189358-30-3

Basic information

• Product Name: 2,2'-BITHIOPHENE-5,5'-DIBORONIC ACID
• Synonyms: 2,2'-BITHIOPHENE-5,5'-DIBORONIC ACID;[2,2'-Bithiophene]-5,5'-diyldiboronic acid;Boronic acid, B,B'-[2,2'-bithiophene]-5,5'-diylbis-, homopolymer
• CAS NO: 189358-30-3
• Molecular Formula: C₈H₈B₂O₄S₂
• Molecular Weight: 253.9
• Mol File: 189358-30-3.mol

Chemical Properties

• Boiling Point: 575.9±60.0 °C(Predicted)
• Appearance: /
• Density: 1.54±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.05±0.53(Predicted)
• CAS DataBase Reference: 2,2'-BITHIOPHENE-5,5'-DIBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BITHIOPHENE-5,5'-DIBORONIC ACID(189358-30-3)
• EPA Substance Registry System: 2,2'-BITHIOPHENE-5,5'-DIBORONIC ACID(189358-30-3)

Safety Data

• Hazardous Substances Data: 189358-30-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,2'-Bithiophene-5,5'-diboronic Acid is used as a key intermediate in the synthesis of various organic compounds, particularly in the formation of carbon-carbon bonds. Its boronic acid groups facilitate Suzuki coupling reactions, which are powerful tools in organic synthesis, allowing for the creation of new carbon-carbon bonds and the synthesis of complex molecules.
Used in Materials Science Research:
In the field of materials science, 2,2'-Bithiophene-5,5'-diboronic Acid is used as a building block for the development of new materials with unique properties. Its incorporation into polymers and other materials can lead to the creation of materials with enhanced electrical, optical, or mechanical properties, making it a valuable component in materials science research.
Used in Medicinal Chemistry:
2,2'-Bithiophene-5,5'-diboronic Acid is employed as a starting material in the synthesis of pharmaceutical compounds. Its sulfur-containing heterocycle and boronic acid groups can be used to create new drug candidates with potential therapeutic applications, making it an important compound in the development of new medicines.

Upstream product

• 5419-55-6 Triisopropyl borate 
• 492-97-7 2,2'-Bithiophene 

Downstream Products

• 1082540-33-7 C₄₈H₅₄O₈S₂ 

Relevant articles and documents

Luminescent lanthanide complexes with a pyridine-bis(carboxamide)-bithiophene sensitizer showing wavelength-dependent singlet oxygen generation

A new pyridine-bis(carboxamide)-based ligand with a bithiophene pendant, 2Tcbx, was synthesized. Its lanthanide ion (LnIII) complexes, [Ln(2Tcbx)2]3+, were isolated and their photophysical properties were explored. Upon excitation at 360 nm, these complexes display emission in the near-infrared (NIR) with efficiencies of 0.69% for LnIII = YbIII, 0.20% for LnIII = NdIII, and 0.01% for LnIII = ErIII, respectively. Concurrent 1O2 formation was seen for all complexes, with efficiencies of 19% for the YbIII complex, 25% for the NdIII complex, and 9% for the ErIII complex. When exciting at a longer wavelength, 435 nm, only LnIII emission was observed and larger efficiencies of LnIII-centered emission were obtained. The lack of 1O2 generation indicates that energy pathways involving different ligand conformations, which were investigated by transient absorption spectroscopy, are involved in the sensitization process, and enable the wavelength-dependent generation of 1O2

Preparation and properties of rotaxanes formed by dimethyl-β- cyclodextrin and oligo(thiophene)s with β-cyclodextrin stoppers

Novel cyclodextrin rotaxanes with oligothiophene as an axis molecule have been prepared by the Suzuki coupling reaction of 6-O-(4-iodophenyl)-β-CD (6-I-Ph-β-CD) with di(1,3,2-dioxaborolan-2-yl)-oligothiophene (oligothiophene diboric ethylene glycol esters