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CS-W001157 4
Total: USD 88.00

5-Chloro-2-nitroanisole

  • CAS No. 6627-53-8

  • Cat. No. CS-W007477
  • Purity≥97%
  • MDL No.MFCD00007288

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

5-Chloro-2-nitroanisole|CS-W007477

Structure of 6627-53-8

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General Information

  • CAS No. 6627-53-8
  • Cat. No. CS-W007477
  • Purity ≥97%
  • MDL No. MFCD00007288
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₃
  • Molecular Weight 187.58
  • Synonym(s) 4-Chloro-2-methoxy-1-nitrobenzene
  • SMILES COC1=CC(Cl)=CC=C1[N+]([O-])=O

Description

5-Chloro-2-nitroanisole features a chlorinated aromatic ring with complementary electron-withdrawing nitro and electron-donating methoxy groups, enabling selective cross-coupling reactions under standard conditions. This bench-stable derivative delivers precise regiocontrol in C–C bond formation, particularly valuable in medicinal chemistry scaffolds.

Application

5-Chloro-2-nitroanisole serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted heterocycles and aromatic scaffolds. Its ortho-nitro and para-chloro functionalities offer complementary reactivity for sequential functionalization—particularly in palladium-catalyzed coupling reactions and nucleophilic substitution processes. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Liebigs Annalen der Chemie, , p. 203 - 208
  • Route2
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      610-40-2
    • ~%
    • In-stock
      5-Chloro-2-nitroanisole|CS-W007477
      6627-53-8

    References

    • Gazzetta Chimica Italiana, , vol. 63, p. 612,620
  • Route3
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      121-73-3
    • ~%
    • In-stock
      5-Chloro-2-nitroanisole|CS-W007477
      6627-53-8

    References

    • Gazzetta Chimica Italiana, , vol. 63, p. 612,620

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H350
Precautionary Statements : P264-P270-P280-P280

Quality Control

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   2.2568
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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