Optimizing Chemical Synthesis with 4-Bromothiophene-3-carbaldehyde
In the intricate world of chemical synthesis, the selection of appropriate building blocks can dramatically influence the success and efficiency of a project. For researchers and procurement managers in the pharmaceutical, material science, and fine chemical industries, understanding the utility of specific intermediates is paramount. One such versatile compound is 4-Bromothiophene-3-carbaldehyde (CAS: 18791-78-1). This article delves into its chemical properties, synthesis pathways, and diverse applications, highlighting why sourcing this critical intermediate from reputable manufacturers in China is a strategic advantage.
4-Bromothiophene-3-carbaldehyde is a heterocyclic organic compound characterized by a thiophene ring substituted with a bromine atom at the 4-position and an aldehyde group at the 3-position. This dual functionality makes it a highly reactive and valuable intermediate for a wide range of chemical transformations. The bromine atom readily participates in transition metal-catalyzed cross-coupling reactions, such as Suzuki and Stille couplings, while the aldehyde group is amenable to nucleophilic additions, oxidations, and condensations. This inherent reactivity allows chemists to construct complex molecular architectures with precision.
The synthesis of 4-Bromothiophene-3-carbaldehyde typically involves either the direct bromination of thiophene-3-carbaldehyde or, more reliably, through halogen-metal exchange reactions. A common and efficient method involves treating 3,4-dibromothiophene with an organolithium reagent at low temperatures, followed by quenching with dimethylformamide (DMF). This approach yields the desired product with high purity and excellent regioselectivity, often achieving yields up to 85%. For industrial-scale production, securing a supplier with robust synthetic capabilities and stringent quality control is essential to ensure consistent product quality and availability.
The applications of 4-Bromothiophene-3-carbaldehyde span several high-value sectors. In pharmaceutical intermediates, it serves as a foundational component for synthesizing novel compounds exhibiting biological activities, such as antibacterial properties against challenging pathogens like Pseudomonas aeruginosa. Its derivatives have also shown potential in nitric oxide scavenging. For material scientists, this thiophene derivative is crucial for developing advanced materials. For instance, it’s used in the synthesis of near-infrared (NIR)-absorbing polycarboxylic acids, which enhance light-harvesting in dye-sensitized solar cells (DSSCs), thereby improving energy conversion efficiency. Its role in creating polymers with desirable electronic properties also makes it sought after for organic electronic applications.
For businesses looking to buy 4-Bromothiophene-3-carbaldehyde, partnering with an established Chinese manufacturer offers distinct advantages, including competitive pricing, access to large quantities, and often, faster lead times. When procuring this chemical, it's vital to inquire about purity levels (typically ≥97% by GC), storage conditions (sensitive to light and air, requiring inert atmosphere and refrigeration), and the availability of technical support. Understanding the CAS number 18791-78-1 is critical for precise product identification when placing an order.
In conclusion, 4-Bromothiophene-3-carbaldehyde is an indispensable intermediate for innovation in chemistry. Its unique structural features and reactivity profile make it a go-to compound for complex organic synthesis, drug discovery, and cutting-edge material development. By engaging with reliable chemical suppliers and manufacturers, R&D departments can ensure they have access to this vital component, fostering advancements across multiple industries.
Perspectives & Insights
Bio Analyst 88
“The synthesis of 4-Bromothiophene-3-carbaldehyde typically involves either the direct bromination of thiophene-3-carbaldehyde or, more reliably, through halogen-metal exchange reactions.”
Nano Seeker Pro
“A common and efficient method involves treating 3,4-dibromothiophene with an organolithium reagent at low temperatures, followed by quenching with dimethylformamide (DMF).”
Data Reader 7
“This approach yields the desired product with high purity and excellent regioselectivity, often achieving yields up to 85%.”