Notes-Oxidation of p-Nitrotoluene to 4,4'-Dinitrobibenzyl and 4,4'-Dinitrostilbene

Strategies in the synthesis of dibenzo[b,f]heteropines

“…The preparation of dinitrobibenzyl ( 21 ) can be achieved by the oxidative coupling of nitrotoluene ( 22 ) under alkaline conditions (e.g., O 2 , KO t -Bu; O 2 , KOH, MeOH, ethylenediamine, etc. ), as reported by Stansbury and Proops [ 33 ]. Aerobic oxidation of 22 in alkaline methanol with added ethylenediamine, gave 21 in 36% yield ( Scheme 2 ), which is poor compared to that reported for the p -nitro derivative (75%).…”

Proton-transfer and electron-transfer processes in reaction of p-nitrotoluene with bases. A spectrophotometric study

“…, '-Dinitrostilbene was prepared according to published procedure. 47 The experiments were performed using a reaction vessel consisting of a cylindrical tube (~120 mL) fitted with a 0.1-cm cuvette and adapted for distillation of solvent in vacuo from a reservoir and the introduction of reagents under nitrogen.17-20 Following preparation of the reaction solutions, as described below for the series experiments, the vessel was fitted into the modified cell compartment of a Unicam SP800B spectrophotometer and the spectra were recorded intermittently over the range 300-700 nm. Experiments 1 and 2 were performed by introducing a weighed amount of KH (~0.04 g) into the reaction vessel under nitrogen, evacuating and distilling in DME or THF (~10 mL), followed by addition of PNT (-1 -3 mg) in a glass ampule.…”