Anhydrous Dinitrogen Trioxide Solutions for Brønsted Acid Free Nitrous Acid Chemistry

Abstract

Dinitrogen trioxide, N 2 O 3 , is readily prepared and stabilized in high concentrations in dry organic solvents at normal working temperatures. These conditions allow for facile acid and water free nitrosation and nitration reactions for which [a]

Isolable Adducts of Tertiary Amines and Dinitrogen Trioxide

“…The techniques, instruments, and methods used in this research have been detailed in prior publications . In addition to the routine use of a 300 MHz NMR spectrometer, in specified cases a 400 MHz NMR spectrometer at 23 °C was used in to acquire some 1 H NMR spectra.…”

“…Quantification of DABCO(N 2 O 3 ) 2 is readily accomplished gravimetrically or by its reaction with either mercaptoethanol or benzyl mercaptan. Mercaptans react with the base adducts of dinitrogen trioxide to give RSNO and [BaseH] + [NO 2 ] – . Freshly prepared DABCO adduct is dried in vacuo at 0 °C for 1 h and added to an oxygen free aqueous solution of the mercaptan.…”

“…We have recently developed a useful procedure for the preparation of dinitrogen trioxide in anhydrous organic solvents and demonstrated the unique nitrosations possible with this reagent . Dinitrogen trioxide, N 2 O 3 , the anhydride of nitrous acid, exhibits very similar chemistry to its hydrate.…”

Linkage Scrambling in Branched Chain Polymercury Compounds: Nitrides from the Mercury‐Mediated Disproportionation of N2O3

“…For a detailed discussion of the preparation for dinitrogen trioxide see ref . These deep‐blue anhydrous toluene solutions were used directly from their preparation and typically have a concentration of ≈ 0.1 m .…”

“…For a detailed discussion of the preparation for dinitrogen trioxide see ref. [14] These deep-blue anhydrous toluene solutions were used directly from their preparation and typically have a concentration of ≈ 0.1 M. Freshly distilled toluene, ≈ 10 mL, was briefly cooled in an ice bath under argon, and the reaction vessel was then flushed with nitric oxide before being sealed with a rubber septum. Oxygen (30 mL) was injected using a gas-tight syringe in 10 mL increments, interspersed with exposure to a weak positive pressure (+0.7 kPa) of nitric oxide gas, while the solvent is gently stirred.…”