Abstract

Using the tandem flowing afterglow-selected-ion flow tube, we have examined the basicity, reactivity, electron binding energy and collision-induced dissociation of two novel nitro species, the dinitramide ion (N(NO 2) − 2) and the nitroacetylide ion (O 2NCC −). Dinitraminic acid is among the strongest known gas phase acids with Δ H° acid ⩽ 310 kcal mol −1. The conjugate base, dinitramide anion, has a high electron binding energy, is extremely unreactive and is a very poor nucleophile. Collision-induced dissociation of dinitramide anion generates the O 2NN − anion. Nitroacetylene is a moderately strong acid with Δ H° acid = 354 ± 4 kcal mol −1; this value is similar to those of other nitro compounds and substituted acetylenes. The nitroacetylide ion is generally unreactive but exhibits a rich chemistry upon reaction with hydrogen sulfide. The anion has a high electron binding energy and generates four ions upon collision-induced dissociation, ONC −, C − 2, C 2O −, and CN −.

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