Electrophilic nitrosation at sulphur and nitrogen in thiourea
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc., Dalton Trans.
- No. 22,p. 2469-2472
- https://doi.org/10.1039/dt9740002469
Abstract
Thiourea reacts rapidly with nitrous acid in aqueous solution to form an equilibrium concentration of a coloured S-nitroso-compound. The equilibrium constant has been measured, together with a preliminary value of the rate constant for the nitrosation. The kinetics of the much slower reaction to form nitrogen and thiocyanic acid have been investigated. The mechanism proposed is a rate-determining sulphur-to-nitrogen migration of the nitroso-group in the conjugate base of the S-nitroso-compound.Keywords
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