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CS-W001157 4
Total: USD 88.00

Benzo[b]thiophen-5-ol

  • CAS No. 19301-35-0

  • Cat. No. CS-W006434
  • Purity≥98%
  • MDL No.MFCD16876937

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

Benzo[b]thiophen-5-ol|CS-W006434

Structure of 19301-35-0

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General Information

  • CAS No. 19301-35-0
  • Cat. No. CS-W006434
  • Purity ≥98%
  • MDL No. MFCD16876937
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆OS
  • Molecular Weight 150.20
  • Synonym(s) 5-Hydroxythionaphthene
  • SMILES OC1=CC=C2C(C=CS2)=C1

Description

Benzo[b]thiophen-5-ol features a fused benzene-thiophene core with a phenolic hydroxyl group at the 5-position, delivering enhanced solubility and hydrogen-bonding capacity. This scaffold enables direct incorporation into functional materials and bioactive molecules, where its electron-rich heterocycle supports π-stacking interactions and redox stability under standard conditions.

Application

Benzo[b]thiophen-5-ol serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the phenolic position. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient construction of biaryl architectures. The molecule functions as a key scaffold in medicinal chemistry due to its favorable metabolic profile and utility in synthesizing fused polycyclic systems relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • Chiummiento, Lucia; Funicello, Maria; Lupattelli, Paolo; Tramutola, Francesco; Berti, Federico; Marino-Merlo, Francesca Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 8 p. 2948 - 2950
  • Route2

    References

    • Zambias; Hammond Synthetic Communications, 1991 , vol. 21, # 7 p. 959 - 964
  • Route3
    • 5-Hydroxybenzo[b]thiophene-2-carboxylic acid|CS-1055245
      95094-87-4
    • ~38%
    • In-stock
      Benzo[b]thiophen-5-ol|CS-W006434
      19301-35-0

    References

    • Misra; Ganguly; Kamila; Basu; De Spectrochimica Acta - Part A Molecular and Biomolecular Spectroscopy, 2001 , vol. 57, # 14 p. 2795 - 2808

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   20.23
  • LogP   2.6069
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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