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CS-W001157 4
Total: USD 88.00

4-Amino-3-nitrophenol

  • CAS No. 610-81-1

  • Cat. No. CS-D1352
  • Purity≥98%
  • MDL No.MFCD00066310

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

4-Amino-3-nitrophenol|CS-D1352

Structure of 610-81-1

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General Information

  • CAS No. 610-81-1
  • Cat. No. CS-D1352
  • Purity ≥98%
  • MDL No. MFCD00066310
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.13
  • Synonym(s) None
  • SMILES OC1=CC=C(N)C([N+]([O-])=O)=C1

Description

4-Amino-3-nitrophenol was used in the synthesis of benzimidazole based Factor Xa (trypsin-like serine protease) inhibitors and 4-(4-amino-3-nitrophenoxy)phthalonitrile. It was also employed as matrix during visible matrix-assisted laser desorption/ionization mass spectrometry.

Application

4-Hydroxy-2-nitroaniline serves as a versatile building block in synthetic organic chemistry, enabling access to functionalized heterocycles and pharmaceutical intermediates. Its ortho-dinitro substitution pattern supports controlled reduction and coupling reactions, while the phenolic hydroxyl group offers sites for derivatization. The compound exhibits sufficient bench stability for routine handling and purification, facilitating integration into multi-step syntheses requiring selective functional group manipulation.

Synthesis

  • Route1
    • null|null
      123-30-8
    • ~51%
    • null|null
      119-34-6
    • In-stock
      4-Amino-3-nitrophenol|CS-D1352
      610-81-1

    References

    • Tetrahedron Letters, , vol. 47, # 38 p. 6879 - 6881
  • Route2
    • 4-Acetamido-3-nitrophenyl acetate|CS-0576193
      2243-69-8
    • ~%
    • In-stock
      4-Amino-3-nitrophenol|CS-D1352
      610-81-1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 43, p. 74
  • Route3
    • 3-Nitro-4-acetamidophenol|CS-0700198
      7403-75-0
    • ~%
    • In-stock
      4-Amino-3-nitrophenol|CS-D1352
      610-81-1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 129, p. 211,229

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H317-H319-H401-H411
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P305+P351+P338-P330-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   89.39
  • LogP   0.8826
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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