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CS-W001157 4
Total: USD 88.00

4,5-Dichloro-2-nitrophenol

  • CAS No. 39224-65-2

  • Cat. No. CS-0060123
  • Purity≥98%
  • MDL No.None

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

4,5-Dichloro-2-nitrophenol|CS-0060123

Structure of 39224-65-2

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General Information

  • CAS No. 39224-65-2
  • Cat. No. CS-0060123
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂NO₃
  • Molecular Weight 208.00
  • Synonym(s) ,5-Dichloro-2-nitrophenol
  • SMILES C1=C(C(=CC(=C1[N+](=O)[O-])O)Cl)Cl

Description

4,5-Dichloro-2-nitrophenol features a nitro group flanked by two chlorine substituents on the aromatic ring, conferring strong electron-withdrawing character. This configuration enhances reactivity in nucleophilic substitution and facilitates incorporation into complex heterocycles. The compound exhibits bench-stable handling properties under standard conditions and serves as a key intermediate in agrochemical and pharmaceutical synthesis pathways.

Application

4,5-Dichloro-2-nitrophenol serves as a valuable building block in the synthesis of heterocyclic scaffolds and functionalized aromatic compounds. Its dual electron-withdrawing nitro and chlorine substituents enhance electrophilicity, facilitating nucleophilic aromatic substitution and palladium-catalyzed coupling reactions. The compound exhibits good bench stability and is compatible with standard purification methods, enabling efficient integration into multi-step synthetic sequences for pharmaceutical and agrochemical research.

Synthesis

  • Route1
    • null|null
      95-77-2
    • ~39%
    • In-stock
      4,5-Dichloro-2-nitrophenol|CS-0060123
      39224-65-2

    References

    • Lerman, Lena; Weinstock-Rosin, Marta; Nudelman, Abraham Synthesis, 2004 , # 18 p. 3043 - 3046
  • Route2
    • 1,2-Dichloro-4,5-dinitrobenzene|CS-W012866
      6306-39-4
    • ~87%
    • In-stock
      4,5-Dichloro-2-nitrophenol|CS-0060123
      39224-65-2

    References

    • Blasko, Andrei; Bunton, Clifford A.; Gillitt, Nichollas D.; Bacaloglu, Radu; Yunes, Santiago F.; Zucco, Cesar Journal of the Brazilian Chemical Society, 2013 , vol. 24, # 7 p. 1146 - 1159
  • Route3

    References

    • Makosza, Mieczyslaw; Sienkiewicz, Krzysztof Journal of Organic Chemistry, 1998 , vol. 63, # 13 p. 4199 - 4208

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   2.6072
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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