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CS-W001157 4
Total: USD 88.00

3-Formyl-6-nitrophenol

  • CAS No. 704-13-2

  • Cat. No. CS-W019897
  • Molecule weight167.12
  • Purity≥98%
  • MDL No.MFCD00007109

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

3-Formyl-6-nitrophenol|CS-W019897

Structure of 704-13-2

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General Information

  • CAS No. 704-13-2
  • Cat. No. CS-W019897
  • Purity ≥98%
  • MDL No. MFCD00007109
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO₄
  • Molecular Weight 167.12
  • Synonym(s) 3-Hydroxy-4-nitrobenzaldehyde; 5-Formyl-2-nitrophenol
  • SMILES O=CC1=CC=C([N+]([O-])=O)C(O)=C1

Description

3-Hydroxy-4-nitrobenzaldehyde is the aldehyde component in a study of an enantioselective thioester aldol reaction. This reaction has been catalyzed by copper(II) triflate in the presence of a chiral bisoxazoline ligand. The product has been used as a chromophoric substrate for probing the catalytic mechanism of horse liver alcohol dehydrogenase.

Application

3-Formyl-6-nitrophenol serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. The ortho-directed nitro and formyl groups enable sequential transformations, including reductive amination, nucleophilic substitution, and cyclization reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      116496-11-8
    • ~93%
    • In-stock
      3-Formyl-6-nitrophenol|CS-W019897
      704-13-2

    References

    • Quan, Na; Shi, Xiao-Xin; Nie, Liang-Deng; Dong, Jing; Zhu, Rui-Heng Synlett, 2011 , # 7 p. 1028 - 1032
  • Route2

    References

    • Olszewski; Marshalla; Sabat; Sundberg Journal of Organic Chemistry, 1994 , vol. 59, # 15 p. 4285 - 4296
  • Route3

    References

    • Tetrahedron Letters, , vol. 50, # 7 p. 831 - 833

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   80.44
  • LogP   1.1129
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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