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

Name: 5-Bromo-1,2-dimethyl-1H-imidazole
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CAS No. 24134-09-6
Cat. No. CS-0036019
Purity≥98%
MDL No.MFCD06659905

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Bromo-1,2-dimethyl-1H-imidazole|CS-0036019

Structure of 24134-09-6

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General Information

CAS No. 24134-09-6
Cat. No. CS-0036019
Purity ≥98%
MDL No. MFCD06659905
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇BrN₂
Molecular Weight 175.03
Synonym(s) 5-broMo-1,2-diMethyliMidazole
SMILES CC1=NC=C(Br)N1C

Description

5-Bromo-1,2-dimethyl-1H-imidazole is a bench-stable, electron-deficient imidazole derivative featuring bromine at the 5-position and methyl groups at the 1- and 2-positions. This configuration enhances regioselectivity in cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The molecule’s steric and electronic profile supports precise functionalization in synthetic pathways.

Application

5-Bromo-1,2-dimethyl-1H-imidazole serves as a versatile building block in heterocyclic synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the N-methylated imidazole core provides enhanced stability and solubility. This compound functions as a robust scaffold for medicinal chemistry campaigns requiring electron-rich, sterically accessible heterocycles.

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-P305+P351+P338-P330-P362+P364-P403+P233-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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5-Bromo-1,2-dimethyl-1H-imidazole

CAS No. 24134-09-6

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