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CS-W001157 4
Total: USD 88.00

(5-Phenylthiophen-2-yl)boronic acid

  • CAS No. 306934-95-2

  • Cat. No. CS-0156440
  • Purity≥97%
  • MDL No.MFCD01114643

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

(5-Phenylthiophen-2-yl)boronic acid|CS-0156440

Structure of 306934-95-2

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General Information

  • CAS No. 306934-95-2
  • Cat. No. CS-0156440
  • Purity ≥97%
  • MDL No. MFCD01114643
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BO₂S
  • Molecular Weight 204.06
  • Synonym(s) 5-Phenylthiophene-2-boronic acid
  • SMILES C1=CC=C(C=C1)C2=CC=C(B(O)O)S2

Description

This boronate moiety features a phenylthiophene scaffold, delivering enhanced stability and solubility in polar organic media. The electron-rich thiophene ring facilitates efficient coupling under Suzuki-Miyaura conditions, enabling direct integration into complex heterocyclic architectures with minimal byproduct formation.

Application

(5-Phenylthiophen-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its phenylthiophene core provides enhanced stability and orthogonal reactivity, facilitating the construction of biaryl scaffolds with high functional group tolerance. The boronic acid moiety enables straightforward purification and compatibility with diverse reaction setups, making it a reliable reagent for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • LG Chem, Ltd. Patent: US7485733 B2, 2009 ; Location in patent: Page/Page column 77 ;
  • Route2

    References

    • Essilor International (Compagnie Generale D'Optique) Patent: EP2098520 A1, 2009 ; Location in patent: Page/Page column 18 ;
  • Route3
    • In-stock
      5-Bromo-2-phenylthiophene|CS-0012671
      29488-24-2
    • null|null
      121-43-7
    • ~48%
    • In-stock
      (5-Phenylthiophen-2-yl)boronic acid|CS-0156440
      306934-95-2

    References

    • LG CHEM, LTD. Patent: WO2003/95445 A1, 2003 ; Location in patent: Page/Page column 73 ;

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   1.0949
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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