Lot numbers can be found on the outside label of a product:
2-(3-Bromophenyl)-1H-imidazole
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CAS No. 937013-66-6
- Cat. No. CS-0186398
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 937013-66-6
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General Information
- CAS No. 937013-66-6
- Cat. No. CS-0186398
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrN₂
- Molecular Weight 223.07
- Synonym(s) 2-(3-BroMophenyl)iMidazole
- SMILES C1=CC(=CC(=C1)Br)C2=NC=CN2
Description
2-(3-Bromophenyl)-1H-imidazole features a brominated phenyl ring fused to an imidazole core, delivering enhanced electron-withdrawing character and enabling efficient coupling in transition-metal-catalyzed reactions. This bench-stable heterocycle integrates readily into pharmaceutical intermediates and functional materials, offering predictable reactivity under standard conditions.
Application
2-(3-Bromophenyl)-1H-imidazole serves as a versatile building block for constructing biaryl-linked heterocycles in medicinal chemistry and materials science. Its bromine substituent enables palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings, facilitating the assembly of complex molecular architectures. The imidazole core provides hydrogen-bonding capability and moderate basicity, enhancing solubility and binding interactions in target-directed synthesis. Bench-stable and readily purified by column chromatography, it functions efficiently in standard synthetic workflows.
Synthesis
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Route1
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1007578-88-2 - ~%
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In-stock
937013-66-6
References
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US2010/113512 A1, ; US 20100113512 A1
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References
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Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 3 p. 1049 - 1054
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Route3
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In-stock
6952-59-6 - ~%
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In-stock
937013-66-6
References
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US2011/124559 A1, ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 28.68
- LogP 2.8392
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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