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CS-W001157 4
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1,2,5-Trichloro-3-nitrobenzene

  • CAS No. 34283-94-8

  • Cat. No. CS-0168030
  • Purity≥98%
  • MDL No.MFCD00456797

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

1,2,5-Trichloro-3-nitrobenzene|CS-0168030

Structure of 34283-94-8

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General Information

  • CAS No. 34283-94-8
  • Cat. No. CS-0168030
  • Purity ≥98%
  • MDL No. MFCD00456797
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Cl₃NO₂
  • Molecular Weight 226.44
  • Synonym(s) 2,3,5-Trichloronitrobenzene
  • SMILES O=[N+](C1=C(Cl)C(Cl)=CC(Cl)=C1)[O-]

Description

1,2,5-Trichloro-3-nitrobenzene features a highly electron-deficient aromatic core stabilized by three chlorine substituents and a nitro group at the 3-position. This configuration enables direct electrophilic substitution reactions under mild conditions, facilitating rapid incorporation into complex molecular architectures. The compound exhibits excellent bench stability and tolerance to moisture, streamlining its use in multi-step syntheses.

Application

1,2,5-Trichloro-3-nitrobenzene serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of complex heterocycles and functionalized aromatic systems. Its three chlorine atoms provide orthogonal sites for palladium-catalyzed cross-coupling reactions, while the nitro group facilitates selective reduction and subsequent derivatization. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
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      120-82-1
    • ~%
    • 2,4,5-Trichloronitrobenzene|CS-0204672
      89-69-0
    • In-stock
      1,2,5-Trichloro-3-nitrobenzene|CS-0168030
      34283-94-8
    • null|null
      27864-13-7

    References

    • Suzuki; Mori; Maeda Synthesis, 1994 , # 8 p. 841 - 845
  • Route2
    • null|null
      62406-69-3
    • ~%
    • In-stock
      1,2,5-Trichloro-3-nitrobenzene|CS-0168030
      34283-94-8

    References

    • Goeker, Hakan; Alp, Mehmet; Ates-Alagoez, Zeynep; Yildiz, Sulhiye Journal of Heterocyclic Chemistry, 2009 , vol. 46, # 5 p. 936 - 948
  • Route3

    References

    • Hodgson; Kershaw Journal of the Chemical Society, 1929 , p. 2918; Journal of the Chemical Society, 1930 , p. 1419

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.555
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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