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CS-W001157 4
Total: USD 88.00

5-(2-Bromoethyl)-2,3-dihydrobenzofuran

  • CAS No. 127264-14-6

  • Cat. No. CS-M0163
  • Molecule weight227.10
  • Purity≥98%
  • MDL No.MFCD06797641

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

5-(2-Bromoethyl)-2,3-dihydrobenzofuran|CS-M0163

Structure of 127264-14-6

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General Information

  • CAS No. 127264-14-6
  • Cat. No. CS-M0163
  • Purity ≥98%
  • MDL No. MFCD06797641
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁BrO
  • Molecular Weight 227.10
  • Synonym(s) None
  • SMILES BrCCC1=CC=C(OCC2)C2=C1

Description

5-(2-Bromoethyl)-2,3-dihydrobenzofuran is a versatile synthetic intermediate featuring a reactive bromoethyl side chain tethered to a dihydrobenzofuran core. This configuration enables direct functionalization in late-stage diversification strategies. The molecule exhibits favorable stability under standard bench conditions and facilitates efficient coupling reactions in medicinal chemistry and process development workflows.

Application

5-(2-Bromoethyl)-2,3-dihydrobenzofuran serves as a versatile bifunctional building block for medicinal chemistry and materials synthesis. The bromoethyl side chain enables efficient Suzuki-Miyaura, Stille, or Sonogashira coupling reactions, while the dihydrobenzofuran core provides structural rigidity and metabolic stability. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • ARGENTA DISCOVERY LTD. Patent: WO2008/96093 A1, 2008 ; Location in patent: Page/Page column 29 ; WO 2008/096093 A1
  • Route2

    References

    • WO2008/126106 A2, ; Page/Page column 18; 34 ;
  • Route3
    • 2-Bromo-1-(2,3-dihydrobenzofuran-5-yl)ethanone|CS-M0162
      151427-19-9
    • ~76%
    • In-stock
      5-(2-Bromoethyl)-2,3-dihydrobenzofuran|CS-M0163
      127264-14-6

    References

    • Pramanik, Chinmoy; Bapat, Kiran; Chaudhari, Ashok; Tripathy, Narendra K.; Gurjar, Mukund K. Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1591 - 1597

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

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   2.5589
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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