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CS-W001157 4
Total: USD 88.00

5-Chloro-2-nitrophenol

  • CAS No. 611-07-4

  • Cat. No. CS-W003599
  • Purity≥98%
  • MDL No.MFCD09260849

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

5-Chloro-2-nitrophenol|CS-W003599

Structure of 611-07-4

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General Information

  • CAS No. 611-07-4
  • Cat. No. CS-W003599
  • Purity ≥98%
  • MDL No. MFCD09260849
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO₃
  • Molecular Weight 173.55
  • Synonym(s) Phenol, 5-chloro-2-nitro-
  • SMILES OC1=CC(Cl)=CC=C1[N+]([O-])=O

Description

5-Chloro-2-nitrophenol is a chlorinated nitrophenol featuring a nitro group at the ortho position relative to the hydroxyl, enhancing electrophilic reactivity. This electron-deficient aromatic system facilitates efficient coupling in cross-coupling and cyclization reactions. The compound exhibits bench-stable handling with good solubility in common organic solvents, enabling straightforward integration into synthetic sequences for pharmaceutical intermediates and specialty dyes.

Application

5-Chloro-2-nitrophenol serves as a versatile building block in synthetic organic chemistry, enabling direct access to substituted heterocycles and pharmaceutical intermediates. Its ortho-nitro and para-chloro functionalities provide orthogonal reactivity for sequential transformations, including nucleophilic aromatic substitution and catalytic coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      611-06-3
    • ~78%
    • In-stock
      5-Chloro-2-nitrophenol|CS-W003599
      611-07-4

    References

    • Hoechst Aktiengesellschaft Patent: US4310711 A1, 1982 ;
  • Route2
    • null|null
      108-43-0
    • ~87%
    • In-stock
      5-Chloro-2-nitrophenol|CS-W003599
      611-07-4

    References

    • Pourali, Ali Reza; Fatemi, Fatemeh Chinese Chemical Letters, 2010 , vol. 21, # 11 p. 1283 - 1286
  • Route3
    • null|null
      108-43-0
    • ~20%
    • In-stock
      5-Chloro-2-nitrophenol|CS-W003599
      611-07-4
    • In-stock
      3-Chloro-4-nitrophenol|CS-W008663
      491-11-2

    References

    • Journal fuer Praktische Chemie/Chemiker-Zeitung, , vol. 340, # 6 p. 530 - 535

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

Quality Control

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   1.9538
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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