5,6-Dibromo-1H-benzo[d]imidazole

Name: 5,6-Dibromo-1H-benzo[d]imidazole
Brand: ChemScene
Availability: InStock
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CAS No. 74545-26-9
Cat. No. CS-0197404
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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5,6-Dibromo-1H-benzo[d]imidazole|CS-0197404

Structure of 74545-26-9

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General Information

CAS No. 74545-26-9
Cat. No. CS-0197404
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Br₂N₂
Molecular Weight 275.93
Synonym(s) 5,6-DIBROMO-1H-BENZ(D)IMIDAZOLE
SMILES C1=C(C(=CC2=C1NC=N2)Br)Br

Description

5,6-Dibromo-1H-benzo[d]imidazole features two bromine atoms at the 5 and 6 positions of the imidazole ring, enhancing electrophilicity for cross-coupling reactions. This bench-stable heterocycle integrates readily into pharmaceutical intermediates and materials science applications, offering predictable reactivity under standard conditions.

Application

5,6-Dibromo-1H-benzo[d]imidazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to brominated aromatic scaffolds via Pd-catalyzed cross-coupling reactions. The dibrominated core provides orthogonal functionalization sites for sequential derivatization, while the benzoimidazole framework offers inherent stability and compatibility with diverse reaction conditions. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for medicinal chemistry and materials science applications requiring precise substitution patterns.

Synthesis

Route1
- 64-18-6
- In-stock
  
  49764-63-8
- ~%
- In-stock
  
  74545-26-9
References
- Weygand et al. Zeitschrift fuer Naturforschung, 1951 , vol. 6b, p. 25,33

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 28.68
LogP 3.0879
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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5,6-Dibromo-1H-benzo[d]imidazole

CAS No. 74545-26-9

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