2,6-Dibromo-3,5-dimethylpyridine

Name: 2,6-Dibromo-3,5-dimethylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 117846-58-9
Cat. No. CS-0145211
Purity≥98%
MDL No.MFCD00234283

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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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2,6-Dibromo-3,5-dimethylpyridine|CS-0145211

Structure of 117846-58-9

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General Information

CAS No. 117846-58-9
Cat. No. CS-0145211
Purity ≥98%
MDL No. MFCD00234283
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇Br₂N
Molecular Weight 264.95
Synonym(s) 3,5-Dimethyl-2,6-dibromopyridine
SMILES CC1=C(Br)N=C(Br)C(C)=C1

Description

2,6-Dibromo-3,5-dimethylpyridine features two bromine atoms at the 2 and 6 positions flanking a pyridine ring, with methyl groups at the 3 and 5 positions. This electron-deficient heterocycle serves as a robust scaffold for cross-coupling reactions, offering enhanced stability and regioselective functionalization under palladium-catalyzed conditions.

Application

2,6-Dibromo-3,5-dimethylpyridine 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 positions facilitate selective functionalization, while the methyl groups provide steric and electronic modulation. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- 591-22-0
- ~81%
- In-stock
  
  117846-58-9
References
- Zheng, Chunhong; Liu, Gang; Pu, Shouzhi Tetrahedron Letters, 2013 , vol. 54, # 43 p. 5791 - 5794
Route2
- 591-22-0
- ~50%
- In-stock
  
  92992-85-3
- In-stock
  
  117846-58-9
References
- Zeitschrift fuer Chemie (Stuttgart, Germany), , vol. 28, # 2 p. 59 - 60

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 3.22344
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-3,5-dimethylpyridine

CAS No. 117846-58-9

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