2,6-Dibromo-4-methylpyridine

Name: 2,6-Dibromo-4-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 73112-16-0
Cat. No. CS-W008915
Purity≥95%
MDL No.MFCD11036225

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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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Structure of 73112-16-0

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General Information

CAS No. 73112-16-0
Cat. No. CS-W008915
Purity ≥95%
MDL No. MFCD11036225
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅Br₂N
Molecular Weight 250.92
Synonym(s) 2,6-Dibromo-4-picoline; 2,6-Dibromo-4-methylp
SMILES CC1=CC(Br)=NC(Br)=C1

Description

2,6-Dibromo-4-methylpyridine features a pyridine core with strategically positioned bromine atoms and a methyl group, enabling selective functionalization in cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the steric protection from the methyl substituent enhances regioselectivity. This compound serves as a key building block for bioactive heterocycles and advanced materials.

Application

2,6-Dibromo-4-methylpyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. The ortho-bromine substituents provide high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl group enhances electronic modulation and metabolic stability in downstream applications. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses for medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  4664-16-8
- ~34%
- In-stock
  
  73112-16-0
References
- Fallahpour Synthesis, 2000 , # 12 p. 1665 - 1667
Route2
- 856835-83-1
- ~%
- In-stock
  
  73112-16-0
References
- Journal of the Chemical Society, , p. 631,635

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 12.89
LogP 2.91502
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,6-Dibromo-4-methylpyridine

CAS No. 73112-16-0

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