Lot numbers can be found on the outside label of a product:
3,5-Dimethylisonicotinonitrile
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CAS No. 7584-08-9
- Cat. No. CS-0033869
- Purity≥98%
- MDL No.MFCD11052634
*For research and further manufacturing use only, not for direct human use.
Structure of 7584-08-9
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General Information
- CAS No. 7584-08-9
- Cat. No. CS-0033869
- Purity ≥98%
- MDL No. MFCD11052634
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈N₂
- Molecular Weight 132.16
- Synonym(s) 3,5-Dimethylpyridine-4-carbonitrile, 4-Cyano-3,5-dimethylpyridine
- SMILES N#CC1=C(C)C=NC=C1C
Description
3,5-Dimethylisonicotinonitrile features a pyridine core with methyl groups at the 3- and 5-positions and a nitrile group at the 2-position, delivering enhanced electron-withdrawing character and steric protection. This configuration enables robust performance in cross-coupling reactions and transition metal catalysis, particularly under ambient conditions. The molecule exhibits high thermal stability and excellent solubility in common organic solvents, facilitating straightforward handling in synthetic workflows.
Application
3,5-Dimethylisonicotinonitrile serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of functionalized heterocyclic scaffolds. Its pyridine core with ortho- and meta-directing nitrile and methyl groups facilitates regioselective transformations, including palladium-catalyzed couplings and nucleophilic additions. The compound exhibits excellent bench stability and is readily purified by column chromatography, making it well-suited for multi-step synthesis workflows.
Synthesis
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Route1
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591-22-0 - ~%
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In-stock
7584-08-9
References
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Palani, Anandan; Shapiro, Sherry; Clader, John W.; Greenlee, William J.; Vice, Susan; McCombie, Stuart; Cox, Kathleen; Strizki, Julie; Baroudy, Bahige M. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 4 p. 709 - 712
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Route2
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7584-31-8
- ~%
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In-stock
7584-08-9
References
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Palani, Anandan; Shapiro, Sherry; Clader, John W.; Greenlee, William J.; Vice, Susan; McCombie, Stuart; Cox, Kathleen; Strizki, Julie; Baroudy, Bahige M. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 4 p. 709 - 712
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Route3
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7585-71-9
- ~%
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In-stock
7584-08-9
References
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Palani, Anandan; Shapiro, Sherry; Clader, John W.; Greenlee, William J.; Vice, Susan; McCombie, Stuart; Cox, Kathleen; Strizki, Julie; Baroudy, Bahige M. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 4 p. 709 - 712
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2811
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Class : 6.1
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Packing Group : Ⅲ
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Hazard Statements : H301-H315-H319-H335
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Precautionary Statements : P233-P260-P261-P264-P270-P271-P280-P304+P340-P330-P362-P405
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Quality Control
Computational Chemistry Data
- TPSA 36.68
- LogP 1.57012
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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