Kinetics and mechanism of the reaction of sodium azide with hypochlorite in aqueous solution

Safe Generation and Direct Use of Chlorine Azide in Flow Chemistry: 1,2-Azidochlorination of Olefins and Access to Triazoles

“…However, complete discoloration was quickly observed, and no conversion was obtained by combining this resulting flow to a solution of alkene in toluene, as may be explained by the poor solubility of ClN 3 in aqueous media and its subsequent degradation. 9 Therefore, an organic solvent was needed to welcome ClN 3 to be further reacted with an alkene. Generation of ClN 3 with a 4 M solution of AcOH in toluene and application of this system to substrate 1 yielded complete conversion and >99% purity by 1 H NMR analysis.…”

Taming Chlorine Azide: Access to 1,2-Azidochlorides from Alkenes

“…The formation of chlorine azide likely occurs by azide attack on the hypochlorite bond. It is therefore fastest at pH 4–6, where significant concentrations of N 3 – and HOCl exist (Scheme ) . ClN 3 is soluble in both aqueous and organic media, giving the solution a characteristic yellow color.…”

“…Basic hydrolysis of ClN 3 is relatively slow but can be significant; hydrozidous acid is believed to be the first intermediate, leading either to the formation of nitrogen gas via (N 3 ) 2 or hyponitrous acid (HONNOH). The latter species either undergoes rearrangement to nitrous oxide (N 2 O) or reaction with dissolved oxygen, producing peroxynitrous acid (ONO 2 H) (Scheme ).…”

Azide as an oxidant in the cathodic reaction of bioelectrochemical systems (BESs)

“…1 In azide toxicity, it is widely assumed that azide acts by inhibiting cytochrome c oxidase of these living organisms. 2 To eliminate the risk of exposure to azide, chemical oxidation involving nitrous acid 3 or hypochlorite 4 is proposed as a viable method for azide wastewater disposal, where N 3…”

“…Current was calculated from I ¼ U/R. In one batch cycle, when water samples were expected to be analyzed, NH 4 Cl was not allowed to be contained in prepared anolytes and catholytes. Acetate concentration in water samples was measured as previously described.…”