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TCI

CAS 206551-43-1

5-Acetyl-2-thiopheneboronic Acid (contains varying amounts of Anhydride) TCI A2364

5-Acetyl-2-thiopheneboronic Acid (contains varying amounts of Anhydride) TCI A2364

Chemical Identity

CAS No.
206551-43-1
PubChem
CID 4143377·SID 125307246
Formula
C6H7BO3S
Molecular weight
170.00 g/mol
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(5-acetylthiophen-2-yl)boronic acid
SMILES
B(C1=CC=C(S1)C(=O)C)(O)O
InChIKey
DCNMATSPQKWETQ-UHFFFAOYSA-N
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5-Acetyl-2-thiopheneboronic Acid is a versatile chemical compound widely used in organic reactions, particularly in the synthesis of heterocyclic compounds and coupling reactions. As an organoboron reagent, it plays a crucial role in modern synthetic chemistry by enabling the formation of carbon-carbon bonds through mechanisms such as the Suzuki-Miyaura reaction. This compound is valued for its ability to participate in reactions that require boron activation, making it a key component in the development of complex organic molecules. Its unique molecular structure, featuring a reactive boronic acid group, allows for a wide range of chemical transformations.

The compound's reactivity stems from its boronic acid functionality, which is highly compatible with various ligands and transition metals. This reactivity makes it an ideal choice for synthetic chemists seeking efficient and selective reaction pathways. Additionally, its structural complexity and functional groups contribute to its effectiveness in activating carbon atoms, which is essential for creating new molecular frameworks. These properties make it a preferred reagent in both academic and industrial research settings.

In Indonesian laboratories, 5-Acetyl-2-thiopheneboronic Acid is commonly used by chemists, pharmacologists, and students engaged in organic synthesis and heterocyclic compound development. Its availability in the local market ensures that researchers have access to this essential reagent for their experimental needs. The compound is particularly favored for its role in coupling reactions and its utility in creating complex molecular structures. Its presence in the Indonesian scientific community supports ongoing research and educational activities in chemistry and pharmaceutical sciences.

TCI brochures (PDF)

  • Suzuki-Miyaura Coupling Reactions: This compound is ideal for forming carbon-carbon bonds in the presence of palladium catalysts, making it essential for synthesizing heterocyclic compounds.
  • Organic Synthesis of Heterocyclic Compounds: Its reactive boronic acid group enables the construction of complex molecular frameworks, widely used in pharmaceutical and materials research.
  • Cross-Coupling Reactions: The compound's ability to interact with various ligands makes it suitable for a range of cross-coupling processes that require boron activation.
  • Synthesis of Complex Organic Molecules: Its structural versatility allows it to be a key player in the development of new chemical entities in both academic and industrial laboratories.
  • Research in Medicinal Chemistry: It is frequently used in the design and synthesis of bioactive molecules, supporting drug discovery and development efforts.

Brand TCI
CAS number 206551-43-1
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes As listed on product page
Physical form Solid (as per standard product description)
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. It is recommended to use airtight containers to prevent exposure to moisture and air, which can affect its reactivity. Since it contains varying amounts of anhydride, it should be handled with care to avoid any potential decomposition. Laboratory personnel should wear appropriate personal protective equipment, such as gloves and safety goggles, when handling this material. It is important to ensure that the storage area is well-ventilated and free from incompatible substances. Proper labeling and storage conditions are essential to maintain the compound's effectiveness and safety in the laboratory setting.

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