67839-63-8

Basic information

• Product Name: 4-Benzylnicotinonitrile
• Synonyms: 4-Benzylnicotinonitrile
• CAS NO: 67839-63-8
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.2319
• Mol File: 67839-63-8.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Benzylnicotinonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzylnicotinonitrile(67839-63-8)
• EPA Substance Registry System: 4-Benzylnicotinonitrile(67839-63-8)

Safety Data

• Hazardous Substances Data: 67839-63-8(Hazardous Substances Data)

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 103-82-2 phenylacetic acid 
• 100-39-0 benzyl bromide 
• 138823-78-6 3-Cyano-1-ethoxycarbonyl-pyridinium; chloride 
• 183118-96-9 4-benzyl-2,6-dichloronicotinonitrile 
• 718-08-1 ethyl 3-oxo-4-phenylbutyrate 
• 183118-95-8 4-benzyl-2,6-dihydroxynicotinonitrile 

Downstream Products

• 183119-00-8 Ethyl 4-benzylpyridine-3-carboxylate 

Relevant articles and documents

Conformationally restricted pethidine analogs, part 6: Synthesis and pharmacological examination of trans-octahydrobenzo[g]isoquinoline

The title compound 2a is prepared by intramolecular cyclisation of ethyl 4-benzylnipecotate 13 and subsequent hydrogenation/hydrogenolysis of the carbonyl group. In the writhing test 2a is two times more potent than pethidine, whereas N-methylation to 2b decreases distinctly the activity.

Regio- and chemoselective addition of mixed copper, zinc benzylic organometallics to functionalized pyridinium salts: A facile synthesis of functionalized 4-benzylpyridines

2',3-Disubstituted 4-benzylpyridines 4 were synthesized in good yield by reaction of mixed copper, zinc benzylic organometallics 1 with 3-substituted 1-(ethoxycarbonyl)pyridinium chlorides 2 followed by sulfur oxidation under reflux in decalin.

Synthesis of Azaanthraquinones: Homolytic Substitution of Pyridines

Synthesis of specific di- and tri-hydroxyazaanthraquinones by Friedel-Crafts procedures is limited by orientational ambiguity and by the lack of reactivity of pyridine derivatives in electrophilic acylation processes; however, suitable pyridines have been made to undergo radical benzoylation and benzylation at unsubstituted positions 2, 4 and 6.In particular, derivatives of pyridine-3-carbonitrile have been benzoylated at positions 2 and 4.Ring closure by intramolecular Houben-Hoesch reaction has then led to specifically substituted 1- and 2-azaanthraquinones and thence to the antibiotic bostrycoidin (1).