Linear Free Energy Relationship in the Reaction Between Piperidine and Benzyl Bromides

Abstract

The reaction between piperidine and benzyl bromides in methanol medium is observed to be overall second order. The reaction is retarded by electron-donating group and accelerated by electron-withdrawing groups compared to the unsubstituted substrate. Correlation of log k with Hammett’s substituent constant σ resulted in a linear plot with positive reaction constant (ρ = 0.4). The operation of minimum substituent effect is attributed to the fact that the isokinetic temperature (291.7 K) is nearer to the experimental range of temperatures (303-318 K).