroxybenzaldehyde, and the resulting anion phenoxide reacts with benzylchloride via an S_N2 substitute reaction. The product of this reaction is 4 - (benzyloxy)benzaldehyde. This step is crucial as it installs the benzyloxy group which is an essential part of the final target molecule.This step is important as it installs a benzyloxy group that is an essential component of the final molecule.
3. Knoevenagel condensation
The next step is the Knoevenagel condensation.The next step is Knoevenagel condensing. 4 - (benzyloxy)benzaldehyde is reacted with malonic acid in the presence of a base - catalyst, often piperidine or pyridine. The reaction takes place in an organic solvent such as ethanol or toluene.The reaction occurs in an organic solvent, such as ethanol or tallow. Malonic acid, in the presence of the base - catalyst, forms an enolate anion.In the presence of a base-catalyst, malonic acid forms an enolate ion. This enolate anion attacks the carbonyl carbon of 4 - (benzyloxy)benzaldehyde, followed by dehydration. The dehydration step is facilitated by the basic catalyst and the heat of the reaction mixture.The basic catalyst and heat of the reaction mixture facilitate the dehydration step. As a result of this Knoevenagel condensation, 3 - [4 - (benzyloxy)phenyl]acrylic acid is formed. The reaction proceeds with the elimination of carbon dioxide from the intermediate formed from the reaction of 4 - (benzyloxy)benzaldehyde and malonic acid.
4. Purification
After the reaction is complete, the crude product needs to be purified.Purification is required after the reaction has been completed. This can be achieved through methods such as recrystallization.This can be done by using methods like recrystallization. The crude product is dissolved in a suitable solvent, such as a mixture of ethanol and water or ethyl acetate and hexane.The crude product is dissolved into a suitable solvent such as a mixture ethanol/water or ethyl/hexane. As the solution is cooled, the pure 3 - [4 - (benzyloxy)phenyl]acrylic acid crystallizes out, leaving impurities in the solution. Filtration can then be used to isolate the pure solid product.Filtration is used to isolate the pure solid. Another purification method could be column chromatography, where the crude product is loaded onto a column packed with a stationary phase (such as silica gel), and eluted with an appropriate solvent system to separate the target compound from any remaining starting materials, by - products, or impurities.Column chromatography is another purification method. The crude product can be loaded onto a column filled with a stationary phase, such as silica, and then eluted using an appropriate solvent to separate the target compound.

What is the stability of 3-[4-(Benzyloxy)Phenyl]Acrylic Acid?

3 - [4 - (Benzyloxy)phenyl]acrylic acid's stability can be considered from multiple aspects.
First, in terms of chemical structure, the molecule contains a benzene ring with a benzyloxy group attached at the para - position of the phenyl ring, and an acrylic acid moiety.The molecule is composed of a benzene moiety with a benzyloxy attached to the para-position of the phenyl group. The benzene ring provides a certain degree of stability due to its aromaticity.The aromaticity of the benzene ring gives it a certain level of stability. Aromatic compounds are generally more stable than non - aromatic counterparts because of the delocalization of p - electrons within the ring structure.Aromatic compounds tend to be more stable than their non-aromatic counterparts due to the delocalization p-electrons within the ring structures. The benzyloxy group also contributes to the stability of the overall molecule.The benzyloxy groups also contribute to the stability of the molecule. The benzyl group can delocalize electrons through resonance, which helps to stabilize the molecule.The benzyl group is able to delocalize electrons via resonance, which helps stabilize the molecule. The oxygen atom in the benzyloxy group can donate lone pairs of electrons to the benzene ring, enhancing the electron - donating ability of the group and further influencing the electronic distribution of the entire molecule.The oxygen atom of the benzyloxy can donate lone electron pairs to the benzene rings, increasing the electron-donating ability of the group. This also influences the electronic distribution of the whole molecule.

The acrylic acid part of the molecule, on the other hand, has a double bond and a carboxylic acid group.The acrylic acid portion of the molecule has a double-bond and a carboxylic group. The double bond is reactive and can potentially participate in addition reactions.The double bond can be reactive and participate in addition reactions. For example, it can react with electrophiles in an electrophilic addition reaction, which means that this part of the molecule reduces the overall stability to some extent.It can, for example, react with electrophiles during an electrophilic reaction. This reduces the stability of the molecule. However, the carboxylic acid group is relatively stable in the absence of strong bases or dehydrating agents.The carboxylic acid is relatively stable when there are no strong bases or dehydrating substances. The resonance within the carboxylic acid group helps to distribute the negative charge when it ionizes, increasing its stability in an appropriate environment.The resonance within the group of carboxylic acids helps to distribute the charge when it ionizes. This increases its stability in a suitable environment.

Regarding environmental factors, 3 - [4 - (Benzyloxy)phenyl]acrylic acid may be sensitive to light. The double bond in the acrylic acid part can potentially undergo photochemical reactions.The double bond of the acrylic acid can undergo photochemical reactions. Ultraviolet light can provide enough energy to break the p - bond of the double bond, initiating various photochemical processes such as isomerization or polymerization.Ultraviolet light is able to provide enough energy for the p-bond of the double bond to be broken, initiating photochemical processes like polymerization or isomerization. In terms of temperature, at relatively high temperatures, the molecule may start to decompose.At relatively high temperatures, a molecule can start to decompose. The double bond may react more readily, and there could be thermal - induced cleavage of the benzyloxy group or decarboxylation of the carboxylic acid group.The double bond could react more readily and there may be a thermal-induced cleavage or decarboxylation.

In storage, it should be kept in a cool, dark, and dry place.It should be stored in a dark, cool and dry area. Moisture can potentially affect the stability of the carboxylic acid group, especially if there are impurities present that could catalyze hydrolysis or other reactions.Moisture may affect the stability of carboxylic acid groups, especially if impurities are present that could catalyze reactions or hydrolysis. In summary, while the benzene - based moiety provides some inherent stability, the reactive double bond in the acrylic acid part makes 3 - [4 - (Benzyloxy)phenyl]acrylic acid vulnerable to certain chemical reactions and environmental conditions.

What are the safety precautions when handling 3-[4-(Benzyloxy)Phenyl]Acrylic Acid?

When handling 3 - [4 - (Benzyloxy)phenyl]Acrylic Acid, several safety precautions should be taken.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate protective clothing.Wear protective clothing. This includes a lab coat that fully covers your body to prevent any splashes or spills from directly contacting your skin.Wear a labcoat that covers your entire body to prevent splashes and spills from directly touching your skin. Gloves are also essential.Gloves are essential. Chemical - resistant gloves, such as those made of nitrile, should be worn to protect your hands from potential skin contact with the compound.Wear chemical-resistant gloves, like those made of Nitrile, to protect your skin from possible contact with the compound. Since the substance may pose a risk to the eyes, safety goggles that provide full - face protection should be worn at all times during handling.Safety goggles with full-face protection are recommended to be worn at any time when handling the substance. This ensures that in case of any splashes, your eyes are shielded from potential harm.In the event of a splash, your eyes will be protected.

Second, work in a well - ventilated area.Second, make sure you are working in an area that is well-ventilated. If possible, use a fume hood.Use a fume-hood if possible. The fume hood can effectively remove any potentially harmful vapors that might be released during the handling process.The fume hood will remove any potentially hazardous vapors released during the handling procedure. This is crucial as inhaling the compound, even in small amounts, could lead to respiratory problems.Inhaling the compound in any amount can cause respiratory problems. The air circulation in the fume hood helps to keep the concentration of the chemical in the breathing zone at a minimum.The air flow in the fume hood keeps the concentration of chemical in the breathing area to a minimum.

Third, be careful during storage.Third, take care when storing. Store 3 - [4 - (Benzyloxy)phenyl]Acrylic Acid in a cool, dry place. Avoid storing it near heat sources or open flames as the compound may be flammable or have an increased risk of decomposition under such conditions.Avoid storing the compound near heat sources or flames, as it may be flammable. Keep it in a tightly sealed container to prevent any leakage and to avoid the absorption of moisture from the air, which could potentially affect its chemical properties.Keep it in a tightly-sealed container to avoid any leakage, and to prevent the absorption of air moisture that could potentially affect the 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 rinse the affected area with plenty of water for at least 15 minutes.If the chemical comes in contact with your skin, immediately rinse it with plenty of water and for at least 15 min. Remove any contaminated clothing during this process.During this process, remove any contaminated clothing. If it gets into the eyes, rinse the eyes thoroughly with running water for an extended period, preferably while seeking medical attention simultaneously.If it gets in the eyes, rinse them thoroughly with running water over a long period of time, preferably at the same time as seeking medical attention. If inhaled, move to an area with fresh air immediately and seek medical help if any breathing difficulties or other symptoms develop.If you inhale it, get to a place with fresh air as soon as possible. Seek medical attention if you experience any breathing difficulties or other symptoms.

Finally, when disposing of the compound, follow all local regulations.Follow all local regulations when disposing the compound. Do not simply pour it down the drain or throw it in regular trash.Do not just pour it down the sink or into regular trash. It may need to be disposed of as hazardous waste, and specific procedures for its proper disposal should be adhered to in order to protect the environment.It may be necessary to dispose of it as hazardous waste and follow specific procedures to protect the environment.