2-(4-Pyridyl)benzimidazole

Name: 2-(4-Pyridyl)benzimidazole
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CAS No. 2208-59-5
Cat. No. CS-0073067
Purity≥95%
MDL No.MFCD00453948

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General Information

CAS No. 2208-59-5
Cat. No. CS-0073067
Purity ≥95%
MDL No. MFCD00453948
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₉N₃
Molecular Weight 195.23
Synonym(s) 2-(Pyridin-4-yl)-1H-benzo[d]imidazole
SMILES N=1C=CC(=CC1)C2=NC=3C=CC=CC3N2

Description

2-Pyridin-4-yl-1H-benzimidazole integrates a pyridyl heterocycle with a benzimidazole core, delivering enhanced electron delocalization and coordination versatility. This rigid, planar scaffold exhibits strong π-stacking propensity and stable chelation potential, making it ideal for metal-ligand frameworks, catalytic systems, and functional materials in organic electronics and medicinal chemistry applications.

Application

2-Pyridin-4-yl-1H-benzimidazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of biologically active scaffolds through palladium-catalyzed cross-coupling reactions. Its structural rigidity and dual nitrogen donor sites enhance metal coordination for catalyst design, while its bench stability and ease of purification support scalable synthesis. Functions effectively in C–H functionalization and as a ligand in transition metal catalysis.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 41.57
LogP 2.6249
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Key Words

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2-(4-Pyridyl)benzimidazole

CAS No. 2208-59-5

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