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CS-W001157 4
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2-Chloro-4-methyl-5-nitropyridine

  • CAS No. 23056-33-9

  • Cat. No. CS-D0901
  • Purity≥98%
  • MDL No.MFCD00010688

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

2-Chloro-4-methyl-5-nitropyridine|CS-D0901

Structure of 23056-33-9

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General Information

  • CAS No. 23056-33-9
  • Cat. No. CS-D0901
  • Purity ≥98%
  • MDL No. MFCD00010688
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) 2-Chloro-5-nitro-4-picoline; 2-Chloro-4-methyl-5-nitropyridine
  • SMILES ClC1=CC(C)=C([N+]([O-])=O)C=N1

Description

2-Chloro-4-methyl-5-nitropyridine features a pyridine core functionalized with chlorine, methyl, and nitro groups at the 2-, 4-, and 5-positions respectively. This electron-deficient heterocycle serves as a key intermediate in medicinal chemistry, enabling direct coupling reactions through the chloro group while the nitro moiety facilitates downstream transformations. The methyl substituent enhances solubility and modulates reactivity.

Application

2-Chloro-4-methyl-5-nitropyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine functionality. The ortho-chloro group facilitates efficient C–C and C–N bond formation under standard conditions, while the methyl and nitro substituents provide steric and electronic modulation. This compound exhibits good bench stability and is compatible with common protecting group strategies, making it valuable for constructing heterocyclic scaffolds in API development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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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