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CS-W001157 4
Total: USD 88.00

(E)-3-(5-Nitrofuran-2-yl)acrylaldehyde

  • CAS No. 52661-56-0

  • Cat. No. CS-0158506
  • Purity≥98%
  • MDL No.MFCD00009762

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

(E)-3-(5-Nitrofuran-2-yl)acrylaldehyde|CS-0158506

Structure of 52661-56-0

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General Information

  • CAS No. 52661-56-0
  • Cat. No. CS-0158506
  • Purity ≥98%
  • MDL No. MFCD00009762
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO₄
  • Molecular Weight 167.12
  • Synonym(s) 5-Nitrofuran-2-acrylaldehyde
  • SMILES C(=C\C1=CC=C([N+](=O)[O-])O1)/C=O

Description

(E)-3-(5-Nitrofuran-2-yl)acrylaldehyde features a conjugated enal system fused to a nitro-substituted furan ring, delivering high electrophilicity at the aldehyde terminus. This electron-deficient scaffold enables efficient Michael additions and Diels-Alder cycloadditions, serving as a key building block in heterocyclic synthesis. The planar structure enhances π-stacking interactions in supramolecular systems.

Application

(E)-3-(5-Nitrofuran-2-yl)acrylaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to fused polycyclic systems via Diels-Alder and Michael addition reactions. The conjugated enal functionality exhibits high reactivity with nucleophiles and dienes, while the nitrofuran moiety provides inherent stability and facilitates downstream functionalization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   73.35
  • LogP   1.3999
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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