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CS-W001157 4
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5-Acetylthiophene-2-boronic acid

  • CAS No. 206551-43-1

  • Cat. No. CS-W002740
  • Purity≥98%
  • MDL No.MFCD01075681

*For research and further manufacturing use only, not for direct human use.

5-Acetylthiophene-2-boronic acid|CS-W002740

Structure of 206551-43-1

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General Information

  • CAS No. 206551-43-1
  • Cat. No. CS-W002740
  • Purity ≥98%
  • MDL No. MFCD01075681
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BO₃S
  • Molecular Weight 169.99
  • Synonym(s) 5-Acetylthiophen-2-Ylboronic Acid
  • SMILES OB(c1ccc(s1)C(=O)C)O

Description

5-Acetylthiophene-2-boronic acid features a thiophene scaffold with complementary boronic acid and acetyl functionalities, enabling direct incorporation into Suzuki-Miyaura coupling reactions. The electron-deficient thiophene ring enhances reactivity, while the boronic acid group offers stability under standard conditions. This bifunctional architecture supports efficient synthesis of complex heterocyclic architectures in medicinal chemistry and materials science.

Application

5-Acetylthiophene-2-boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The acetyl group provides orthogonal reactivity for downstream functionalization, while the boronic acid moiety ensures compatibility with aqueous conditions and broad functional group tolerance. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of complex scaffolds relevant to medicinal chemistry and materials science.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   -0.3695
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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