41246-22-4

Basic information

• Product Name: 3-AMINOXY BUTYRONITRILE
• Synonyms: 3-AMINOXY BUTYRONITRILE
• CAS NO: 41246-22-4
• Molecular Formula: C₅H₉NO
• Molecular Weight: 0
• Mol File: 41246-22-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-AMINOXY BUTYRONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINOXY BUTYRONITRILE(41246-22-4)
• EPA Substance Registry System: 3-AMINOXY BUTYRONITRILE(41246-22-4)

Safety Data

• Hazardous Substances Data: 41246-22-4(Hazardous Substances Data)

Upstream product

• 10024-70-1 (R)-3-(methoxy)butanoic acid 
• 30378-88-2 D-3-methoxy-butyric acid ethyl ester 
• 1338595-31-5 3-methoxybutylaldoxime 
• 67-56-1 methanol 
• 4786-20-3 crotononitrile 
• 4786-20-3 but-2-enenitrile 
• 109-97-7 pyrrole 
• 109-75-1 but-3-enenitrile 

Relevant articles and documents

Template catalysis by manganese pincer complexes: Oxa- and aza-Michael additions to unsaturated nitriles

Activation of CN bonds by metal-ligand cooperation provides a new route for the functionalization of nitriles. Herein, we report the electrophilic activation of unsaturated nitriles by dearomatized manganese pincer complexes for the oxa- and aza-Michael addition reactions under very mild and neutral conditions. Derivatives of acrylonitrile and allyl cyanide furnished the corresponding β-addition products by reacting with alcohols and amines. Mechanistically, the catalysis is mostly ligand based. Reaction of the dearomatized PNN-Mn complex with 2-pentenenitrile or 3-pentenenitrile furnished an enamido-Mn complex. The equilibrium between an enamido complex and a ketimido complex, and reversible C-C bond formation with the ligand are proposed to play central roles in the catalysis.

Ligand-free nickel-catalyzed conversion of aldoximes into nitriles

Catalytic dehydration of aldoximes can be performed efficiently with NiCl2 in acetonitrile under neutral and mild conditions. Under these conditions, various functionalized aldoximes produce the corresponding nitriles in good to excellent yields. Georg Thieme Verlag Stuttgart. New York.

Effect of pressure on sterically congested cyanoalkylation reactions of alcohols

The pressure effect on the phosphine-catalyzed nucleophilic addition of alcohols to unsaturated nitriles is examined. As a general result, pressure promotes these reactions. Their sensitivity to pressure increases with increasing steric congestion of either the alcohol or the nitrile. Activation volumes are found to be very negative pointing not only to a late transition state, but essentially to a considerable electrostriction contribution depending on steric hindrance to ionization. This means that pressures favors formation of the carbanion and attack of the nitrile. The results highlight the synthetic utility of high pressure to remove steric inhibition.