2-Bromo-1H-imidazole-4,5-dicarbonitrile

Name: 2-Bromo-1H-imidazole-4,5-dicarbonitrile
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CAS No. 50847-09-1
Cat. No. CS-W021591
Molecule weight196.99
Purity≥97%
MDL No.MFCD00174288

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2-Bromo-1H-imidazole-4,5-dicarbonitrile|CS-W021591

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General Information

CAS No. 50847-09-1
Cat. No. CS-W021591
Purity ≥97%
MDL No. MFCD00174288
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅HBrN₄
Molecular Weight 196.99
Synonym(s) 2-Bromo-4,5-dicyanoimidazole
SMILES N#CC1=C(C#N)NC(Br)=N1

Description

2-Bromo-1H-imidazole-4,5-dicarbonitrile features a rigid imidazole core flanked by two electron-deficient nitrile groups and a bromine substituent at the 2-position. This configuration enables direct incorporation into cross-coupling reactions and facilitates the construction of complex heterocyclic scaffolds under standard conditions.

Application

2-Bromo-1H-imidazole-4,5-dicarbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted imidazoles via palladium-catalyzed cross-coupling reactions. The bromo group facilitates reliable C–C and C–N bond formation, while the dual nitrile functionalities offer enhanced reactivity in cyclization and functionalization processes. Its bench-stable crystalline form supports straightforward handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 76.26
LogP 0.91556
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Nucleic Acid Chemistry Coupling Activators, Condensing Agents

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Nucleic Acid Chemistry Coupling Activators, Condensing Agents

Chemical Biology Nucleic Acid Chemistry Riboses, 2'-Deoxyriboses

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2-Bromo-1H-imidazole-4,5-dicarbonitrile

CAS No. 50847-09-1

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