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2-Nitrobenzofuran

  • CAS No. 33094-66-5

  • Cat. No. CS-0156003
  • Molecule weight163.13
  • Purity≥98%
  • MDL No.MFCD00459786

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

2-Nitrobenzofuran|CS-0156003

Structure of 33094-66-5

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General Information

  • CAS No. 33094-66-5
  • Cat. No. CS-0156003
  • Purity ≥98%
  • MDL No. MFCD00459786
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) Benzofuran, 2-nitro-
  • SMILES C1=CC=C2C(=C1)C=C([N+](=O)[O-])O2

Description

2-Nitrobenzofuran is a heterocyclic compound featuring a nitro group at the 2-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 rigidity, supporting applications in photophysical studies and materials science.

Application

2-Nitrobenzofuran serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C3 position via electrophilic substitution or transition-metal-catalyzed coupling. Its electron-deficient aromatic system enhances reactivity in Suzuki-Miyaura and Stille reactions, while the nitro group provides a handle for selective reduction to an amino derivative. The compound exhibits good bench stability and facilitates efficient purification by column chromatography, making it well-suited for iterative synthesis of bioactive scaffolds and pharmaceutical intermediates.

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

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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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