5-Chloro-2-methyl-3-nitropyridine

Name: 5-Chloro-2-methyl-3-nitropyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1211533-93-5
Cat. No. CS-0010326
Molecule weight172.57
Purity≥97%
MDL No.MFCD18255264

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Chloro-2-methyl-3-nitropyridine|CS-0010326

Structure of 1211533-93-5

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General Information

CAS No. 1211533-93-5
Cat. No. CS-0010326
Purity ≥97%
MDL No. MFCD18255264
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClN₂O₂
Molecular Weight 172.57
Synonym(s) None
SMILES CC1=NC=C(Cl)C=C1[N+]([O-])=O

Description

5-Chloro-2-methyl-3-nitropyridine features a nitro group at C3 and a chlorine atom at C5, creating a highly electron-deficient pyridine core. This configuration enables efficient coupling in cross-coupling reactions, particularly in palladium-catalyzed transformations. The methyl group enhances solubility and provides a handle for further functionalization. Bench-stable under standard conditions, it serves as a key building block in the synthesis of pharmaceutical intermediates and agrochemicals.

Application

5-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 electron-withdrawing nitro group enhances electrophilicity at C5, while the methyl substituent provides a handle for further functionalization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to substituted pyridine scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  21427-62-3
- 105-53-3
- ~%
- In-stock
  
  1211533-93-5
References
- WO2012/149102 A1, ; Page/Page column 47 ; WO 2012/149102 A1

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-P330-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

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Chloro-2-methyl-3-nitropyridine

CAS No. 1211533-93-5

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