7-Chloro-1H-benzo[d]imidazole

Name: 7-Chloro-1H-benzo[d]imidazole
Brand: ChemScene
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CAS No. 16931-35-4
Cat. No. CS-0157003
Purity≥97%
MDL No.MFCD11694327

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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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7-Chloro-1H-benzo[d]imidazole|CS-0157003

Structure of 16931-35-4

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General Information

CAS No. 16931-35-4
Cat. No. CS-0157003
Purity ≥97%
MDL No. MFCD11694327
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 7-Chloro-1H-benzoimidazole
SMILES C1=CC(=C2C(=C1)N=CN2)Cl

Description

7-Chloro-1H-benzo[d]imidazole is a bench-stable, electron-deficient heterocycle featuring a chlorinated benzene ring fused to an imidazole core. This structural motif enables direct incorporation into pharmaceutical scaffolds and functional materials, offering enhanced metabolic stability and improved solubility in polar solvents.

Application

7-Chloro-1H-benzo[d]imidazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive compounds through established coupling reactions. Its chlorine substituent provides a reliable handle for palladium-catalyzed cross-coupling and nucleophilic substitution, facilitating rapid diversification. The scaffold exhibits excellent bench stability and compatibility with common protecting group strategies, making it well-suited for modular library synthesis and process-scale applications.

Synthesis

Route1
- 64-18-6
- In-stock
  
  59483-54-4
- ~92%
- In-stock
  
  16931-35-4
References
- Hanan, Emily J.; Chan, Bryan K.; Estrada, Anthony A.; Shore, Daniel G.; Lyssikatos, Joseph P. Synlett, 2010 , # 18 p. 2759 - 2764
Route2
- 64-18-6
- In-stock
  
  21745-41-5
- ~99%
- In-stock
  
  16931-35-4
References
- De La Fuente, Tania; Martin-Fontecha, Mar; Sallander, Jessica; Benhamu, Bellinda; Campillo, Mercedes; Medina, Rocio A.; Pellissier, Lucie P.; Claeysen, Sylvie; Dumuis, Aline; Pardo, Leonardo; Lopez-Rodriguez, Maria L. Journal of Medicinal Chemistry, 2010 , vol. 53, # 3 p. 1357 - 1369
Route3
- 602-02-8
- ~%
- In-stock
  
  16931-35-4
References
- Montanari; Passerini Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, 1953 , vol. 11, p. 42

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 2.2163
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

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7-Chloro-1H-benzo[d]imidazole

CAS No. 16931-35-4

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