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5-Nitrofuran-2-carbaldehyde

  • CAS No. 698-63-5

  • Cat. No. CS-0063793
  • Purity≥97%
  • MDL No.MFCD00003230

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

5-Nitrofuran-2-carbaldehyde|CS-0063793

Structure of 698-63-5

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General Information

  • CAS No. 698-63-5
  • Cat. No. CS-0063793
  • Purity ≥97%
  • MDL No. MFCD00003230
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃NO₄
  • Molecular Weight 141.08
  • Synonym(s) Nitrofuraldehyde
  • SMILES O=CC1=CC=C([N+]([O-])=O)O1

Description

5-Azidopentanoic acid N-hydroxysuccinimide ester is a reagent that contains an azide group and a terminal NHS ester. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. Reagent grade, for research use only.

Application

5-Nitrofuran-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to bioactive scaffolds through its reactive aldehyde and electron-deficient furan ring. The nitro group enhances electrophilicity at the C5 position, facilitating nucleophilic addition and condensation reactions. Its bench-stable nature and compatibility with standard functional group transformations make it valuable for medicinal chemistry campaigns targeting antimicrobial and antiproliferative agents.

Synthesis

  • Route1

    References

    • Palacios-Grijalva, Laura Nadxieli; Cruz-Gonzalez, Deysi Y.; Lomas-Romero, Leticia; Gonzalez-Zamora, Eduardo; Ulibarri, Gerardo; Negron-Silva, Guillermo E. Molecules, 2009 , vol. 14, # 10 p. 4065 - 4078
  • Route2

    References

    • Tucker-Schwartz, Alexander K.; Garrell, Robin L. Chemistry - A European Journal, 2010 , vol. 16, # 42 p. 12718 - 12726
  • Route3
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      20782-90-5
    • ~69%
    • In-stock
      5-Nitrofuran-2-carbaldehyde|CS-0063793
      698-63-5

    References

    • Povazanec, Frantisek; Kovac, Jaroslav; Hesek, Dusan Collection of Czechoslovak Chemical Communications, 1980 , vol. 45, # 3 p. 752 - 754

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07,GHS08
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅱ
Hazard Statements : H228-H315-H319-H341-H371
Precautionary Statements : P201-P202-P210-P240-P241-P260-P264-P270-P280-P302+P352-P305+P351+P338-P308+P311-P308+P313-P332+P313-P337+P313-P362+P364-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   73.35
  • LogP   1.0003
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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