2-Bromo-6-ethynylpyridine

Name: 2-Bromo-6-ethynylpyridine
Brand: ChemScene
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CAS No. 445468-63-3
Cat. No. CS-0158553
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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Structure of 445468-63-3

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Description

2-Bromo-6-ethynylpyridine features a bromine substituent and terminal alkyne group positioned ortho to each other on the pyridine ring, enabling efficient copper-catalyzed coupling reactions. The electron-deficient pyridine core enhances reactivity in cross-coupling processes, while the ethynyl moiety provides a robust handle for further functionalization. This compound serves as a key building block in synthesizing conjugated systems for materials science and pharmaceutical applications.

Application

2-Bromo-6-ethynylpyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of conjugated biaryl and heteroaryl architectures. The bromine and terminal alkyne functionalities offer orthogonal reactivity, facilitating sequential coupling strategies. Its bench-stable nature and compatibility with palladium- and copper-based catalysis make it well-suited for iterative synthesis of complex scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 445468-63-3
Cat. No. CS-0158553
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrN
Molecular Weight 182.02
Synonym(s) PYRIDINE,2-BROMO-6-ETHYNYL
SMILES C#CC1=NC(=CC=C1)Br

Computational Chemistry Data

TPSA 12.89
LogP 1.8254
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-6-ethynylpyridine

CAS No. 445468-63-3

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