5-Bromo-1-methyl-1H-imidazole-2-carbaldehyde

Name: 5-Bromo-1-methyl-1H-imidazole-2-carbaldehyde
Brand: ChemScene
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CAS No. 79326-88-8
Cat. No. CS-0050644
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+
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5-Bromo-1-methyl-1H-imidazole-2-carbaldehyde|CS-0050644

Structure of 79326-88-8

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Description

5-Bromo-1-methyl-1H-imidazole-2-carbaldehyde features a brominated imidazole core with a methyl group at N1 and a formyl group at C2, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient carbonyl facilitates nucleophilic addition reactions, while the bromine substituent supports subsequent cross-coupling transformations. This bench-stable reagent streamlines access to functionalized imidazole derivatives in medicinal chemistry and materials synthesis.

Application

5-Bromo-1-methyl-1H-imidazole-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds via nucleophilic addition and cross-coupling reactions. The aldehyde functionality facilitates direct functionalization or condensation with amines, while the bromo and methyl groups offer orthogonal handles for further derivatization. Bench-stable and readily purified by flash chromatography, it functions effectively in medicinal chemistry campaigns requiring rapid scaffold diversification.

General Information

CAS No. 79326-88-8
Cat. No. CS-0050644
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O
Molecular Weight 189.01
Synonym(s) 5-BROMO-2-FORMYL-1-METHYL-1H-IMIDAZOLE
SMILES CN1C(Br)=CN=C1C=O

Computational Chemistry Data

TPSA 34.89
LogP 0.9951
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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5-Bromo-1-methyl-1H-imidazole-2-carbaldehyde

CAS No. 79326-88-8

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