• 1. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279
• 2. An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins?
  Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois Mathey Dalton Trans., 2019,48, 5523-5526
• 3. An insight into the hybridization mechanism of hairpin DNA physically immobilized on chemically modified graphenes
  Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indoles

7-Bromo-1H-indole-2-carbaldehyde (CAS 53590-66-2): A Versatile Building Block in Organic Synthesis

7-Bromo-1H-indole-2-carbaldehyde (CAS 53590-66-2) is a highly valuable heterocyclic compound that has gained significant attention in pharmaceutical research and organic chemistry. This brominated indole derivative serves as a crucial intermediate for the synthesis of various biologically active molecules, particularly in the development of drug candidates and functional materials.

The molecular structure of 7-Bromo-1H-indole-2-carbaldehyde features a reactive aldehyde group at the 2-position and a bromine substituent at the 7-position of the indole ring system. This unique arrangement makes it an excellent electrophilic building block for numerous coupling reactions, including Suzuki-Miyaura cross-coupling, Buchwald-Hartwig amination, and Knoevenagel condensation. Researchers frequently search for "7-Bromo-1H-indole-2-carbaldehyde synthesis" and "CAS 53590-66-2 applications" as it's widely used in medicinal chemistry projects.

In pharmaceutical applications, 7-Bromo-1H-indole-2-carbaldehyde serves as a precursor for various indole-based therapeutics. The compound's versatility allows for the creation of diverse molecular architectures that are particularly relevant in kinase inhibitor development and GPCR-targeted drugs. Recent publications highlight its use in developing potential treatments for neurological disorders and inflammatory conditions, making "indole carbaldehyde medicinal uses" a trending search term among researchers.

The compound's physicochemical properties contribute to its widespread utility. With a molecular weight of 224.05 g/mol and the characteristic reactivity of both the indole bromine and aldehyde functionality, it participates in various multicomponent reactions. This has led to increased interest in "7-Bromo-1H-indole-2-carbaldehyde reactivity" as chemists explore novel synthetic pathways for complex heterocycles.

From a commercial perspective, 7-Bromo-1H-indole-2-carbaldehyde is available from multiple specialty chemical suppliers, with purity typically ranging from 95% to 98%. The global market for such indole derivatives has grown steadily, driven by demand from pharmaceutical and agrochemical industries. Searches for "buy 7-Bromo-1H-indole-2-carbaldehyde" and "CAS 53590-66-2 suppliers" reflect this commercial interest.

In material science applications, researchers have utilized 7-Bromo-1H-indole-2-carbaldehyde as a precursor for organic semiconductors and photovoltaic materials. The electron-rich indole core combined with the reactive aldehyde group allows for the construction of extended π-conjugated systems, making it valuable for "organic electronic materials" development—a hot topic in sustainable technology research.

Handling and storage of 7-Bromo-1H-indole-2-carbaldehyde require standard laboratory precautions. The compound should be stored in a cool, dry place, protected from light and moisture. While not classified as highly hazardous, proper personal protective equipment should be used when handling, as with all fine chemicals. This practical information addresses common queries about "7-Bromo-1H-indole-2-carbaldehyde safety" and "storage conditions for CAS 53590-66-2".

The synthetic versatility of 7-Bromo-1H-indole-2-carbaldehyde continues to inspire novel research directions. Recent publications demonstrate its use in metal-organic frameworks (MOFs) construction and as a ligand in catalytic systems. These emerging applications have sparked increased academic interest, with searches for "7-Bromo-1H-indole-2-carbaldehyde new applications" becoming more frequent in scientific literature databases.

Analytical characterization of 7-Bromo-1H-indole-2-carbaldehyde typically involves HPLC analysis, mass spectrometry, and NMR spectroscopy. The compound shows characteristic signals in ¹H NMR (δ ~10.0 ppm for the aldehyde proton) and ¹³C NMR (δ ~185 ppm for the carbonyl carbon), which are valuable for quality control and reaction monitoring purposes. These technical details answer common questions about "CAS 53590-66-2 characterization" in research settings.

Looking forward, 7-Bromo-1H-indole-2-carbaldehyde maintains its position as an important chemical building block in both academic and industrial research. Its role in drug discovery programs and material science innovations ensures continued relevance. The compound exemplifies how simple indole derivatives can serve as powerful tools in modern chemical synthesis, addressing the growing need for "versatile organic intermediates" in various scientific disciplines.

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