2-Bromo-4-phenylpyridine

Name: 2-Bromo-4-phenylpyridine
Brand: ChemScene
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CAS No. 54151-74-5
Cat. No. CS-0006601
Purity≥98%
MDL No.MFCD00235159

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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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General Information

CAS No. 54151-74-5
Cat. No. CS-0006601
Purity ≥98%
MDL No. MFCD00235159
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈BrN
Molecular Weight 234.09
Synonym(s) Methyl 2-bromo-4-phenylpyridine
SMILES BrC1=NC=CC(C2=CC=CC=C2)=C1

Description

2-Bromo-4-phenylpyridine features a bromine atom at the 2-position and a phenyl group at the 4-position of the pyridine ring, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. This electron-deficient heterocycle offers high reactivity and stability under standard conditions, facilitating the synthesis of complex biaryl architectures in medicinal chemistry and materials science applications.

Application

2-Bromo-4-phenylpyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. Its phenyl-substituted pyridine framework provides enhanced stability and favorable electronic properties for late-stage functionalization in medicinal chemistry and materials science applications. The bromine handle offers high reactivity with palladium catalysts while maintaining bench stability and compatibility with common protecting groups.

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 3.5111
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

Key Words

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2-Bromo-4-phenylpyridine

CAS No. 54151-74-5

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