2-Bromo-6-phenylpyridine

Name: 2-Bromo-6-phenylpyridine
Brand: ChemScene
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CAS No. 39774-26-0
Cat. No. CS-0095767
Purity≥96%
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 39774-26-0

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General Information

CAS No. 39774-26-0
Cat. No. CS-0095767
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈BrN
Molecular Weight 234.09
Synonym(s) Pyridine, 2-bromo-6-phenyl-
SMILES BrC1=NC(C2=CC=CC=C2)=CC=C1

Description

2-Bromo-6-phenylpyridine is a bench-stable heteroaryl bromide featuring a phenyl group at the 6-position and a bromine atom at the 2-position of the pyridine ring. This configuration enables efficient coupling in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig transformations. The electron-deficient pyridine core enhances reactivity, while the para-substituted phenyl moiety provides steric and electronic stability. Designed for synthetic efficiency in medicinal chemistry and materials science applications.

Application

2-Bromo-6-phenylpyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its bromine substituent facilitates palladium-catalyzed coupling with boronic acids, stannanes, and other nucleophiles under standard conditions. The phenyl group enhances π-conjugation and provides structural rigidity, making this compound valuable for synthesizing pharmaceutical intermediates and functional materials. Bench-stable and readily purified by recrystallization or chromatography, it functions reliably in multi-step synthetic sequences.

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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Computational Chemistry Data

TPSA 12.89
LogP 3.5111
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Ligands for Functional Metal Complexes Phenylpyridine Ligands

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2-Bromo-6-phenylpyridine

CAS No. 39774-26-0

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