2,3-Dibromo-4-methylpyridine

CAS No. 871483-22-6
Cat. No. CS-M1278
Purity≥98%
MDL No.MFCD09753264

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Description

2,3-Dibromo-4-methylpyridine features a pyridine core with strategically positioned bromo and methyl substituents, enabling selective cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the sterically accessible 4-methyl group enhances regiocontrol in C–H functionalization. This compound serves as a key building block for bioactive heterocycles and advanced materials synthesis under standard conditions.

Application

2,3-Dibromo-4-methylpyridine serves as a versatile building block in heterocyclic synthesis, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. The bromine atoms at the 2- and 3-positions exhibit high reactivity in Suzuki, Stille, and Negishi couplings, while the 4-methyl group provides steric and electronic modulation. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

General Information

CAS No. 871483-22-6
Cat. No. CS-M1278
Purity ≥98%
MDL No. MFCD09753264
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅Br₂N
Molecular Weight 250.92
Synonym(s) 2,3-Dibromo-4-picoline
SMILES BrC1=NC=CC(C)=C1Br

Computational Chemistry Data

TPSA 12.89
LogP 2.91502
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

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 : 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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,3-Dibromo-4-methylpyridine

CAS No. 871483-22-6

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