62269-21-0

Basic information

• Product Name: 2-Propenenitrile, 3-phenyl-3-[(trimethylsilyl)oxy]-, (Z)-
• CAS NO: 62269-21-0
• Molecular Formula: C12H15NOSi
• Molecular Weight: 217.343
• Mol File: 62269-21-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Propenenitrile, 3-phenyl-3-[(trimethylsilyl)oxy]-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenenitrile, 3-phenyl-3-[(trimethylsilyl)oxy]-, (Z)-(62269-21-0)
• EPA Substance Registry System: 2-Propenenitrile, 3-phenyl-3-[(trimethylsilyl)oxy]-, (Z)-(62269-21-0)

Safety Data

• Hazardous Substances Data: 62269-21-0(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 84405-51-6 Trimethylsilanecarbonitrile oxide 
• 1006-67-3 5-phenylisoxazole 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 107995-62-0 4,5-Dimethyl-2-phenyl-cyclohexa-1,4-dienecarbonitrile 
• 107995-60-8 6-Methyl-2-phenyl-4H-pyran-3-carbonitrile 
• 614-16-4 Benzoylacetonitrile 
• 107995-61-9 1,2,4-Triphenyl-1,4-dihydro-pyridine-3-carbonitrile 
• 54535-49-8 4-cyano-3,5-diphenylisoxazole 

Relevant articles and documents

Stereocontrolled conversion of 3-unsubstituted isoxazole compounds into Z-β-siloxyacrylonitriles. A new method for the regioselective synthesis of β-enaminoketones

The stereoselective synthesis of Z-β-siloxyacrylonitriles via base-induced ring cleavage of isoxazole precursors is described. Z-β-siloxyacrylonitriles react with organolithium compounds to give high yields of β-enaminoketones 1.

SYNTHESIS AND REARRANGEMENT OF CYCLOADDUCTS FROM TRIMETHYLSILANECARBONITRILE OXIDE

The cycloadducts from trimethylsilanecarbonitrile oxide and ethylenic or acetylenic compounds easily rearrange to open-chain intermediates, which, in turn, are hydrolysed respectively to β-hydroxynitriles and β-oxonitriles.The cycloadducts of the same nitrile oxide with sulfur dioxide and sulfinylamines are unstable, too, leading respectively to trimethylsilylisocyanate and trimethylsilylcarbodiimides.All these reactions are of preparative interest, in comparison with previous methods.