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CS-W001157 4
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4-Nitroaniline hydrochloride

  • CAS No. 15873-51-5

  • Cat. No. CS-0157620
  • Molecule weight174.58
  • Purity≥98%
  • MDL No.None

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

4-Nitroaniline hydrochloride|CS-0157620

Structure of 15873-51-5

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General Information

  • CAS No. 15873-51-5
  • Cat. No. CS-0157620
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇ClN₂O₂
  • Molecular Weight 174.58
  • Synonym(s) P-NITROANILINE HYDROCHLORIDE
  • SMILES C1=C(C=CC(=C1)[N+](=O)[O-])N.Cl

Description

4-Nitroaniline hydrochloride offers a stable, moisture-tolerant form of the electron-deficient aromatic amine, facilitating straightforward handling and integration into synthetic sequences. The para-nitro group enhances reactivity in electrophilic substitution, while the protonated amine improves solubility in polar solvents. This salt form enables reliable use in pharmaceutical intermediates and dye synthesis under standard conditions.

Application

4-Nitroaniline hydrochloride serves as a stable, bench-ready building block for the synthesis of azo dyes, pharmaceutical intermediates, and functionalized heterocycles. Its anilino functionality enables direct coupling in diazotization reactions, while the protonated amine enhances solubility and facilitates purification. The compound exhibits robust compatibility with standard synthetic protocols, including nucleophilic substitution and transition-metal-catalyzed cross-couplings.

Synthesis

  • Route1
    • null|null
      100-25-4
    • ~96%
    • In-stock
      4-Nitroaniline hydrochloride|CS-0157620
      15873-51-5

    References

    • Pehlivan, Leyla; Metay, Estelle; Laval, Stephane; Dayoub, Wissam; Demonchaux, Patrice; Mignani, Gerard; Lemaire, Marc Tetrahedron, 2011 , vol. 67, # 10 p. 1971 - 1976
  • Route2
    • null|null
      100-01-6
    • ~%
    • In-stock
      4-Nitroaniline hydrochloride|CS-0157620
      15873-51-5

    References

    • TRAVERSO, Enrico Patent: WO2006/69664 A2, 2006 ; Location in patent: Page/Page column 14-16 ;
  • Route3

    References

    • Wang, Gong-Bao; Wang, Lin-Fa; Li, Chao-Zhang; Sun, Jing; Zhou, Guang-Ming; Yang, Da-Cheng Research on Chemical Intermediates, 2012 , vol. 38, # 1 p. 77 - 89

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H336-H361-H370-H412
Precautionary Statements : P260-P261-P264-P270-P271-P273-P280-P304+P340-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.5988
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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