5-Bromo-4-dodecylthiophene-2-carbaldehyde: A Versatile Building Block in Organic Synthesis
In the intricate world of organic synthesis, the availability of versatile and reliable building blocks is fundamental to innovation. 5-bromo-4-dodecylthiophene-2-carbaldehyde (CAS 1029924-67-1) stands out as a prime example of such a compound, offering significant utility for chemists engaged in the development of advanced materials. Its unique structure, featuring a thiophene core functionalized with both a bromine atom and an aldehyde group, alongside a dodecyl side chain, makes it an exceptionally useful intermediate for a variety of synthetic transformations.
The presence of the bromine atom on the thiophene ring is particularly advantageous. It serves as an excellent leaving group for various cross-coupling reactions, such as Suzuki, Stille, and Sonogashira couplings. These reactions are cornerstone methodologies in modern organic synthesis, enabling the formation of new carbon-carbon bonds and the construction of complex conjugated systems. For chemists looking to synthesize polymers or small molecules for applications in organic electronics, pharmaceuticals, or advanced materials, the ability to readily functionalize the thiophene core via these coupling reactions is invaluable. This makes it a sought-after intermediate when you want to buy or procure sophisticated molecular structures.
Coupled with the bromine functionality, the aldehyde group (-CHO) offers another pathway for diverse chemical modifications. Aldehydes are reactive functional groups that can participate in a multitude of reactions, including condensation reactions (e.g., Wittig, Knoevenagel), reductive amination, and oxidation or reduction to form carboxylic acids or alcohols, respectively. This dual reactivity—electrophilic at the aldehyde carbon and amenable to nucleophilic attack or oxidative addition at the C-Br bond—renders 5-bromo-4-dodecylthiophene-2-carbaldehyde a highly versatile synthon.
The dodecyl side chain plays a critical role in enhancing the solubility of the molecule and its subsequent derivatives in organic solvents. This improved solubility is crucial for many synthetic procedures and for the processing of materials, especially in the context of organic electronics where solution processing techniques are often employed. Procurement managers and research scientists will find that a well-solubilized intermediate can streamline laboratory work and pilot-scale manufacturing, leading to increased efficiency and reduced processing costs.
For those looking to purchase 5-bromo-4-dodecylthiophene-2-carbaldehyde, identifying reliable suppliers is key. Manufacturers in China are a significant source for this type of specialty chemical, offering competitive pricing and varied quantities to suit research needs from gram-scale to bulk production. When you need this intermediate for your synthesis projects, engaging with a quality-focused chemical manufacturer will ensure you receive a product with consistent purity (typically 97% min), facilitating successful outcomes in your organic synthesis endeavors.
Perspectives & Insights
Molecule Vision 7
“5-bromo-4-dodecylthiophene-2-carbaldehyde (CAS 1029924-67-1) stands out as a prime example of such a compound, offering significant utility for chemists engaged in the development of advanced materials.”
Alpha Origin 24
“Its unique structure, featuring a thiophene core functionalized with both a bromine atom and an aldehyde group, alongside a dodecyl side chain, makes it an exceptionally useful intermediate for a variety of synthetic transformations.”
Future Analyst X
“The presence of the bromine atom on the thiophene ring is particularly advantageous.”