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CS-W001157 4
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2-Chloro-6-nitropyridine

  • CAS No. 94166-64-0

  • Cat. No. CS-D1658
  • Purity≥97%
  • MDL No.MFCD04114207

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

2-Chloro-6-nitropyridine|CS-D1658

Structure of 94166-64-0

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General Information

  • CAS No. 94166-64-0
  • Cat. No. CS-D1658
  • Purity ≥97%
  • MDL No. MFCD04114207
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₂O₂
  • Molecular Weight 158.54
  • Synonym(s) 2-Nitro-6-chloropyridine
  • SMILES O=[N+](C1=CC=CC(Cl)=N1)[O-]

Description

2-Chloro-6-nitropyridine features a strategically positioned chloro group and electron-deficient nitro moiety on the pyridine ring, enabling selective nucleophilic substitution reactions. This bench-stable heterocycle integrates readily into synthetic pathways requiring orthogonal reactivity, particularly in medicinal chemistry and agrochemical development.

Application

2-Chloro-6-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling regioselective functionalization at the C-2 position via nucleophilic substitution. Its chlorine and nitro groups exhibit complementary reactivity, facilitating sequential transformations in medicinal chemistry and agrochemical research. The compound demonstrates excellent bench stability and compatibility with standard coupling protocols, simplifying purification and scale-up.

Synthesis

  • Route1

    References

    • US6689909 B1, ; Page column 61 ; US 6689909 B1

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   56.03
  • LogP   1.6432
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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