Lot numbers can be found on the outside label of a product:
4-Bromo-1-(triphenylmethyl)-1H-imidazole
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CAS No. 87941-55-7
- Cat. No. CS-M3677
- Purity≥98%
- MDL No.MFCD00185657
*For research and further manufacturing use only, not for direct human use.
Structure of 87941-55-7
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General Information
- CAS No. 87941-55-7
- Cat. No. CS-M3677
- Purity ≥98%
- MDL No. MFCD00185657
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₂H₁₇BrN₂
- Molecular Weight 389.29
- Synonym(s) 4-Bromo-1-trityl-1H-imidazole; 4-Bromo-1-tritylimidazole; 4-Bromo-1-trityl-1H-imidazde
- SMILES BrC1=CN(C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C=N1
Description
4-Bromo-1-(triphenylmethyl)-1H-imidazole features a sterically shielded imidazole core bearing a bromine substituent and a triphenylmethyl protecting group, enabling selective functionalization under mild conditions. This bench-stable derivative facilitates efficient access to complex heterocyclic architectures in synthetic organic chemistry workflows.
Application
4-Bromo-1-(triphenylmethyl)-1H-imidazole serves as a stable, bench-ready building block for heterocyclic synthesis. The triphenylmethyl (Trityl) group provides excellent protection for the imidazole nitrogen, enabling selective functionalization at C4. Its bromo substituent facilitates subsequent cross-coupling reactions, including Pd-catalyzed transformations, and supports efficient incorporation into complex scaffolds relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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15469-97-3 - ~73%
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121816-82-8 -
In-stock
87941-55-7
References
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Palmer, Brian D.; Denny, William A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 95 - 99
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Route2
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In-stock
2302-25-2 -
76-83-5 - ~71%
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In-stock
87941-55-7
References
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Roumen, Luc; Peeters, Joris W.; Emmen, Judith M. A.; Beugels, Ilona P. E.; Custers, Erica M. G.; De Gooyer, Marcel; Plate, Ralf; Pieterse, Koen; Hilbers, Peter A. J.; Smits, Jos F. M.; Vekemans, Jef A. J.; Leysen, Dirk; Ottenheijm, Harry C. J.; Janssen, Henk M.; Rob Hermans Journal of Medicinal Chemistry, 2010 , vol. 53, # 4 p. 1712 - 1725
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Route3
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In-stock
2302-25-2
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76-83-5
- ~65%
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76-84-6 -
In-stock
87941-55-7
References
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Palmer, Brian D.; Denny, William A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 95 - 99
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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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.82
- LogP 5.4858
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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