.

Trans-3-(3-thienyl)acrylic Acid


Properties
Product Name trans-3-(3-thienyl)acrylic acid
Cas Number 6283-41-0
Formula C7H6O2S
Molar Mass 154.19 g/mol
Density 1.309 g/cm³
Boiling Point 338.1 °C
Melting Point 146-148 °C
Appearance solid
Solubility Slightly soluble in water
Refractive Index n20/D 1.581
Pka 3.82
Stability Stable under recommended storage conditions
Flash Point 127.4 °C
Vapor Pressure 0.000208 mmHg at 25 °C
FAQ

What is the chemical structure of trans-3-(3-thienyl)acrylic acid?

Trans - 3 - (3 - thienyl)acrylic acid is an organic compound with a specific chemical structure.Trans - 3- (3 - thienyl-)acrylic acid has a specific chemical composition.
Let's break down its structure description.Let's take a look at its structure. First, the "acrylic acid" part forms the basic backbone.The "acrylic acid", or the first part, forms the backbone. Acrylic acid has a structure where there is a two - carbon chain with a double bond between the two carbons and a carboxylic acid group (-COOH) attached to one of the carbons.Acrylic acid is a two-carbon chain with a double carbon bond and a carboxylic group (-COOH), attached to one carbon. The general formula for acrylic acid is CH2=CH - COOH.The general formula of acrylic acid is CH2=CH-COOH.

Now, the "trans" prefix indicates the geometric isomerism around the double bond in the acrylic acid part.The "trans" prefix now indicates the geometric isomerism surrounding the double bond in acrylic acid. In the trans - configuration, the two non - hydrogen substituents on the double - bonded carbons are on opposite sides of the double bond.In the trans-configuration, the two non-hydrogen substituents on double-bonded carbons are opposite each other.

The "3 - (3 - thienyl)" part means that a thienyl group is attached to the third carbon of the acrylic acid chain.The "3 – (3 – thienyl )" part indicates that a thienyl is attached to carbon 3 of the acrylic acid. The thienyl group is derived from thiophene.The thienyl is derived by thiophene. Thiophene is a five - membered aromatic heterocyclic compound with four carbon atoms and one sulfur atom in the ring.The ring of thiophene has four carbon atoms, and one sulfur atom. The 3 - position on the thiophene ring is where it is connected to the acrylic acid chain.The 3 -position on the thiophene is where it is attached to the acrylic acid chains.

To be more specific, in the structure of trans - 3 - (3 - thienyl)acrylic acid, starting from the carboxylic acid end, the first carbon of the acrylic acid chain is the carboxyl - carbon (with the =O and -OH groups).In the structure of trans- 3 – (3 – thienyl-acrylic acid), starting from the carboxylic end, the first carboxyl-carbon of the acrylic acid is the carboxyl-carbon (with the =O or -OH group). The second carbon is double - bonded to the third carbon.The second carbon is double-bonded to the third. The third carbon has the thienyl group attached to it.The thienyl is attached to the third carbon. In the thienyl group, the sulfur atom is part of the five - membered ring, and the connection to the acrylic acid chain occurs at the 3 - position of the thiophene ring.The sulfur atom in the thienyl ring is part of a five-membered ring. The connection to the acrylic chain occurs at position 3 of the thiophene. The double - bond in the acrylic acid chain has a trans - arrangement of its substituents.The acrylic acid chain's double - bond has a trans-arranged substituent.

Overall, this compound combines the features of an acrylic acid derivative with an aromatic heterocyclic thienyl group attachment, and its trans - configuration around the double bond in the acrylic acid moiety gives it distinct geometric and potentially different chemical and physical properties compared to its cis - isomer.This compound can participate in various chemical reactions due to the reactivity of the double bond, the carboxylic acid group, and the aromatic thienyl ring. This structure can participate in various chemical reactions due to the reactivity of the double bond, the carboxylic acid group, and the aromatic thienyl ring, such as addition reactions to the double bond, esterification of the carboxylic acid group, and electrophilic aromatic substitution on the thienyl ring.Due to the reactivity between the double-bond, the carboxylic group, and aromatic thienyl, this structure can participate in a variety of chemical reactions, including addition reactions to double-bond, esterifications of the carboxylic group, and electrophilic aromatic substitutes on the thienyl group.

What are the applications of trans-3-(3-thienyl)acrylic acid?

Trans - 3-(3 - thienyl)acrylic acid has several important applications.There are many important applications for trans - 3-(3-thienyl-acrylic acid).
In the field of organic synthesis, it serves as a valuable building block.It is a useful building block in organic synthesis. Its unsaturated double - bond and the thienyl group endow it with unique reactivity.Its unsaturated double-bond and thienyl groups give it a unique reactivity. Chemists can use it to create more complex organic compounds through various reactions such as cycloaddition reactions.Chemists use it to create complex organic compounds by using cycloadditions and other reactions. For instance, Diels - Alder reactions can be carried out with appropriate dienes.Diels-Alder reactions, for example, can be carried out using appropriate dienes. The resulting products may have potential applications in the synthesis of natural products or pharmaceutically active compounds.The products can be used in the synthesis or pharmaceutically active compounds. The thienyl moiety in the molecule also makes it attractive for the construction of heteroaromatic - containing polymers.The thienyl moiety of the molecule makes it attractive to construct heteroaromatic-containing polymers. Through polymerization reactions, materials with specific electronic and optical properties can be obtained.Polymerization reactions can produce materials with specific optical and electronic properties.

In the area of materials science, trans - 3-(3 - thienyl)acrylic acid can contribute to the development of functional materials.Trans - 3-(3-thienyl-acrylic acid) can be used to develop functional materials in the field of materials science. Due to the conjugated structure formed by the double - bond and the thienyl ring, it can be used in the preparation of materials with good charge - transporting properties.It can be used to prepare materials with good charge-transporting properties due to the conjugated structure created by the double-bond and the thienyl-ring. These materials may find applications in organic electronic devices such as organic light - emitting diodes (OLEDs).These materials can be used in organic electronic devices, such as organic light-emitting diodes. In OLEDs, the efficient movement of charges is crucial for the emission of light.The efficient movement of charge is essential for the emission light in OLEDs. The presence of the thienyl group can enhance the conjugation length and thus improve the charge - transporting ability of the material.The presence of thienyl groups can increase the conjugation length, and therefore improve the charge-transporting ability of the materials. Additionally, it can be incorporated into thin - film materials for sensors.It can also be incorporated into materials for thin - films. For example, it can be designed to interact with certain analytes, and changes in the optical or electrical properties of the thin - film can be detected, enabling the sensing of specific substances.It can be designed to interact and detect changes in the optical properties or electrical properties of thin - films.

In the pharmaceutical industry, derivatives of trans - 3-(3 - thienyl)acrylic acid may possess biological activities.In the pharmaceutical industry derivatives of trans-(3-thienyl-acrylic acid) may have biological activities. The thienyl and acrylic acid moieties can potentially interact with biological targets.The thienyl- and acrylic acid-containing moieties may interact with biological targets. Some studies have explored its anti - inflammatory or antioxidant properties.Some studies have investigated its anti-inflammatory or antioxidant properties. The carboxylic acid group can be modified to form esters or amides, which may improve the solubility and bioavailability of the compound.The carboxylic group can be modified into esters or amides to improve the solubility of the compound. This makes it a promising candidate for the development of new drugs, either as a lead compound for further optimization or as an active ingredient in its own right.This makes it an attractive candidate for the development new drugs, whether as a lead compound to be optimized or as a drug in its own right.

Overall, trans - 3-(3 - thienyl)acrylic acid is a versatile compound with significant potential in organic synthesis, materials science, and the pharmaceutical field.Overall, trans – 3-(3-thienyl-acrylic acid) is a versatile chemical with significant potential for organic synthesis, materials sciences, and pharmaceuticals.

What are the physical and chemical properties of trans-3-(3-thienyl)acrylic acid?

Physical Properties of trans - 3 - (3 - thienyl)acrylic acidPhysical Properties Of Trans - 3 – (3 - Thienyl)acrylic Acid
Appearance: trans - 3 - (3 - thienyl)acrylic acid typically exists as a solid.Appearance: Trans - 3 (3 - thienyl - acrylic acid is typically a solid. Its color can range from white to off - white or pale yellow, depending on its purity.Its color can vary from white to off-white or pale yellow depending on its purity. Solids in this form are often crystalline, which can be confirmed through techniques like X - ray crystallography.Solids of this type are usually crystalline. This can be confirmed by techniques such as X-ray crystallography.

Melting Point: The melting point of trans - 3 - (3 - thienyl)acrylic acid is an important physical property.The melting point is an important property of trans -3 - (3-thienyl-acrylic acid. It has a relatively high melting point, usually in the range that indicates strong intermolecular forces holding the molecules together in the solid state.It has a relatively higher melting point. This is usually within the range of values that indicate strong intermolecular interactions holding the molecules together at the solid state. Precise determination of the melting point can be used to assess the purity of the compound; an impure sample will have a broader and lower melting point range compared to a pure one.The melting point can be used as a way to determine the purity of a compound. An impure sample has a melting point range that is broader and lower than a pure sample.

Solubility: In terms of solubility, it shows limited solubility in water.Solubility: It shows limited solubility when it comes to water. This is because the molecule contains a relatively large non - polar thienyl group and a moderately polar carboxylic acid group.This is due to the fact that the molecule contains both a large non-polar thienyl and a moderately-polar carboxylic group. The non - polar part dominates the solubility behavior, making it more soluble in organic solvents such as ethanol, methanol, dichloromethane, and ethyl acetate.The non-polar part dominates its solubility, making it more soluble with organic solvents like ethanol, methanol and dichloromethane. In these organic solvents, the solute - solvent interactions can overcome the intermolecular forces within the solid compound, allowing it to dissolve.In organic solvents, solute-solvent interactions can overcome intermolecular forces in the solid compound and allow it to dissolve.

Chemical Properties of trans - 3 - (3 - thienyl)acrylic acidChemical Properties Of Trans - 3 – (3 - Thienyl)acrylic Acid

Acidity: The carboxylic acid functional group in trans - 3 - (3 - thienyl)acrylic acid imparts acidic properties.Acidity: The carboxylic group in trans- 3 – (3 – thienyl-acrylic acid confers acidic properties. It can donate a proton in the presence of a base.It can donate a proton in the presence a base. The pKa value of the carboxylic acid group indicates its acidity strength.The pKa of the carboxylic group indicates its acidity. Compared to simple aliphatic carboxylic acids, the presence of the thienyl group can have an effect on the pKa.The presence of a thienyl ring can affect the pKa when compared to simple aliphatic carbohydrates. The electron - withdrawing or - donating nature of the thienyl ring can either stabilize or destabilize the carboxylate anion formed after deprotonation, thus affecting the acidity.The electron-donating or - withdrawing nature of the thienyl group can either stabilize or affect the acidity.

Reactivity of the Double Bond: The trans - double bond in the acrylic acid part of the molecule is a site of reactivity.Reactivity of Double Bond: In the acrylic acid portion of the molecule, the trans-double bond is a reactivity site. It can undergo addition reactions.It can undergo addition reaction. For example, it can react with bromine in an addition reaction to form a dibromo - derivative.It can, for example, react with bromine to form a dibromo-derivative in an addition reaction. The double bond can also participate in polymerization reactions under appropriate conditions.Under the right conditions, the double bond can participate in polymerization. Radical polymerization or other types of polymerization processes can lead to the formation of polymers where the double bond is incorporated into the polymer backbone.Radical polymerization and other types of polymerization can lead to polymers that incorporate the double bond into the polymer's backbone.

Reactions of the Thienyl Group: The thienyl group has its own characteristic reactivity.Reactions of Thienyl Group The thienyl groups has its own unique reactivity. It can undergo electrophilic aromatic substitution reactions.It can undergo electrophilic aromatic substitute reactions. For instance, it can react with electrophiles such as nitronium ions (in nitration reactions) or acyl cations (in Friedel - Crafts acylation reactions).It can, for example, react with electrophiles like nitronium (in nitration reaction) or acyl (in Friedel-Crafts acylation reaction). The sulfur atom in the thienyl ring can influence the regioselectivity of these reactions, determining where the electrophile attacks on the thienyl ring.The sulfur atom within the thienyl group can influence the regioselectivity in these reactions by determining the location of the electrophile attack on the thienyl chain. Additionally, the thienyl group can be involved in metal - catalyzed cross - coupling reactions, which are important for the construction of more complex organic molecules.The thienyl ring can also be involved in metal-catalyzed cross-coupling reactions that are important for the creation of more complex organic molecules.

How is trans-3-(3-thienyl)acrylic acid synthesized?

Trans - 3 - (3 - thienyl)acrylic acid can be synthesized through the following general approach.The following general approach can be used to synthesize trans - 3 – (3 - thienyl -acrylic acid.
One common method involves using a Knoevenagel condensation reaction.Knoevenagel condensation is a common method. The starting materials typically include 3 - thiophenecarboxaldehyde and malonic acid. In this reaction, a base is used as a catalyst.In this reaction, the base is used as the catalyst. For example, pyridine can be employed as the base.As an example, pyridine is a base.

The reaction proceeds as follows: First, the base deprotonates malonic acid.The reaction proceeds in the following way: first, the base deprotonates a malonic acid. The deprotonated malonic acid then reacts with 3 - thiophenecarboxaldehyde. The carbonyl group of 3 - thiophenecarboxaldehyde is attacked by the nucleophilic enolate ion formed from malonic acid. This results in the formation of an intermediate.This results in an intermediate. Subsequently, a series of proton - transfer and elimination steps occur.Then, a series proton-transfer and elimination steps are performed. The elimination of carbon dioxide from the intermediate leads to the formation of trans - 3 - (3 - thienyl)acrylic acid.The intermediate is converted to trans - 3-3 - (3-thienyl-acrylic acid) by removing the carbon dioxide.

The reaction is usually carried out in an organic solvent such as ethanol or toluene.The reaction is typically carried out in a solvent organic such as ethanol, or toluene. The reaction mixture is heated under reflux for a certain period of time, typically several hours.The reaction mixture is heated in reflux for a period of time, usually several hours. The heating helps to drive the reaction forward and increase the reaction rate.The heating accelerates the reaction and increases the rate of reaction.

After the reaction is complete, the product can be isolated and purified.After the reaction has completed, the product can then be isolated and purified. One way to isolate the product is by acidifying the reaction mixture.Acidifying the reaction mixture is one way to isolate the product. Since the reaction is carried out in the presence of a base, adding an acid such as hydrochloric acid will protonate the carboxylate ion of the product, causing it to precipitate out.Addition of an acid, such as hydrochloric, will protonate carboxylate ions of the product. This precipitates them out. The precipitate can then be collected by filtration.The precipitate can be collected using filtration.

Purification can be achieved through recrystallization.Recrystallization can be used to purify a product. Recrystallization involves dissolving the crude product in a suitable solvent, such as a mixture of ethanol and water.Recrystallization is achieved by dissolving crude product in an appropriate solvent, such as water and ethanol. The solution is then slowly cooled, allowing the pure product to crystallize out.The solution is cooled slowly to allow the pure product crystallize. Impurities remain in the solution.Impurities are still in the solution. This process can be repeated to further increase the purity of trans - 3 - (3 - thienyl)acrylic acid.This process can also be repeated to increase the purity of trans- 3 – (3 – thienyl-acrylic acid. Another purification method could be column chromatography, where the crude product is separated based on its interaction with a stationary phase and a mobile phase to obtain a highly pure form of the desired compound.A column chromatography method is another option for purification. The crude product is separated by its interaction with stationary and mobile phases to obtain a highly-pure form of the desired compound.

What are the safety precautions when handling trans-3-(3-thienyl)acrylic acid?

Trans - 3 - (3 - thienyl)acrylic acid is a chemical compound.Trans - 3- (3- thienyl-acrylic acid) is a chemical compound. When handling it, several safety precautions should be followed.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 long - sleeved laboratory coats.Wear protective clothing such as long-sleeved lab coats. 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. Chemical - resistant gloves are also essential.Chemical-resistant gloves are also important. Nitrile gloves are often a good choice as they can provide a barrier against many chemicals, including trans - 3 - (3 - thienyl)acrylic acid.Nitrile gloves can be a good option as they provide a barrier to many chemicals including trans -3 - (3-thienyl-acrylic acid. They protect the hands from potential skin absorption, which could lead to adverse health effects.They protect hands from skin absorption that could have adverse health effects. Additionally, safety goggles should be worn at all times when handling the compound.Safety goggles must also be worn at any time when handling the compound. This safeguards the eyes from any splashes or aerosols that might be generated during the handling process, as eye contact could cause irritation, burns, or more serious damage.This protects the eyes from any aerosols or splashes that may be generated during the handling procedure. Contact with the eye could cause irritation, burning, or other serious damage.

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. Trans - 3 - (3 - thienyl)acrylic acid may release vapors or dust particles into the air.Trans - 3- (3 - Thienyl-acrylic Acid) can release dust or vapors into the air. Working in a fume hood ensures that these potentially harmful substances are effectively removed from the breathing zone.By using a fume-hood, these potentially harmful substances can be effectively removed from the breathing area. This ventilation system helps to prevent inhalation of the chemical, which can cause respiratory problems, such as coughing, shortness of breath, or more severe lung - related issues over time.This ventilation system prevents inhalation, which can lead to respiratory problems such as coughing or shortness of breathe.

Third, when handling the chemical, be extremely careful with the containers.Third, when handling chemicals, be very careful with the containers. Ensure that they are properly sealed when not in use to prevent leakage.To prevent leakage, ensure that the containers are sealed properly when not in usage. If there is any leakage, clean it up immediately using appropriate absorbent materials.If there is a leak, clean it immediately with absorbent materials. Follow the proper waste disposal procedures for any contaminated materials.Use the correct waste disposal procedures to dispose of any contaminated materials. Do not pour trans - 3 - (3 - thienyl)acrylic acid down the drain or mix it with regular waste.Do not pour the trans - 3- (3 - thienyl-acrylic) acid down the drain, or mix it up with regular waste. It should be disposed of in accordance with local environmental regulations and chemical waste management guidelines.It should be disposed according to local environmental regulations and chemical management guidelines.

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 comes in contact with your skin, wash it immediately 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, 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 and if symptoms such as difficulty breathing persist, call for emergency medical help.In the case of inhalation move to fresh air as soon as possible. If symptoms persist such a difficulty breathing, call emergency medical assistance.

Finally, always be familiar with the Material Safety Data Sheet (MSDS) of trans - 3 - (3 - thienyl)acrylic acid.Always be familiar with the Material Safety Data Sheets (MSDS) for trans - 3- (3 - Thienyl)acrylic Acid. The MSDS contains important information about the chemical's properties, potential hazards, and appropriate first - aid measures, which is crucial for safe handling.The MSDS provides important information on the chemical's properties and potential hazards. It also contains first-aid measures that are appropriate for safe handling.