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CS-W001157 4
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4-Fluoro-2-nitroaniline

  • CAS No. 364-78-3

  • Cat. No. CS-W014364
  • Purity≥98%
  • MDL No.MFCD00007830

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

4-Fluoro-2-nitroaniline|CS-W014364

Structure of 364-78-3

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General Information

  • CAS No. 364-78-3
  • Cat. No. CS-W014364
  • Purity ≥98%
  • MDL No. MFCD00007830
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FN₂O₂
  • Molecular Weight 156.11
  • Synonym(s) Benzenamine, 4-fluoro-2-nitro-
  • SMILES NC1=CC=C(F)C=C1[N+]([O-])=O

Description

4-Fluoro-2-nitroaniline features a strategically positioned fluorine atom and nitro group on the aromatic ring, enabling selective electrophilic substitution and serving as a key intermediate in the synthesis of pharmaceuticals and agrochemicals. This bench-stable compound integrates readily into multi-step sequences under standard conditions.

Application

4-Fluoro-2-nitroaniline serves as a versatile building block in medicinal chemistry, enabling direct introduction of both fluorine and nitro functionalities into aromatic scaffolds. Its reactivity facilitates standard reductions to the corresponding amine, which can be further employed in Suzuki-Miyaura couplings, Ullmann reactions, or heterocycle formation. The molecule exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Leyva, Socorro; Castanedo, Victor; Leyva, Elisa Journal of Fluorine Chemistry, 2003 , vol. 121, # 2 p. 171 - 175
  • Route2

    References

    • Protiva, Miroslav; Jilek, Jiri; Rajsner, Miroslav; Pomykacek, Josef; Ryska, Miroslav; et al. Collection of Czechoslovak Chemical Communications, 1986 , vol. 51, # 3 p. 698 - 722
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 61, # 2 p. 442 - 443

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.3161
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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