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CS-W001157 4
Total: USD 88.00

2-Formylthiophene-4-boronic acid

  • CAS No. 175592-59-3

  • Cat. No. CS-W016246
  • Purity≥98%
  • MDL No.MFCD03002365

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

2-Formylthiophene-4-boronic acid|CS-W016246

Structure of 175592-59-3

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General Information

  • CAS No. 175592-59-3
  • Cat. No. CS-W016246
  • Purity ≥98%
  • MDL No. MFCD03002365
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BO₃S
  • Molecular Weight 155.96
  • Synonym(s) Boronic acid, (5-formyl-3-thienyl)- (9CI)
  • SMILES OB(O)C1=CSC(C=O)=C1

Description

2-Formylthiophene-4-boronic acid delivers a reactive aldehyde handle and boronic acid functionality within a single thiophene scaffold. This bifunctional architecture enables direct coupling in Suzuki-Miyaura reactions while preserving the aldehyde for downstream conjugation, streamlining access to complex heterocyclic architectures under standard conditions.

Application

2-Formylthiophene-4-boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The orthogonal reactivity of the aldehyde and boronic acid groups facilitates sequential functionalization, while the thiophene core provides a stable, electron-deficient platform for further derivatization. Bench-stable and compatible with standard purification protocols, it supports scalable synthesis in medicinal chemistry and materials science applications.

Safety Information

Download SDS
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   -0.7596
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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