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CS-W001157 4
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5-Nitrothiophene-3-carbaldehyde

  • CAS No. 75428-45-4

  • Cat. No. CS-0063800
  • Purity≥98%
  • MDL No.MFCD00052581

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

5-Nitrothiophene-3-carbaldehyde|CS-0063800

Structure of 75428-45-4

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General Information

  • CAS No. 75428-45-4
  • Cat. No. CS-0063800
  • Purity ≥98%
  • MDL No. MFCD00052581
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃NO₃S
  • Molecular Weight 157.15
  • Synonym(s) 5-NITROTHIOPHENE-3-CARBOXALDEHYDE
  • SMILES O=CC1=CSC([N+]([O-])=O)=C1

Description

5-Nitrothiophene-3-carbaldehyde features a conjugated thiophene core bearing both nitro and aldehyde functionalities, enabling direct integration into heterocyclic synthesis. The electron-deficient thiophene ring facilitates electrophilic substitution, while the aldehyde group offers versatile coupling potential. This compound serves as a key building block for bioactive molecule scaffolds and functional materials.

Application

5-Nitrothiophene-3-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its dual functionality—electron-deficient thiophene ring and aldehyde group—facilitates diverse transformations including nucleophilic additions, condensations, and metal-catalyzed couplings. The molecule exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 43, # 1 p. 162 - 165

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-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   60.21
  • LogP   1.4688
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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