• 1. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
  Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
• 2. An aquatic host–guest complex between a supramolecular G-quadruplex and the anticancer drug doxorubicin?
  José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565
• 3. An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives?
  James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
• 4. An artificial photosynthesis system comprising a covalent triazine framework as an electron relay facilitator for photochemical carbon dioxide reduction?
  Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin Jin J. Mater. Chem. C, 2020,8, 192-200
• 5. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Thiophenes Thiophene carboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Thiophenes Thiophene carboxylic acids and derivatives Thiophene carboxylic acids

Introduction to 3,5-Dibromothiophene-2-carboxylic acid (CAS No. 7311-68-4)

3,5-Dibromothiophene-2-carboxylic acid, identified by the chemical compound identifier CAS No. 7311-68-4, is a significant intermediate in the realm of organic synthesis and pharmaceutical chemistry. This compound belongs to the thiophene derivatives, a class of heterocyclic compounds that have garnered considerable attention due to their diverse biological activities and structural versatility. The presence of both bromine substituents at the 3rd and 5th positions, along with a carboxylic acid group at the 2nd position, endows 3,5-Dibromothiophene-2-carboxylic acid with unique reactivity that makes it a valuable building block for synthesizing more complex molecules.

The structural framework of 3,5-Dibromothiophene-2-carboxylic acid consists of a thiophene ring—a five-membered aromatic ring containing sulfur—which is a core structure in many pharmacologically active compounds. The introduction of bromine atoms at the 3rd and 5th positions enhances its utility in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing carbon-carbon and carbon-nitrogen bonds, respectively. These reactions are widely employed in the synthesis of natural products, agrochemicals, and drug molecules.

The carboxylic acid functionality at the 2nd position of the thiophene ring further expands the synthetic possibilities of 3,5-Dibromothiophene-2-carboxylic acid. This group can be easily transformed into esters, amides, or anhydrides through standard chemical reactions, allowing for the introduction of various side chains or modifications that can tailor the biological properties of derived compounds. Such transformations are particularly relevant in medicinal chemistry, where subtle changes in molecular structure can significantly impact potency, selectivity, and pharmacokinetic profiles.

In recent years, 3,5-Dibromothiophene-2-carboxylic acid has been extensively studied for its potential applications in material science and pharmaceuticals. For instance, its derivatives have been explored as precursors to organic semiconductors due to the conjugated system provided by the thiophene ring. The bromine substituents facilitate further functionalization via palladium-catalyzed reactions, enabling the creation of complex polymers and oligomers with desirable electronic properties.

From a pharmaceutical perspective, 3,5-Dibromothiophene-2-carboxylic acid has been utilized in the synthesis of various bioactive molecules. Notably, it has served as a key intermediate in developing inhibitors targeting enzymes involved in inflammatory pathways. The brominated thiophene scaffold is particularly interesting because it mimics natural products that exhibit potent biological activities. Researchers have leveraged this scaffold to create novel therapeutics that exhibit improved efficacy and reduced side effects compared to existing treatments.

One notable area where 3,5-Dibromothiophene-2-carboxylic acid has made significant contributions is in the development of antiviral agents. The structural motif present in this compound has been found to interact with viral proteases and polymerases, thereby inhibiting viral replication. Recent studies have demonstrated that derivatives of 3,5-Dibromothiophene-2-carboxylic acid can effectively block the activity of certain viral enzymes without harming host cells. This finding underscores the importance of thiophene derivatives in combating emerging infectious diseases.

The synthesis of 3,5-Dibromothiophene-2-carboxylic acid itself is an intriguing process that highlights its synthetic utility. Typically, it is prepared through bromination reactions on thiophene or its substituted derivatives followed by carboxylation at the desired position. Advances in catalytic systems have enabled more efficient and selective bromination protocols, reducing byproducts and improving yields. Additionally, green chemistry approaches have been explored to minimize waste and energy consumption during its synthesis.

The role of computational chemistry in designing derivatives of 3,5-Dibromothiophene-2-carboxylic acid cannot be overstated. Molecular modeling techniques allow researchers to predict the binding modes of potential drug candidates with high accuracy before conducting expensive wet-lab experiments. This approach accelerates drug discovery pipelines by identifying promising leads early on. Furthermore, virtual screening methods leveraging large databases have been employed to uncover novel analogs with enhanced pharmacological properties.

In conclusion,3,5-Dibromothiophene-2-carboxylic acid (CAS No. 7311-68-4) is a versatile intermediate with broad applications across multiple scientific disciplines. Its unique structural features make it an indispensable tool for synthetic chemists aiming to develop innovative materials and therapeutics. As research continues to uncover new biological activities and synthetic pathways involving thiophene derivatives,3,5-Dibromothiophene-2-carboxylic acid will undoubtedly remain at the forefront of scientific exploration.

• 29421-99-6(4-Bromo-5-methylthiophene-2-carboxylic acid)
• 62224-23-1(2-Thiophenecarboxylic acid, 3,5-dibromo-, 1,1-dimethylethyl ester)
• 62224-22-0(ethyl 3,5-dibromothiophene-2-carboxylate)
• 675872-43-2((3,5-dibromothiophen-2-yl)methanol)
• 6324-10-3(4,5-Dibromothiophene-2-carboxylic acid)
• 53317-05-8(3,4,5-Tribromo-2-thenoic acid)
• 54113-44-9(2-Thiophenecarboxylic acid, 3,4,5-tribromo-, ethyl ester)
• 7311-63-9(5-Bromothiophene-2-carboxylic acid)
• 7311-64-0(3-Bromothiophene-2-carboxylic acid)
• 62224-27-5(2-Thiophenecarboxylic acid, 3,4,5-tribromo-, 1,1-dimethylethyl ester)