The addition of methylsulfenyl chloride to dimethylacrylic acid derivatives initially leads to the formation of the unstableα-chloro-β-methylmercapto derivatives, which are very easily isomerized to the stableβ-chloro-α-methylmercapto derivatives of isovaleric acid.
The derivatives ofβ-chloro-α-methylmercaptoisovaleric acid, in contrast to the derivatives ofβ-chloro-β-methylmercaptopropionic acid, do not cleave hydrogen chloride when treated with triethylamine.
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Zabelaite, V.A., Stumbrevichute, Z.A., Rasteikene, L.P. et al. Addition of methylsulfenyl chloride to dimethylacrylic acid and its derivatives. Russ Chem Bull 20, 2140–2143 (1971). https://doi.org/10.1007/BF00851266
- Acid Derivative
- Hydrogen Chloride