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5-Bromo-5''-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2,2''-Bithiophene CAS NO 578715-23-8
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CAS No.:578715-23-8
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
5-Bromo-5''-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2,2''-Bithiophene is a high-value, multi-functional organic building block, specifically a bithiophene derivative bearing both a bromo substituent and a pinacol boronate ester group. This compound matters for its critical role as a key monomer in the synthesis of advanced conjugated polymers and small molecules via cross-coupling reactions like Suzuki-Miyaura. It is essential for researchers and manufacturers in the organic electronics, pharmaceutical intermediates, and materials science sectors who require precise molecular architecture for developing novel functional materials.
Application
- Organic Semiconductor Synthesis: A crucial monomer for constructing donor-acceptor polymers and small molecules used in Organic Photovoltaics (OPVs), Organic Light-Emitting Diodes (OLEDs), and Organic Field-Effect Transistors (OFETs).
- Pharmaceutical Intermediates: Serves as a versatile building block in medicinal chemistry for the development of novel drug candidates, particularly those requiring complex thiophene-based scaffolds.
- Functional Materials Research: Used in the R&D of advanced materials such as conductive polymers, electrochromic devices, and chemical sensors.
- Cross-Coupling Reactions: The boronate ester group enables efficient Suzuki-Miyaura cross-coupling, while the bromo substituent allows for further functionalization via other metal-catalyzed reactions (e.g., Stille, Negishi).
- Liquid Crystal and Dye Manufacturing: Acts as a core component in the synthesis of thiophene-based dyes and liquid crystalline materials.
Basic Information
| Product Name | 5-Bromo-5''-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2,2''-Bithiophene |
| CAS No. | 578715-23-8 |
| Molecular Formula | C18H20BBrO2S2 |
| Molecular Weight | 415.19 g/mol |
| Synonyms | 5-Bromo-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bithiophene; 2,2'-Bithiophene, 5-bromo-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 5-Bromo-5'-(pinacolatoboryl)-2,2'-bithiophene; 5-Bromo-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bithienyl; 5-Bromo-5'-pinacolboryl-2,2'-bithiophene |
| EINECS | Contact for details |
Quality Control
Our 5-Bromo-5''-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2,2''-Bithiophene is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including HPLC, NMR (1H, 13C), and GC-MS, to ensure identity, purity, and consistency. We provide comprehensive Certificates of Analysis (COA) with every shipment, detailing all critical specifications to support your R&D and production quality assurance.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥97.0% (Area %) |
| Melting Point | Contact for details |
| Heavy Metals | <20 ppm |
| Residual Solvents (GC) | Complies with ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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