Lot numbers can be found on the outside label of a product:
4-Bromo-2,2'-bipyridine
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CAS No. 14162-95-9
- Cat. No. CS-W004575
- Purity≥98%
- MDL No.MFCD09910216
*For research and further manufacturing use only, not for direct human use.
Structure of 14162-95-9
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General Information
- CAS No. 14162-95-9
- Cat. No. CS-W004575
- Purity ≥98%
- MDL No. MFCD09910216
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₇BrN₂
- Molecular Weight 235.08
- Synonym(s) 4-Bromo-2,2'-bipyridyl
- SMILES BrC1=CC=NC(=C1)C2=NC=CC=C2
Description
4-Bromo-2,2'-bipyridine features a bromine substituent at the 4-position of one bipyridine ring, enhancing its utility in transition metal coordination. This electron-deficient ligand integrates readily into catalytic systems and stabilizes complexes under oxidative conditions. The molecule exhibits bench-stable handling and facilitates modular assembly in coordination chemistry applications.
Application
4-Bromo-2,2'-bipyridine serves as a versatile ligand precursor in transition metal catalysis, enabling efficient palladium-catalyzed cross-coupling reactions. Its bromine substituent provides a reliable handle for further functionalization via standard Suzuki, Stille, or Negishi coupling protocols. The bipyridine core offers strong chelation to late-transition metals, enhancing catalyst stability and selectivity in complex synthetic sequences. Bench-stable and readily purified by recrystallization, it functions as a key building block in the construction of luminescent materials and catalytic frameworks.
Synthesis
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Route1
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14163-03-2 - ~99%
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In-stock
14162-95-9
References
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SFC CO., LTD. Patent: US2012/247546 A1, 2012 ; Location in patent: Page/Page column 29 ;
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Route2
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33421-43-1 - ~69%
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In-stock
14162-95-9
References
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He, Yabing; Bian, Zheng; Kang, Chuanqing; Gao, Lianxun Chemical Communications, 2010 , vol. 46, # 31 p. 5695 - 5697
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Route3
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14163-00-9
- ~76%
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In-stock
14162-95-9
References
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Baron, Aurelie; Herrero, Christian; Quaranta, Annamaria; Charlot, Marie-France; Leibl, Winfried; Vauzeilles, Boris; Aukauloo, Ally Inorganic Chemistry, 2012 , vol. 51, # 11 p. 5985 - 5987
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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 25.78
- LogP 2.9061
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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