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CS-W001157 4
Total: USD 88.00

Benzo[b]thiophene 1,1-dioxide

  • CAS No. 825-44-5

  • Cat. No. CS-0078608
  • Purity≥98%
  • MDL No.MFCD00052178

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

Benzo[b]thiophene 1,1-dioxide|CS-0078608

Structure of 825-44-5

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General Information

  • CAS No. 825-44-5
  • Cat. No. CS-0078608
  • Purity ≥98%
  • MDL No. MFCD00052178
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆O₂S
  • Molecular Weight 166.20
  • Synonym(s) Thianaphthene-1,1-dioxide
  • SMILES O=S1(C2=CC=CC=C2C=C1)=O

Description

Benzo[b]thiophene 1,1-dioxide features a sulfur atom oxidized to the sulfinyl level within a fused aromatic system, delivering enhanced polarity and stability. This electron-deficient heterocycle integrates readily into synthetic scaffolds for medicinal chemistry and materials science applications, offering improved solubility and predictable reactivity under standard conditions.

Application

Benzo[b]thiophene 1,1-dioxide serves as a stable, bench-ready sulfone building block for the synthesis of biologically active heterocycles. Its electron-deficient aromatic core enables efficient palladium-catalyzed cross-coupling reactions and facilitates nucleophilic substitution at the 2- and 3-positions. The sulfone group enhances solubility and provides a handle for orthogonal functionalization, making it a practical scaffold in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Moshref Javadi, Maedeh; Moghadam, Majid; Mohammadpoor-Baltork, Iraj; Tangestaninejad, Shahram; Mirkhani, Valiollah; Kargar, Hadi; Tahir, Muhammad Nawaz Polyhedron, 2014 , vol. 72, p. 19 - 26
  • Route2
    • In-stock
      Benzo[b]thiophene|CS-D1193
      95-15-8
    • ~19%
    • In-stock
      Benzo[b]thiophene 1,1-dioxide|CS-0078608
      825-44-5
    • null|null
      51500-42-6

    References

    • Polyhedron, , vol. 72, p. 19 - 26
  • Route3
    • null|null
      7722-84-1
    • null|null
      64-19-7
    • In-stock
      Benzo[b]thiophene|CS-D1193
      95-15-8
    • ~%
    • In-stock
      Benzo[b]thiophene 1,1-dioxide|CS-0078608
      825-44-5
    • null|null
      20841-53-6

    References

    • Journal of the Chemical Society, , p. 4678,4681

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317
Precautionary Statements : P280-P302+P352-P330

Quality Control

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   1.4446
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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