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CS-W001157 4
Total: USD 88.00

O-(4-Nitrophenyl)hydroxylamine

  • CAS No. 33543-55-4

  • Cat. No. CS-W022928
  • Purity≥98%
  • MDL No.MFCD12923172

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

O-(4-Nitrophenyl)hydroxylamine|CS-W022928

Structure of 33543-55-4

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General Information

  • CAS No. 33543-55-4
  • Cat. No. CS-W022928
  • Purity ≥98%
  • MDL No. MFCD12923172
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.13
  • Synonym(s) p-Nitrophenoxyamine
  • SMILES NOC1=CC=C([N+]([O-])=O)C=C1

Description

O-(4-Nitrophenyl)hydroxylamine features a reactive hydroxylamine group coupled to a para-nitrophenyl moiety, enabling efficient coupling in C–N bond formation. This bench-stable compound facilitates the synthesis of oximes and other nitrogen-containing architectures under mild conditions.

Application

O-(4-Nitrophenyl)hydroxylamine serves as a reliable reagent for the synthesis of nitroso compounds and oximes, enabling efficient coupling in heterocyclic scaffold construction. Its bench-stable nature and tolerance to common functional groups facilitate straightforward purification and integration into multi-step synthetic sequences. The compound functions effectively in electrophilic substitution and condensation reactions, providing access to key intermediates in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      83077-00-3
    • ~99%
    • In-stock
      O-(4-Nitrophenyl)hydroxylamine|CS-W022928
      33543-55-4

    References

    • CAMBREX KARLSKOGA AB; HANSSON, Lars, O.; BERGH, Anders; ELKUND, Lars Patent: WO2010/116140 A1, 2010 ; Location in patent: Page/Page column 47 ;
  • Route2
    • null|null
      100-02-7
    • null|null
      344266-15-5
    • ~73%
    • In-stock
      O-(4-Nitrophenyl)hydroxylamine|CS-W022928
      33543-55-4
    • In-stock
      4-Nitrophenyl benzoate|CS-0207234
      959-22-8

    References

    • Abramovitch, Rudolph A.; Alvernhe, Gerard; Bartnik, Romuald; Dassanayake, Nissanke L.; Inbasekaran, Mutiah N.; Kato, Shiego Journal of the American Chemical Society, 1981 , vol. 103, # 15 p. 4558 - 4565
  • Route3

    References

    • Sheradsky,T. et al. Tetrahedron, 1972 , vol. 28, p. 3833 - 3843

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

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Computational Chemistry Data

  • TPSA   78.39
  • LogP   0.8473
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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