| 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.
