1961 年 19 巻 7 号 p. 510-514
As an acetylation agent accompanied with antioxidative action, reactiveness of thioacetic acid with alcohol has been investigated. Since it has been said that only the secondary alcohol forms a regular ester, isopropyl alcohol was chosen as a sample and the effects of using of catalysts, its molar ratios, the temperature and time of reaction have been investigated.
In case of using of no catalyst, the reaction was extremely slow as reported by F. B. Stewart, et al.
The effective catalyst for this reaction was not basic substance but it found to be an acidic substance. Sulfuric acid showed a remarkable effect on the reaction at different temperatures and molar ratio of thioacetic acid and alcohol but hydrochloric acid showed no great change in results. In case of using sulfuric acid as the catalyst, the reaction was stopped at about 70% yieldof the ester regarless of the time of reaction. However, thioacetic acid is considered to be useful as an acetylating agent, especially for unstable compounds, from the reductive property of H2S given off.