5-Bromo-6-methoxy-1H-benzo[d]imidazole

Name: 5-Bromo-6-methoxy-1H-benzo[d]imidazole
Brand: ChemScene
Availability: InStock
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CAS No. 1008361-65-6
Cat. No. CS-0034586
Purity≥95%
MDL No.MFCD18783164

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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-6-methoxy-1H-benzo[d]imidazole|CS-0034586

Structure of 1008361-65-6

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General Information

CAS No. 1008361-65-6
Cat. No. CS-0034586
Purity ≥95%
MDL No. MFCD18783164
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂O
Molecular Weight 227.06
Synonym(s) 5-Bromo-6-methoxybenzoimidazole
SMILES COC1=C(Br)C=C2C(N=CN2)=C1

Description

5-Bromo-6-methoxy-1H-benzo[d]imidazole integrates a bromine electrophile and methoxy donor within a rigid heterocyclic scaffold, enabling direct functionalization in cross-coupling reactions. This bench-stable, moisture-tolerant imidazole derivative facilitates efficient access to substituted bioactive scaffolds under standard conditions.

Application

5-Bromo-6-methoxy-1H-benzo[d]imidazole serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo group and orthogonal methoxy functionality. The molecule exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in standard Suzuki-Miyaura and Buchwald-Hartwig coupling protocols, making it well-suited for medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  4887-80-3
- ~%
- 1008361-66-7
- In-stock
  
  1008361-65-6
References
- US2010/222345 A1, ; Page/Page column 88; 89 ;

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 37.91
LogP 2.334
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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5-Bromo-6-methoxy-1H-benzo[d]imidazole

CAS No. 1008361-65-6

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