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CS-W001157 4
Total: USD 88.00

4-Fluoro-5-nitrobenzene-1,2-diamine

  • CAS No. 113269-06-0

  • Cat. No. CS-0112094
  • Purity≥97%
  • MDL No.MFCD00828924

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

4-Fluoro-5-nitrobenzene-1,2-diamine|CS-0112094

Structure of 113269-06-0

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General Information

  • CAS No. 113269-06-0
  • Cat. No. CS-0112094
  • Purity ≥97%
  • MDL No. MFCD00828924
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆FN₃O₂
  • Molecular Weight 171.13
  • Synonym(s) 4-Fluoro-5-nitrobenzene-1,2-diamine , Tech.
  • SMILES NC1=CC([N+]([O-])=O)=C(F)C=C1N

Description

4-Fluoro-5-nitrobenzene-1,2-diamine features a fluorinated aromatic core with complementary electron-withdrawing nitro and electron-donating amino groups. This strategic substitution pattern enables direct coupling in cross-coupling reactions and facilitates incorporation into functionalized scaffolds for pharmaceutical and materials applications.

Application

4-Fluoro-5-nitrobenzene-1,2-diamine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted quinoline and isoquinoline scaffolds via cyclization reactions. The ortho-diamine functionality facilitates palladium-catalyzed coupling processes, while the fluorine and nitro groups offer orthogonal reactivity for downstream functionalization. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step synthetic sequences for advanced pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      113269-03-7
    • ~92%
    • In-stock
      4-Fluoro-5-nitrobenzene-1,2-diamine|CS-0112094
      113269-06-0

    References

    • Nasielski-Hinkens, Raymonde; Leveque, Pierre; Castelet, Daniel; Nasielski, Jacques Heterocycles, 1987 , vol. 26, # 9 p. 2433 - 2442
  • Route2

    References

    • Heterocycles, , vol. 26, # 9 p. 2433 - 2442
  • Route3

    References

    • Heterocycles, , vol. 26, # 9 p. 2433 - 2442

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   95.18
  • LogP   0.8983
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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