Lot numbers can be found on the outside label of a product:
2,6-Dimethylisonicotinaldehyde
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CAS No. 18206-06-9
- Cat. No. CS-0089807
- Purity≥98%
- MDL No.MFCD06410687
*For research and further manufacturing use only, not for direct human use.
Structure of 18206-06-9
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General Information
- CAS No. 18206-06-9
- Cat. No. CS-0089807
- Purity ≥98%
- MDL No. MFCD06410687
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉NO
- Molecular Weight 135.16
- Synonym(s) 2,6-DIMETHYLPYRIDINE-4-CARBOXALDEHYDE
- SMILES O=CC1=CC(C)=NC(C)=C1
Description
2,6-Dimethylisonicotinaldehyde features a sterically hindered aldehyde group flanked by two methyl substituents at the 2 and 6 positions of the pyridine ring. This configuration enhances stability and directs regioselective reactivity in coupling processes. The electron-rich aromatic core supports efficient participation in transition-metal-catalyzed transformations and enables straightforward incorporation into complex heterocyclic architectures under mild conditions.
Application
2,6-Dimethylisonicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of substituted pyridine scaffolds through standard condensation and coupling reactions. Its ortho-methyl groups enhance bench stability and improve solubility in common organic solvents, while the aldehyde functionality facilitates efficient imine formation, reductive amination, and Ugi-type multicomponent reactions. The compound exhibits excellent functional group tolerance and is well-suited for parallel synthesis campaigns and process-scale applications.
Synthesis
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Route1
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In-stock
18088-01-2 - ~13%
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In-stock
18206-06-9
References
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RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R. Patent: US2013/281399 A1, 2013 ; Location in patent: Paragraph 0732; .0735; 0740; 0760; 0770; 0752 ;
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Route2
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In-stock
108-75-8 - ~%
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In-stock
18206-06-9
References
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Chemische Berichte, , vol. 88, p. 1276,1281
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Route3
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In-stock
1073-23-0 - ~%
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In-stock
18206-06-9
References
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US2013/281399 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 : 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 29.96
- LogP 1.51094
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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