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CAS 239075-02-6

5,5'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bithiophene TCI B3363

5,5'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bithiophene TCI B3363

Chemical Identity

CAS No.
239075-02-6
PubChem
CID 10938646·SID 87560900
Formula
C20H28B2O4S2
Molecular weight
418.2 g/mol
Purity
>98.0%(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4,4,5,5-tetramethyl-2-[5-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]thiophen-2-yl]-1,3,2-dioxaborolane
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC=C(S2)C3=CC=C(S3)B4OC(C(O4)(C)C)(C)C
InChIKey
XWWXVHGWYCXJCJ-UHFFFAOYSA-N
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5,5'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2'-bithiophene is a highly specialized organoboron compound used in advanced chemical research. This reagent plays a crucial role in organic synthesis, particularly in catalytic reactions that require precise control over molecular structure. Its unique chemical composition allows it to participate in a wide range of reactions, making it an essential tool for researchers working on complex molecular transformations. The compound is widely recognized for its stability and reactivity, which are key factors in its application across various synthetic pathways.

The compound's structure combines a bithiophene backbone with boronic acid functionalities, which contribute to its high reactivity and versatility. These properties make it a preferred choice for chemists seeking reliable and efficient reagents for synthetic processes. Its ability to interact with a variety of ligands enhances its utility in designing new compounds and functional materials. Additionally, its solid form and compatibility with different reaction conditions ensure ease of handling and consistent performance in laboratory settings.

In Indonesian laboratories, this compound is commonly used in organic chemistry research, particularly in the synthesis of heterocyclic compounds and pharmaceuticals. Its role in coupling reactions, such as the Suzuki-Miyaura reaction, has made it a staple in academic and industrial research. The compound's reliability and effectiveness in producing high-quality results make it a valuable asset for researchers focused on drug development and material science.

TCI brochures (PDF)

  • Organic synthesis for the preparation of heterocyclic compounds due to its reactivity in coupling reactions.
  • Pharmaceutical research for the development of new drugs through complex molecular transformations.
  • Catalytic processes in Suzuki-Miyaura reactions, where it acts as a key reagent for cross-coupling.
  • Material science applications for the creation of advanced polymers and functional materials.
  • Synthetic pathways requiring precise control over molecular structure and functional group introduction.

Brand TCI
CAS number 239075-02-6
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes Available in various quantities as per supplier specifications
Physical form Solid
Storage Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its chemical integrity and reactivity. It is recommended to keep it in a tightly sealed container to prevent exposure to moisture and air, which could affect its performance. Due to its solid form, it is typically stored in glass or plastic containers that are resistant to chemical degradation. Laboratory personnel should handle it with care, using appropriate personal protective equipment when necessary. Avoid prolonged exposure to high temperatures or direct sunlight to ensure optimal stability and effectiveness. Proper storage conditions are essential to maintain the compound’s quality and ensure its suitability for use in various synthetic applications.

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