4-Bromo-1,5-dimethylimidazole

Name: 4-Bromo-1,5-dimethylimidazole
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CAS No. 158585-81-0
Cat. No. CS-0187837
Purity≥98%
MDL No.None

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4-Bromo-1,5-dimethylimidazole|CS-0187837

Structure of 158585-81-0

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General Information

CAS No. 158585-81-0
Cat. No. CS-0187837
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇BrN₂
Molecular Weight 175.03
Synonym(s) 4-bromo-1,5-dimethyl-1H-imidazole
SMILES CN1C=NC(Br)=C1C

Description

4-Bromo-1,5-dimethylimidazole is a sterically hindered imidazole derivative featuring bromine at the 4-position and methyl groups at the 1- and 5-positions. This configuration enhances stability and directs regioselective functionalization in cross-coupling reactions. The molecule serves as a robust scaffold for synthesizing bioactive heterocycles and transition metal catalysts.

Application

4-Bromo-1,5-dimethylimidazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the N-methyl groups enhance metabolic stability and modulate solubility. The compound exhibits excellent bench stability and facilitates efficient functionalization in standard coupling protocols, making it well-suited for constructing imidazole-based scaffolds in API development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 17.82
LogP 1.49102
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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4-Bromo-1,5-dimethylimidazole

CAS No. 158585-81-0

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