2,3-Dibromo-5,6-dimethylpyridine

Name: 2,3-Dibromo-5,6-dimethylpyridine
Brand: ChemScene
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CAS No. 117846-56-7
Cat. No. CS-0061216
Purity≥97%
MDL No.None

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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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2,3-Dibromo-5,6-dimethylpyridine|CS-0061216

Structure of 117846-56-7

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General Information

CAS No. 117846-56-7
Cat. No. CS-0061216
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇Br₂N
Molecular Weight 264.95
Synonym(s) 5,6-Dibromo-2,3-dimethylpyridine
SMILES CC1=CC(=C(Br)N=C1C)Br

Description

2,3-Dibromo-5,6-dimethylpyridine features a highly substituted pyridine core with bromine atoms at the 2 and 3 positions and methyl groups flanking the nitrogen. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, offering robust reactivity under mild conditions. The steric bulk from the methyl substituents enhances regioselectivity and improves stability during handling.

Application

2,3-Dibromo-5,6-dimethylpyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the pyridine ring due to its activated bromine substituents. The molecule exhibits enhanced bench stability and facilitates palladium-catalyzed cross-coupling reactions with high regioselectivity, making it valuable for constructing complex nitrogen-containing scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  583-61-9
- ~33%
- In-stock
  
  117846-56-7
- In-stock
  
  27063-90-7
References
- Dunn, Allan D.; Guillermic, Sandrine Zeitschrift fuer Chemie (Stuttgart, Germany), 1988 , 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-P330-P362+P364-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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2,3-Dibromo-5,6-dimethylpyridine

CAS No. 117846-56-7

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