2,5-Dibromo-4-methyl-1H-imidazole

Name: 2,5-Dibromo-4-methyl-1H-imidazole
Brand: ChemScene
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CAS No. 219814-29-6
Cat. No. CS-D1567
Purity≥97%
MDL No.MFCD02179519

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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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2,5-Dibromo-4-methyl-1H-imidazole|CS-D1567

Structure of 219814-29-6

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General Information

CAS No. 219814-29-6
Cat. No. CS-D1567
Purity ≥97%
MDL No. MFCD02179519
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄Br₂N₂
Molecular Weight 239.90
Synonym(s) 2,5-Dibromo-4-methylimidazole
SMILES CC1=C(Br)NC(Br)=N1

Description

2,5-Dibromo-4-methyl-1H-imidazole delivers a highly functionalized imidazole scaffold featuring two bromine atoms at electron-deficient positions and a methyl group at C4, enabling direct coupling in cross-coupling reactions. This bench-stable, moisture-tolerant heterocycle integrates readily into complex molecular architectures with minimal purification needs.

Application

2,5-Dibromo-4-methyl-1H-imidazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted imidazoles via palladium-catalyzed cross-coupling reactions. The bromine atoms at C2 and C5 offer orthogonal reactivity, facilitating sequential functionalization. Its methyl group enhances stability and solubility, while the imidazole core provides a robust scaffold for medicinal chemistry applications. Ideal for bench-scale synthesis due to its air-stable crystalline form and straightforward purification.

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 : 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 2.24312
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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2,5-Dibromo-4-methyl-1H-imidazole

CAS No. 219814-29-6

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