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(7-Bromobenzo[b]thiophen-2-yl)methanol

  • CAS No. 1171926-64-9

  • Cat. No. CS-0155817
  • Molecule weight243.12
  • Purity≥98%
  • MDL No.MFCD12032282

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

(7-Bromobenzo[b]thiophen-2-yl)methanol|CS-0155817

Structure of 1171926-64-9

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General Information

  • CAS No. 1171926-64-9
  • Cat. No. CS-0155817
  • Purity ≥98%
  • MDL No. MFCD12032282
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrOS
  • Molecular Weight 243.12
  • Synonym(s) (7-Bromo-1-benzothiophen-2-yl)methanol
  • SMILES C1=CC2=C(C(=C1)Br)SC(=C2)CO

Description

(7-Bromobenzo[b]thiophen-2-yl)methanol features a brominated benzo[b]thiophene core with a pendant hydroxymethyl group, enabling direct functionalization in cross-coupling and derivatization workflows. This bench-stable, moisture-tolerant scaffold integrates readily into complex heterocyclic architectures used in pharmaceutical and materials research.

Application

(7-Bromobenzo[b]thiophen-2-yl)methanol serves as a versatile building block for constructing brominated heterocyclic scaffolds in medicinal chemistry and materials science. The pendant benzothiophene moiety provides a rigid, electron-rich platform with high functional group tolerance. The primary alcohol enables direct derivatization via esterification, etherification, or coupling reactions, while the bromine atom facilitates palladium-catalyzed cross-couplings such as Suzuki, Stille, or Negishi transformations. Bench-stable and readily purified by column chromatography, it functions efficiently in multi-step syntheses requiring orthogonal reactivity.

Synthesis

  • Route1

    References

    • Takeda Pharmaceutical Company Limited Patent: US2010/41891 A1, 2010 ; Location in patent: Page/Page column 63 ; US 20100041891 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 : H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.1561
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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