Lot numbers can be found on the outside label of a product:
2-Bromo-6-(tert-butyl)pyridine
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CAS No. 195044-14-5
- Cat. No. CS-0099207
- Purity≥96%
- MDL No.MFCD09607717
*For research and further manufacturing use only, not for direct human use.
Structure of 195044-14-5
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General Information
- CAS No. 195044-14-5
- Cat. No. CS-0099207
- Purity ≥96%
- MDL No. MFCD09607717
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₂BrN
- Molecular Weight 214.10
- Synonym(s) Pyridine, 2-bromo-6-(1,1-dimethylethyl)-
- SMILES CC(C1=CC=CC(Br)=N1)(C)C
Description
2-Bromo-6-(tert-butyl)pyridine features a sterically hindered tert-butyl group flanking a brominated pyridine core, enhancing stability and directing regioselective coupling in cross-coupling reactions. This bench-stable building block integrates efficiently into complex heterocyclic architectures under standard conditions.
Application
2-Bromo-6-(tert-butyl)pyridine serves as a versatile building block in cross-coupling chemistry, enabling palladium-catalyzed transformations such as Suzuki-Miyaura and Negishi reactions. The tert-butyl group provides steric protection and enhances bench stability, while the ortho-bromo substituent offers high reactivity in C–C bond formation. Its functional group tolerance and ease of purification make it well-suited for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
626-05-1 - ~44%
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In-stock
195044-14-5
References
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Zeneca Limited Patent: US6169101 A, 2001 ;
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Route2
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In-stock
626-05-1
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594-19-4 - ~91%
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In-stock
195044-14-5
References
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Zheng, Zhanjiang; Elmkaddem, Mohammed Kamal; Fischmeister, Cedric; Roisnel, Thierry; Thomas, Christophe M.; Carpentier, Jean-Francois; Renaud, Jean-Luc New Journal of Chemistry, 2008 , vol. 32, # 12 p. 2150 - 2158
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Route3
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58498-57-0 - ~62%
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In-stock
195044-14-5
References
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Grotjahn, Douglas B.; Lev, Daniel A. Journal of the American Chemical Society, 2004 , vol. 126, # 39 p. 12232 - 12233
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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 12.89
- LogP 3.1416
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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