The Chemistry Behind 2-Acetyl-3-bromothiophene: Synthesis and Reactivity
Understanding the fundamental chemistry of key intermediates is crucial for chemists involved in research and development. 2-Acetyl-3-bromothiophene (CAS 42877-08-7) is a prime example of such a compound, offering a unique combination of functional groups that lend themselves to diverse synthetic transformations. As a dedicated manufacturer and supplier, we are passionate about providing high-quality materials that empower chemists to achieve their synthetic goals.
At its core, 2-Acetyl-3-bromothiophene is a substituted thiophene ring, a five-membered heterocyclic aromatic compound containing sulfur. Its molecular formula is C6H5BrOS, and it has a molecular weight of 205.07. The molecule features an acetyl group (CH3CO-) attached at the 2-position of the thiophene ring and a bromine atom at the 3-position. This specific arrangement of functional groups dictates its chemical reactivity and its utility as a synthetic building block.
The bromine atom is particularly significant as it serves as an excellent leaving group or point of attachment for further functionalization. It readily participates in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling (with organoboronic acids), Stille coupling (with organostannanes), and Heck reaction (with alkenes). These reactions are indispensable for constructing complex organic architectures, often forming the backbone of new pharmaceuticals and advanced materials. The ability to reliably buy 2-Acetyl-3-bromothiophene with high purity ensures these crucial coupling reactions proceed efficiently.
The acetyl group, a ketone functionality, also offers avenues for further chemical modification. It can undergo reactions such as reduction to alcohols, oxidation, or condensation reactions, adding another layer of versatility to this intermediate. This dual functionality – the reactive bromine for coupling and the adaptable carbonyl for further transformations – makes 2-Acetyl-3-bromothiophene a highly sought-after compound by synthetic organic chemists.
Typically supplied with an assay of ≥98.0%, this compound is often described as a white to brown solid or liquid, with a melting point around 38-41°C. While generally stable at room temperature, like many organobromine compounds, it is best stored in a cool, dry place, protected from light, to maintain its integrity. For bulk requirements, procurement managers will often seek out established manufacturers who can provide consistent batches, ensuring that the underlying chemistry remains reproducible across different production runs.
In essence, the chemistry of 2-Acetyl-3-bromothiophene is characterized by the synergistic reactivity of its thiophene core, bromine substituent, and acetyl group. Its strategic importance in synthetic organic chemistry, particularly for constructing complex molecules through coupling reactions, solidifies its position as a valuable commodity. As a leading supplier, we are proud to offer this intermediate to researchers and chemists who rely on its predictable reactivity to drive their innovative projects forward. Feel free to inquire about pricing and availability to purchase this essential chemical.
Perspectives & Insights
Molecule Vision 7
“It readily participates in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling (with organoboronic acids), Stille coupling (with organostannanes), and Heck reaction (with alkenes).”
Alpha Origin 24
“These reactions are indispensable for constructing complex organic architectures, often forming the backbone of new pharmaceuticals and advanced materials.”
Future Analyst X
“The ability to reliably buy 2-Acetyl-3-bromothiophene with high purity ensures these crucial coupling reactions proceed efficiently.”