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CS-W001157 4
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1-Benzothiophen-3-ylmethanol

  • CAS No. 5381-24-8

  • Cat. No. CS-0309112
  • Purity≥96%
  • MDL No.None

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

1-Benzothiophen-3-ylmethanol|CS-0309112

Structure of 5381-24-8

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General Information

  • CAS No. 5381-24-8
  • Cat. No. CS-0309112
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈OS
  • Molecular Weight 164.22
  • Synonym(s) 3-Hydroxymetnylbenzo[b]thiophene
  • SMILES C1=CC=C2C(=C1)C(=CS2)CO

Description

1-Benzothiophen-3-ylmethanol features a benzothiophene scaffold bearing a reactive benzylic alcohol group, enabling direct functionalization in synthetic transformations. This bench-stable, moisture-tolerant building block integrates readily into pharmaceutical and materials chemistry workflows, offering high compatibility with standard coupling and oxidation protocols.

Application

1-Benzothiophen-3-ylmethanol serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds through standard functional group interconversions. Its benzylic alcohol functionality facilitates oxidation to the aldehyde or carboxylic acid, and participates reliably in coupling reactions. The molecule exhibits good bench stability and is compatible with common protecting group strategies, making it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Paul, Noel M.; Taylor, Michelle; Kumar, Rakesh; Deschamps, Jeffrey R.; Luedtke, Robert R.; Newman, Amy Hauck Journal of Medicinal Chemistry, 2008 , vol. 51, # 19 p. 6095 - 6109
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 71, p. 2856,2858
  • Route3
    • Methyl benzothiophene-3-carboxylate|CS-0187762
      22913-25-3
    • ~%
    • In-stock
      1-Benzothiophen-3-ylmethanol|CS-0309112
      5381-24-8

    References

    • US5665725 A1, ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.3936
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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