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CS-W001157 4
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6-Chloro-2-methyl-3-nitropyridine

  • CAS No. 22280-60-0

  • Cat. No. CS-D0965
  • Purity≥98%
  • MDL No.MFCD00234160

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

6-Chloro-2-methyl-3-nitropyridine|CS-D0965

Structure of 22280-60-0

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General Information

  • CAS No. 22280-60-0
  • Cat. No. CS-D0965
  • Purity ≥98%
  • MDL No. MFCD00234160
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 6-Chloro-3-nitro-2-picoline
  • SMILES O=[N+](C1=CC=C(Cl)N=C1C)[O-]

Description

6-Chloro-2-methyl-3-nitropyridine features a strategically positioned nitro group and chloro substituent on a pyridine core, enabling selective functionalization in medicinal chemistry. The electron-deficient ring facilitates nucleophilic substitution, while the methyl group enhances metabolic stability. This scaffold serves as a key intermediate in developing bioactive heterocycles under standard conditions.

Application

6-Chloro-2-methyl-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine moiety. The nitro group facilitates subsequent reduction and functionalization, while the methyl substituent provides steric and electronic modulation. This compound exhibits good bench stability and compatibility with standard synthetic protocols, making it well-suited for the construction of complex pyridine-based scaffolds in medicinal chemistry and agrochemical research.

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

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.95162
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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