2,4-Dimethyl-1H-imidazole-5-carbaldehyde

Name: 2,4-Dimethyl-1H-imidazole-5-carbaldehyde
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CAS No. 68282-52-0
Cat. No. CS-B0800
Purity≥95%
MDL No.MFCD19300742

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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+
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2,4-Dimethyl-1H-imidazole-5-carbaldehyde|CS-B0800

Structure of 68282-52-0

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General Information

CAS No. 68282-52-0
Cat. No. CS-B0800
Purity ≥95%
MDL No. MFCD19300742
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O
Molecular Weight 124.14
Synonym(s) None
SMILES O=CC1=C(C)N=C(C)N1

Description

2,4-Dimethyl-1H-imidazole-5-carbaldehyde features a sterically hindered imidazole core with electron-rich methyl groups flanking a reactive aldehyde handle. This configuration enables efficient coupling in C–H functionalization and transition-metal-catalyzed cross-coupling reactions. The bench-stable, moisture-tolerant aldehyde integrates readily into complex heterocyclic architectures under standard conditions.

Application

2,4-Dimethyl-1H-imidazole-5-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds via standard condensation and coupling reactions. Its aldehyde functionality offers high reactivity in nucleophilic addition processes, while the methyl substituents enhance bench stability and facilitate purification. This compound functions effectively in the construction of bioactive molecules and functional materials, particularly where electron-rich imidazoles are required.

Synthesis

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References
- US30511 E1, ;
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References
- Journal of Organic Chemistry, , vol. 52, # 13 p. 2714 - 2726

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 45.75
LogP 0.83904
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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2,4-Dimethyl-1H-imidazole-5-carbaldehyde

CAS No. 68282-52-0

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