2-(2-Bromophenyl)-1H-benzo[d]imidazole

Name: 2-(2-Bromophenyl)-1H-benzo[d]imidazole
Brand: ChemScene
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CAS No. 13275-42-8
Cat. No. CS-0156672
Purity≥98%
MDL No.MFCD00449969

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-(2-Bromophenyl)-1H-benzo[d]imidazole|CS-0156672

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General Information

CAS No. 13275-42-8
Cat. No. CS-0156672
Purity ≥98%
MDL No. MFCD00449969
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₉BrN₂
Molecular Weight 273.13
Synonym(s) 2-(2-Bromophenyl)-1H-benzimidazole
SMILES C1=CC=C(C(=C1)C2=NC3=CC=CC=C3N2)Br

Description

2-(2-Bromophenyl)-1H-benzo[d]imidazole features a brominated phenyl moiety fused to a benzoimidazole core, delivering enhanced electron-withdrawing character and structural rigidity. This configuration supports efficient coupling in transition-metal-catalyzed reactions, enabling direct access to complex heterocyclic scaffolds under standard conditions.

Application

2-(2-Bromophenyl)-1H-benzo[d]imidazole serves as a versatile building block for constructing biaryl- and heterocycle-containing scaffolds in medicinal chemistry. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the synthesis of complex molecular architectures with high functional group tolerance and bench stability. Its rigid fused-ring structure supports predictable reactivity in standard coupling protocols, making it well-suited for late-stage functionalization and API intermediate development.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P280-P302+P352-P330

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Computational Chemistry Data

TPSA 28.68
LogP 3.9924
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Benzimidazoles

Key Words

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2-(2-Bromophenyl)-1H-benzo[d]imidazole

CAS No. 13275-42-8

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