5-Bromo-7-methyl-1H-benzo[d]imidazole

Name: 5-Bromo-7-methyl-1H-benzo[d]imidazole
Brand: ChemScene
Availability: InStock
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CAS No. 255064-10-9
Cat. No. CS-0097822
Molecule weight211.06
Purity≥97%
MDL No.MFCD16875653

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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-7-methyl-1H-benzo[d]imidazole|CS-0097822

Structure of 255064-10-9

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General Information

CAS No. 255064-10-9
Cat. No. CS-0097822
Purity ≥97%
MDL No. MFCD16875653
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) 6-Bromo-4-methyl-1H-benzo[d]imidazole
SMILES CC1=C2C(N=CN2)=CC(Br)=C1

Description

5-Bromo-7-methyl-1H-benzo[d]imidazole features a bromine atom at the 5-position and a methyl group at the 7-position, conferring enhanced electrophilic reactivity and improved solubility in organic media. This scaffold integrates readily into heterocyclic architectures, enabling efficient coupling in transition-metal-catalyzed transformations. Its bench-stable nature facilitates handling under standard conditions.

Application

5-Bromo-7-methyl-1H-benzo[d]imidazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The methyl group enhances solubility and provides a handle for further functionalization. Its stability under standard reaction conditions and compatibility with common coupling protocols make it a practical choice for constructing biologically relevant scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- 64-18-6
- In-stock
  
  76153-06-5
- ~49%
- In-stock
  
  255064-10-9
References
- Freeman-Cook, Kevin D.; Amor, Paul; Bader, Scott; Buzon, Leanne M.; Coffey, Steven B.; Corbett, Jeffrey W.; Dirico, Kenneth J.; Doran, Shawn D.; Elliott, Richard L.; Esler, William; Guzman-Perez, Angel; Henegar, Kevin E.; Houser, Janet A.; Jones, Christopher S.; Limberakis, Chris; Loomis, Katherine; McPherson, Kirk; Murdande, Sharad; Nelson, Kendra L.; Phillion, Dennis; Pierce, Betsy S.; Song, Wei; Sugarman, Eliot; Tapley, Susan; Tu, Meihua; Zhao, Zhengrong Journal of Medicinal Chemistry, 2012 , vol. 55, # 2 p. 935 - 942
Route2
- In-stock
  
  77811-44-0
- ~%
- In-stock
  
  255064-10-9
References
- Chemische Berichte, , vol. 17, p. 776

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 28.68
LogP 2.63382
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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5-Bromo-7-methyl-1H-benzo[d]imidazole

CAS No. 255064-10-9

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