| product_name | 2-Thiopheneacrylic acid |
| CAS_number | 1918-77-0 |
| formula | C7H6O2S |
| molar_mass | 154.19 |
| boiling_point | Not available |
| melting_point | 194-198 °C |
| density | Not available |
| solubility_in_water | Not available |
| appearance | Light yellow solid |
| odor | Not available |
| pKa | Not available |
| stability | Stable under recommended storage conditions |
| refractive_index | Not available |
| storage_temperature | Keep container tightly closed in a dry and well-ventilated place |
| flash_point | Not available |
What is 2-Thiopheneacrylic acid?
2-Thiopheneacrylic acid, also known as 2-TAA, is a chemical compound that belongs to the family of thiophenes. It is a versatile building block in organic synthesis due to its unique structure and reactivity. 2-TAA has a thiophene moiety and an acrylic acid group, which makes it a valuable intermediate for the synthesis of various functionalized molecules.
What are the key features of 2-Thiopheneacrylic acid?
2-TAA offers several key features that make it a valuable compound in organic chemistry. It has a conjugated system of π-electrons, which imparts significant stability to the molecule. This conjugation also makes 2-TAA useful for applications in materials science such as organic semiconductors and electroactive polymers. Additionally, the presence of the acrylic acid group provides opportunities for further functionalization through chemical reactions.
How is 2-Thiopheneacrylic acid synthesized?
2-Thiopheneacrylic acid can be synthesized through various routes, with the most common method involving the Sonogashira coupling reaction. In this process, a thiophene derivative is coupled with an acetylene compound using a palladium catalyst. The resulting product is then converted to 2-TAA by oxidation of the thienyl group to the corresponding carboxylic acid.
What are the applications of 2-Thiopheneacrylic acid?
2-Thiopheneacrylic acid finds applications in a wide range of fields, including organic electronics, materials science, and pharmaceuticals. It is used as a monomer for the synthesis of conducting polymers, which have applications in organic photovoltaics, light-emitting diodes, and sensors. 2-TAA derivatives are also employed in the synthesis of pharmaceuticals and agrochemicals due to their unique structural properties.
How does 2-Thiopheneacrylic acid contribute to the development of organic electronics?
In the field of organic electronics, 2-Thiopheneacrylic acid plays a crucial role as a building block for conjugated polymers. These polymers exhibit semiconducting properties and can be used in various electronic devices such as organic field-effect transistors and organic light-emitting diodes. The incorporation of 2-TAA units in the polymer backbone enhances charge mobility and improves device performance.
What are the advantages of using 2-Thiopheneacrylic acid in materials science?
In materials science, 2-Thiopheneacrylic acid offers several advantages that make it a preferred choice for researchers and industry professionals. Its conjugated structure provides enhanced π-π stacking interactions, leading to improved charge transport properties in organic semiconductors. The presence of the carboxylic acid group enables facile functionalization, allowing for the tuning of material properties for specific applications.
How is 2-Thiopheneacrylic acid characterized in terms of its physical and chemical properties?
2-Thiopheneacrylic acid exhibits certain physical and chemical properties that are essential for its characterization and identification. The compound is a yellow crystalline solid with a melting point of around 100-110°C. It is sparingly soluble in water but dissolves readily in organic solvents such as chloroform and methanol. 2-TAA is stable under ambient conditions but can undergo polymerization reactions when exposed to heat or light.
What are the challenges associated with the synthesis and handling of 2-Thiopheneacrylic acid?
Despite its versatile nature, 2-Thiopheneacrylic acid presents certain challenges during synthesis and handling. The compound is sensitive to air and moisture, which can lead to degradation and impurities in the final product. Care must be taken to ensure that all reagents and equipment are dry and free of contaminants to obtain high purity 2-TAA. Additionally, the use of appropriate safety measures is essential due to the potential health hazards associated with handling this compound.
How can researchers leverage the unique properties of 2-Thiopheneacrylic acid for their work?
Researchers can leverage the unique properties of 2-Thiopheneacrylic acid by exploring its various applications in organic synthesis, materials science, and electronics. By understanding the reactivity and functionalization pathways of 2-TAA, scientists can design novel molecules and materials with tailored properties for specific purposes. Additionally, collaboration with experts in related fields can help researchers expand their knowledge and explore new avenues for the utilization of this versatile compound.