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CS-W001157 4
Total: USD 88.00

3,4-Dihydroxy-5-nitrobenzaldehdye

  • CAS No. 116313-85-0

  • Cat. No. CS-W021800
  • Purity≥98%
  • MDL No.MFCD00871897

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

3,4-Dihydroxy-5-nitrobenzaldehdye|CS-W021800

Structure of 116313-85-0

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General Information

  • CAS No. 116313-85-0
  • Cat. No. CS-W021800
  • Purity ≥98%
  • MDL No. MFCD00871897
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO₅
  • Molecular Weight 183.12
  • Synonym(s) 3,4-Dihydroxy-5-nitrobenzaldehyde
  • SMILES OC1=C(O)C(=CC(C=O)=C1)[N+]([O-])=O

Description

Isobutyrophenone is used as an internal standard in the determination of hydroxyzine hydrochloride and benzyl alcohol in injection solutions. It is also used in the preparation of alpha-hydroxyisobutyrophenone. Isobutyrophenone is employed as photosensitizer intermediate. It can react with bromoacetic acid ethyl ester to get 3-hydroxy-4-methyl-3-phenyl-valeric acid ethyl ester.

Application

3,4-Dihydroxy-5-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to bioactive scaffolds. Its ortho-dihydroxy and nitro substituents provide enhanced reactivity for oxidation, coupling, and cyclization reactions, while the aldehyde functionality facilitates facile derivatization via imine formation or reductive amination. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic campaigns in drug discovery and materials science.

Synthesis

  • Route1

    References

    • Walz; Sundberg Journal of Organic Chemistry, 2000 , vol. 65, # 23 p. 8001 - 8010
  • Route2

    References

    • Orion-yhtyma Oy Patent: US4963590 A1, 1990 ; US 4963590 A
  • Route3
    • Vanillin, ≥97%|CS-1268660
      121-33-5
    • ~%
    • In-stock
      3,4-Dihydroxy-5-nitrobenzaldehdye|CS-W021800
      116313-85-0

    References

    • Chemische Berichte, , vol. 36, p. 2935

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

Quality Control

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Computational Chemistry Data

  • TPSA   100.67
  • LogP   0.8185
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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