2-Chloro-4,6-dimethyl-3-nitropyridine

Name: 2-Chloro-4,6-dimethyl-3-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 89793-09-9
Cat. No. CS-0153161
Molecule weight186.60
Purity≥98%
MDL No.MFCD18261551

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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2-Chloro-4,6-dimethyl-3-nitropyridine|CS-0153161

Structure of 89793-09-9

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General Information

CAS No. 89793-09-9
Cat. No. CS-0153161
Purity ≥98%
MDL No. MFCD18261551
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₂
Molecular Weight 186.60
Synonym(s) 6-chloro-2,4-dimethyl-5-nitropyridine
SMILES CC1=CC(=NC(=C1[N+](=O)[O-])Cl)C

Description

2-Chloro-4,6-dimethyl-3-nitropyridine features a sterically hindered pyridine core with electron-deficient character, enabling selective coupling reactions. The chloro group at C2 facilitates nucleophilic substitution under mild conditions, while the para-nitro and methyl substituents enhance reactivity and stability. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and functional materials.

Application

2-Chloro-4,6-dimethyl-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. Its ortho-chloro group exhibits high reactivity in Suzuki, Stille, and Negishi transformations, while the 3-nitro and 4,6-dimethyl substituents provide steric and electronic modulation. The compound demonstrates excellent bench stability, simplifies purification, and functions reliably in multi-step synthetic sequences for pharmaceutical and agrochemical intermediates.

Synthesis

Route1
- In-stock
  
  22934-13-0
- ~88%
- In-stock
  
  89793-09-9
References
- Shimojo, Masato; Taniguchi, Kana Patent: US2003/236260 A1, 2003 ; Location in patent: Page 21 ; US 20030236260 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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 56.03
LogP 2.26004
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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2-Chloro-4,6-dimethyl-3-nitropyridine

CAS No. 89793-09-9

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