1636-28-8Relevant articles and documents
RADICAL-NUCLEOPHILIC SUBSTITUTION (SRN1) REACTIONS: PREPARATION AND REACTIONS OF ALIPHATIC α-NITRO-AZIDES
Al-Khalil, Suleiman I.,Bowman, W. Russell
, p. 4513 - 4516 (1982)
α-Nitro-azides were prepared by two routes involving intermediate radical-anions, and undergo substitution by an SRN1 mechanism with azides, sulphinates, and thiolates to give loss of nitrite, and with nitronates to give loss of azide.
Radical-Nucleophilic (SRN1) Reactions. Part 4. Preparation, Reactions, and Electron Spin Resonance Studies of α-Nitro Azides
Al-Khalil, Suleiman I.,Bowman, W. Russell,Symons, Martyn C. R.
, p. 555 - 566 (2007/10/02)
2-Azido-2-nitropropane and 1-azido-1-nitrocyclohexane have been prepared by syntheses involving intermediate radical-anions (SRN1 and oxidative addition).SRN1 Reactions between α-nitroazides and azide, benzenesulphinate, and p-chlorobenzenethiolate proceed with loss of nitrite.The SRN1 reaction between 1-azido-1-nitrocyclohexane and the anion of 2-nitropropane proceeds with loss of azide.Reactions between 2-azido-2-nitropropane and the anions of 2-nitropropane and diethyl ethylmalonate yield oxidative dimerisation.E.s.r. spectroscopy has been used to observe electron-capture by 2-azido-2-nitropropane and its dissociation to nitrite and an ill-defined radical which may be (Me2CN3)..The addition of benzenesulphinate and the anion of 2-nitropropane to Me2C.NO2, formed by a minor dissociation route from 2C(N3)NO2>-., has been observed by e.s.r. spectroscopy.
Radical-Nucleophilic Substitution (SRN1) Reactions: Preparation and Reactions of α-Nitrosulphides
Bowman, W. Russell,Richardson, Geoffrey D.
, p. 1407 - 1413 (2007/10/02)
α-Nitrosulphides were prepared by SRN1 reaction of 2-bromo-2-nitropropane with thiolate anions, and by SN2 attack of sodium 2-nitropropan-2-ide on symmetrical disulphides.The α-nitrosulphides undergo radical-nucleophilic substitution (SRN1) by nitronate, sulphinate, and malonate anions, but not by thiolate anions.
