✍ Scribed by L. García-Río; J. R. Leis; J. A. Moreira; F. Norberto
No coin nor oath required. For personal study only.
A series of substituted N-methyl- N-nitrosobenzenesulfonamides [2,4,6-(CH 3 ) 3 , 4-CH 3 O, 4-CH 3 , 4-Cl and 4-NO 2 ] were synthesized. All of them transfer their nitroso group to N-methylaniline in a quantitative manner, the more reactive being those substituted with electron-withdrawing groups, thus resembling some of the known alkyl nitrites. Studies of their acid denitrosation and base-catalysed hydrolysis demonstrated that the nitrosobenzenesulfonamides are fairly stable in aqueous media between pH 2 and 11. Their relative stability in aqueous media together with their ability to transfer the nitroso group to nucleophiles suggest their use as excellent alternatives to alkyl nitrites in both neutral and basic media.
📜 SIMILAR VOLUMES
NMR spectra of p and rn-substituted phenyl N-methylcarbamates, phenyl Nfl-dimethylcarbamates and p and m-suhstituted phenyl propionates were recorded, and their para -C SCS (substituent chemical shW) were analysed by DSP (dual substituent parameters) and DSP-NLR (non-linear resonance) equations. It