4-Bromo-1,2-dimethyl-1H-imidazole

Name: 4-Bromo-1,2-dimethyl-1H-imidazole
Brand: ChemScene
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CAS No. 850429-59-3
Cat. No. CS-0038736
Purity≥97%
MDL No.None

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4-Bromo-1,2-dimethyl-1H-imidazole|CS-0038736

Structure of 850429-59-3

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General Information

CAS No. 850429-59-3
Cat. No. CS-0038736
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇BrN₂
Molecular Weight 175.03
Synonym(s) 1H-imidazole, 4-bromo-1,2-dimethyl-
SMILES CC1=NC(=CN1C)Br

Description

4-Bromo-1,2-dimethyl-1H-imidazole features a brominated imidazole core with methyl groups at the 1- and 2-positions, delivering enhanced stability and tailored reactivity. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key building block in medicinal chemistry and agrochemical synthesis.

Application

4-Bromo-1,2-dimethyl-1H-imidazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The methyl groups at C1 and C2 enhance solubility and reduce undesired side reactivity, while the imidazole core provides a robust scaffold for bioactive molecule construction. Its bench-stable nature and ease of purification make it well-suited for scalable synthesis and parallel library development.

Synthesis

Route1
- In-stock
  
  16265-11-5
- 74-88-4
- ~%
- In-stock
  
  24134-09-6
- In-stock
  
  850429-59-3
References
- WO2009/819 A1, ; Page/Page column 54 ; WO 2009/000819 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-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-1,2-dimethyl-1H-imidazole

CAS No. 850429-59-3

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