35335-86-5

Downstream Products

• 28935-76-4 2,7-Dimethyl-cis-3-octen-5-in 
• 56175-48-5 N-tert-butyl-iso-pentalimine 
• 1407965-82-5 C₅₁H₇₉⁽²⁾H₂N₄Sc 
• 119-61-9 benzophenone 
• 91-01-0 1,1-Diphenylmethanol 
• 632-50-8 1,1,2,2-tetraphenylethane 
• 20799-93-3 (N-diphenylmethyl)butylamine 
• 983-79-9 benzophenone azine 
• 632-51-9 1,1,2,2-tetraphenylethylene 

Relevant academic research and scientific papers

α-(Acyloxy)dialkylnitrosamines: Effects of structure on the formation of N-nitrosiminium ions and a predicted change in mechanism

The decay of α-(acyloxy)dialkylnitrosamines in aqueous solutions has been studied with a view toward elucidating mechanistic details and effects of structure on mechanism and reactivity. Rate constants (k1) for the pH-independent decay of 43 α-(acyloxy)dialkylnitrosamines have been determined. Observations from these and other experiments rule out decomposition via an anchimeric assistance mechanism involving the Z isomer that had previously been suggested. All of the reported data for most of the compounds is consistent with a mechanism involving the formation of N-nitrosiminium ions in or before the rate-limiting step. Structure -reactivity correlations indicate that the stability of α-(acyloxy)dialkylnitrosamines is determined by electronic properties of substituents at RN and RC as well as by the ability of substituents RC to engage in hyperconjugative interactions of C-H bonds with the developing cationic center in the transition state for nitrosiminium ion formation. Attachment of substituents of sufficient electron-withdrawing power at RN and RC results in a predicted change in mechanism to what appears to be an acyl group attack mechanism.