5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole

Name: 5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole
Brand: ChemScene
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CAS No. 99513-17-4
Cat. No. CS-0152754
Purity≥98%
MDL No.MFCD16250432

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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-benzo[d]imidazole|CS-0152754

Structure of 99513-17-4

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Description

5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole features a brominated benzene ring fused to a dimethyl-substituted imidazole core, delivering enhanced electron-withdrawing character and improved stability for use in transition metal-catalyzed cross-coupling reactions. The methyl groups at the 1- and 2-positions provide steric protection, minimizing unwanted side reactions while maintaining reactivity under standard conditions. This compound serves as a robust building block in synthetic organic chemistry, particularly for constructing functionalized heterocyclic scaffolds.

Application

5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and electron-rich heterocyclic core. The dimethyl substitution enhances solubility and bench stability, while the imidazole scaffold provides orthogonal reactivity for further functionalization. This compound facilitates efficient access to substituted benzimidazoles commonly found in bioactive scaffolds and pharmaceutical intermediates.

General Information

CAS No. 99513-17-4
Cat. No. CS-0152754
Purity ≥98%
MDL No. MFCD16250432
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrN₂
Molecular Weight 225.09
Synonym(s) 5-bromo-1,2-dimethyl-1H-benzimidazole
SMILES CC1=NC2=C(C=CC(=C2)Br)N1C

Computational Chemistry Data

TPSA 17.82
LogP 2.64422
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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5-Bromo-1,2-dimethyl-1H-benzo[d]imidazole

CAS No. 99513-17-4

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