The acid–base behaviour of sulphides
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 15,p. 2267-2269
- https://doi.org/10.1039/p29720002267
Abstract
The protonation equilibria of alkyl methyl sulphides have been studied in sulphuric acid solutions. Their –H0 values at half protonation lie in the range –5·4 to –5·7 and their pKBH+ values, as determined with the aid of the Bunnett and Olsen equation, in the range –6·7 to –6·9. Steric effects are not important even for the t-butyl derivative and the polar effects are small (ρ*= 0·86 ± 0·09). The solvation requirements of the protonated sulphides are small as evidenced by the negative ϕ values obtained (–0·26 to –0·29).Keywords
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