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CS-W001157 4
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2-Amino-6-nitrophenol

  • CAS No. 603-87-2

  • Cat. No. CS-W006667
  • Purity≥96%
  • MDL No.MFCD02751769

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

2-Amino-6-nitrophenol|CS-W006667

Structure of 603-87-2

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General Information

  • CAS No. 603-87-2
  • Cat. No. CS-W006667
  • Purity ≥96%
  • MDL No. MFCD02751769
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) NSC 87541
  • SMILES NC1=C(O)C([N+]([O-])=O)=CC=C1

Description

2-Amino-6-nitrophenol features a strategically positioned nitro group that imparts strong electron-withdrawing character, enhancing reactivity in electrophilic substitution. The ortho-amino functionality enables facile coupling and coordination, making this compound valuable for synthesizing dyes, pharmaceutical intermediates, and functional materials under standard conditions.

Application

2-Amino-6-nitrophenol serves as a key intermediate in the synthesis of azo dyes and pharmaceuticals, enabling direct coupling reactions due to its ortho-amino and nitro functionality. The molecule exhibits good bench stability and facilitates selective transformations under standard conditions, with the amino group readily undergoing acylation, diazotization, or electrophilic substitution. Its dual functional groups support versatile reactivity in heterocyclic scaffold construction and provide a robust platform for downstream derivatization in medicinal chemistry workflows.

Synthesis

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      2-Amino-6-nitrophenol|CS-W006667
      603-87-2

    References

    • Justus Liebigs Annalen der Chemie, , vol. 205, p. 72
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      2-Amino-6-nitrophenol|CS-W006667
      603-87-2

    References

    • Chemische Berichte, , vol. 47, p. 1007
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    • In-stock
      2-Amino-6-nitrophenol|CS-W006667
      603-87-2

    References

    • Chemische Berichte, , vol. 47, p. 1007

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

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