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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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