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CS-W001157 4
Total: USD 88.00

2-Carboxythiophene-5-boronic acid

  • CAS No. 465515-31-5

  • Cat. No. CS-W008899
  • Purity≥96%
  • MDL No.MFCD02323211

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

2-Carboxythiophene-5-boronic acid|CS-W008899

Structure of 465515-31-5

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General Information

  • CAS No. 465515-31-5
  • Cat. No. CS-W008899
  • Purity ≥96%
  • MDL No. MFCD02323211
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BO₄S
  • Molecular Weight 171.97
  • Synonym(s) 5-Carboxythiophene-2-boronicacid
  • SMILES O=C(C1=CC=C(B(O)O)S1)O

Description

2-Carboxythiophene-5-boronic acid delivers a strategically positioned boronic acid group conjugated to a carboxylic acid-functionalized thiophene scaffold. This dual-functionalized architecture enables direct incorporation into Suzuki-Miyaura coupling reactions while preserving solubility and stability under standard conditions. The electron-deficient thiophene ring enhances reactivity, facilitating efficient cross-coupling with aryl and heteroaryl halides. Ideal for synthesizing bioactive conjugated systems and functional materials in medicinal chemistry and materials science workflows.

Application

2-Carboxythiophene-5-boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its dual functionality—carboxylic acid and boronic acid—supports orthogonal reactivity and facilitates downstream derivatization. The compound exhibits good bench stability and is compatible with standard aqueous workups, making it well-suited for synthetic applications in 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   77.76
  • LogP   -0.8739
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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