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3-Bromo-2-Formylthiophene-5-Boronic Acid CAS NO 1451393-26-2
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CAS No.:1451393-26-2
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
3-Bromo-2-Formylthiophene-5-Boronic Acid is a high-value, multi-functional heterocyclic building block essential for modern synthetic chemistry. Its unique structure, featuring both a formyl and a boronic acid group on a brominated thiophene core, makes it a critical reagent for constructing complex molecular architectures via cross-coupling and condensation reactions. This compound is primarily sought after by research scientists and process chemists in the pharmaceutical, agrochemical, and materials science industries for developing new active ingredients and advanced organic electronic materials.
Application
- Pharmaceutical Intermediate: Serves as a key precursor in the synthesis of novel drug candidates, particularly in constructing thiophene-based scaffolds for kinase inhibitors, antiviral agents, and central nervous system (CNS) active compounds.
- Suzuki-Miyaura Cross-Coupling: The boronic acid functionality enables efficient palladium-catalyzed coupling with aryl/heteroaryl halides, facilitating the rapid assembly of biaryl and heterobiaryl systems prevalent in medicinal chemistry.
- Agrochemical Synthesis: Used in the research and development of new herbicides, fungicides, and insecticides, where the thiophene moiety can contribute to improved biological activity and selectivity.
- Organic Electronics Material Precursor: Acts as a building block for π-conjugated polymers and small molecules used in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and field-effect transistors (OFETs).
- Chemical Biology Probe Development: Utilized to create tagged molecules or affinity probes for studying biological targets and pathways, leveraging its reactive aldehyde group for bioconjugation.
- Ligand and Catalyst Synthesis: The functional groups allow for the construction of novel chelating ligands and organocatalysts for asymmetric synthesis and transition metal catalysis.
Basic Information
| Product Name | 3-Bromo-2-Formylthiophene-5-Boronic Acid |
| CAS No. | 1451393-26-2 |
| Molecular Formula | C5H4BBrO3S |
| Molecular Weight | 234.86 g/mol |
| Synonyms | (5-Bromo-4-formylthiophen-2-yl)boronic acid; 5-Bromo-4-formylthiophene-2-boronic acid; 3-Bromo-2-formyl-5-thienylboronic acid; 2-Formyl-3-bromothiophene-5-boronic acid; 3-Bromo-2-thiophenecarboxaldehyde-5-boronic acid; Boronic acid, B-(5-bromo-4-formyl-2-thienyl)-; 1451393-26-2 |
| EINECS | Contact for details |
Quality Control
Our 3-Bromo-2-Formylthiophene-5-Boronic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity assessment, NMR for structural confirmation, and elemental analysis. We provide comprehensive Certificates of Analysis (COA) with detailed chromatograms and spectral data upon request, ensuring full traceability and compliance with your research and development specifications.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent moisture absorption and decomposition.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Water Content (KF) | ≤ 0.5% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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