Lot numbers can be found on the outside label of a product:
NSC 19882
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CAS No. 5444-01-9
- Cat. No. CS-D1518
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 5444-01-9
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General Information
- CAS No. 5444-01-9
- Cat. No. CS-D1518
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆N₂
- Molecular Weight 118.14
- Synonym(s) 4-Methyl-3-pyridinecarbonitrile; 4-Methylnicotinonitrile; 4-Picoline-3-carbonitrile; 4-Methylpyridine-3-carbonitrile
- SMILES N#CC1=C(C)C=CN=C1
Description
3-Cyano-4-methylpyridine is a nitrogen-rich heterocyclic compound featuring a cyano group at the 3-position and a methyl substituent at the 4-position. This combination imparts enhanced electron-withdrawing character and improved solubility in organic media, enabling efficient integration into catalytic systems and synthetic intermediates for pharmaceuticals and agrochemicals.
Application
3-Cyano-4-methylpyridine serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its complementary electron-withdrawing nitrile and electron-donating methyl groups facilitate regioselective transformations, while its bench stability and straightforward purification support scalable synthesis in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
875-35-4 - ~93%
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In-stock
5444-01-9
References
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CUSHMAN, Mark S.; KISELEV, Evgeny A.; MORRELL, Andrew E. Patent: US2014/18360 A1, 2014 ; Location in patent: Paragraph 0146 ;
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Route2
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38824-75-8 - ~82%
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In-stock
5444-01-9
References
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Di Rienzo, Barbara; Mellini, Paolo; Tortorella, Silvano; De Vita, Daniela; Scipione, Luigi Synthesis, 2010 , # 22 art. no. P11510SS, p. 3835 - 3838
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Route3
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557-21-1 -
In-stock
3430-22-6 - ~78%
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In-stock
5444-01-9
References
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Davis, Franklin A.; Melamed, Jeffrey Y.; Sharik, Steven S. Journal of Organic Chemistry, 2006 , vol. 71, # 23 p. 8761 - 8766
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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 36.68
- LogP 1.2617
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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