2-Bromo-1-methyl-1H-imidazole

Name: 2-Bromo-1-methyl-1H-imidazole
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CAS No. 16681-59-7
Cat. No. CS-W002911
Purity≥95%
MDL No.MFCD02179525

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2-Bromo-1-methyl-1H-imidazole|CS-W002911

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General Information

CAS No. 16681-59-7
Cat. No. CS-W002911
Purity ≥95%
MDL No. MFCD02179525
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅BrN₂
Molecular Weight 161.00
Synonym(s) 2-Bromo-N-methylimidazole
SMILES CN1C=CN=C1Br

Description

2-Bromo-1-methyl-1H-imidazole can be used in the synthesis of the following:N-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-amine via C-N coupling with p-anisidine1,2-bis[2-methyl-5-(1-methyl-1H-imidazol-2-yl)-3-thienyl]-cyclopentene, a ligand which can form bimetallic platinum(II) complex with potent cytotoxic activity

Application

2-Bromo-1-methyl-1H-imidazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted imidazoles via palladium-catalyzed cross-coupling reactions. Its bromine atom facilitates reliable functionalization under standard Suzuki, Stille, and Negishi conditions, while the N-methyl group enhances solubility and stability. This reagent functions effectively in medicinal chemistry campaigns and API intermediate development, offering predictable reactivity and straightforward purification.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 17.82
LogP 1.1826
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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2-Bromo-1-methyl-1H-imidazole

CAS No. 16681-59-7

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