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CS-W001157 4
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4-Acetoxyaniline

  • CAS No. 13871-68-6

  • Cat. No. CS-M2732
  • Purity≥95%
  • MDL No.MFCD08691414

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

4-Acetoxyaniline|CS-M2732

Structure of 13871-68-6

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General Information

  • CAS No. 13871-68-6
  • Cat. No. CS-M2732
  • Purity ≥95%
  • MDL No. MFCD08691414
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) 4-Aminophenyl acetate
  • SMILES NC1=CC=C(OC(C)=O)C=C1

Description

4-Acetoxyaniline features a para-acetate group that stabilizes the aromatic amine, enhancing shelf-life and reducing oxidation susceptibility. This bench-stable derivative integrates readily into amide coupling workflows and serves as a key intermediate for functionalized anilines in pharmaceutical and agrochemical synthesis.

Application

4-Acetoxyaniline serves as a versatile building block in synthetic organic chemistry, enabling direct access to substituted anilines and aromatic heterocycles. Its acetylated amine functionality provides enhanced stability and reduced basicity compared to aniline, facilitating selective transformations. The compound exhibits excellent functional group tolerance and is compatible with standard coupling reactions, making it valuable for the synthesis of pharmaceutical intermediates and dyes.

Synthesis

  • Route1

    References

    • Elhalem, Eleonora; Bailey, Brian N.; Docampo, Roberto; Ujvary, Istvan; Szajnman, Sergio H.; Rodriguez, Juan B. Journal of Medicinal Chemistry, 2002 , vol. 45, # 18 p. 3984 - 3999
  • Route2
    • null|null
      123-30-8
    • null|null
      64-19-7
    • ~95%
    • In-stock
      4-Acetoxyaniline|CS-M2732
      13871-68-6

    References

    • Rana, Surjyakanta; Mallick, Sujata; Rath, Dharitri; Parida Journal of Chemical Sciences, 2012 , vol. 124, # 5 p. 1117 - 1125
  • Route3

    References

    • CV Therapeutics, Inc. Patent: US6573264 B1, 2003 ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.1941
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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