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CS-W001157 4
Total: USD 88.00

5-Nitrobenzofuran

  • CAS No. 18761-31-4

  • Cat. No. CS-Z0028
  • Molecule weight163.13
  • Purity≥98%
  • MDL No.MFCD00456542

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

5-Nitrobenzofuran|CS-Z0028

Structure of 18761-31-4

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General Information

  • CAS No. 18761-31-4
  • Cat. No. CS-Z0028
  • Purity ≥98%
  • MDL No. MFCD00456542
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) None
  • SMILES O=[N+]([O-])C1=CC=C2OC=CC2=C1

Description

5-Nitrobenzofuran is a heterocyclic compound featuring a nitro group at the 5-position of the benzofuran scaffold. This electron-deficient system enhances reactivity in transition metal-catalyzed couplings and serves as a key building block in synthetic medicinal chemistry. The fused ring structure imparts planarity and stability, facilitating incorporation into functional materials and bioactive scaffolds.

Application

5-Nitrobenzofuran serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted benzofurans via cross-coupling and reduction strategies. Its nitro group provides a handle for further functionalization while maintaining stability under standard reaction conditions. The compound exhibits favorable bench stability and compatibility with common protecting group protocols, facilitating its use in medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • ((2-Fluoro-5-nitrophenyl)ethynyl)trimethylsilane|CS-0671697
      77123-61-6
    • ~61%
    • In-stock
      5-Nitrobenzofuran|CS-Z0028
      18761-31-4

    References

    • Qian, Changgeng; Cai, Xiong; Zhai, Haixiao Patent: US2009/76044 A1, 2009 ; Location in patent: Page/Page column 25 ; US 20090076044 A1
  • Route2

    References

    • Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang Patent: US2003/195201 A1, 2003 ; US 20030195201 A1
  • Route3

    References

    • PFIZER LIMITED; PFIZER INC. Patent: WO2005/82866 A2, 2005 ; Location in patent: Page/Page column 96-97 ; WO 2005/082866 A2

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   56.28
  • LogP   2.341
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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