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CS-W001157 4
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Benzo[b]thiophen-2-ylmethanol

  • CAS No. 17890-56-1

  • Cat. No. CS-W017901
  • Purity≥98%
  • MDL No.MFCD02682004

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

Benzo[b]thiophen-2-ylmethanol|CS-W017901

Structure of 17890-56-1

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General Information

  • CAS No. 17890-56-1
  • Cat. No. CS-W017901
  • Purity ≥98%
  • MDL No. MFCD02682004
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈OS
  • Molecular Weight 164.22
  • Synonym(s) Benzo[b]thiophene-2-methanol
  • SMILES OCC1=CC2=CC=CC=C2S1

Description

Benzo[b]thiophen-2-ylmethanol features a rigid fused heterocyclic core paired with a reactive benzylic alcohol group. This combination enables direct functionalization in cross-coupling and oxidation reactions, delivering access to diverse thienyl-containing architectures under standard conditions. The molecule exhibits bench-stable handling characteristics and compatibility with common synthetic protocols.

Application

Benzo[b]thiophen-2-ylmethanol serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to biologically relevant heterocyclic scaffolds. Its benzothiophene core offers enhanced metabolic stability and π-stacking potential, while the primary alcohol functionality facilitates straightforward derivatization via esterification, etherification, or oxidation to aldehyde. The compound exhibits good bench stability and is compatible with standard reaction conditions, supporting broad functional group tolerance and ease of purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Tsunoda, Hidetoshi; Fukuzawa, Nobuyuki; Chiba, Kyoko; Nakao, Toshifumi; Asada, Noriaki; Takebayashi, Nozomi; Kibayashi, Kenji; Migita, Hideyuki; Morikawa, Maki Patent: US2003/109570 A1, 2003 ;
  • Route2

    References

    • Battilocchio, Claudio; Hawkins, Joel M.; Ley, Steven V. Organic Letters, 2013 , vol. 15, # 9 p. 2278 - 2281
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 71, p. 2856,2858

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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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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