ScholarLens Back to search
1990•Phosphorus, sulfur, and silicon and the related elementsRequires access

PUMMERER REARRANGEMENT OF ETHYL METHYLSULFINYLTHIOACETATE

Blanka Wladislaw, Liliana Marzorati, Jonas Gruber

Open publisher page 3 citations

Abstract

Ethyl methylsulfinylthioacetate undergoes Pummerer rearrangement with thionyl chloride, trifluoroacetic anhydride or with acetic anhydride-trifluoroacetic anhydride mixture, but not with acetic anhydride alone. These reactivities are compared to those for methyl methylsulfinylacetate and ω-methylsulfinylacetophenone and interpreted in terms of the difference in stability of the intermediate sulfinyl carbonium ions.

About this research paper

What this paper is about

Ethyl methylsulfinylthioacetate undergoes Pummerer rearrangement with thionyl chloride, trifluoroacetic anhydride or with acetic anhydride-trifluoroacetic anhydride mixture, but not with acetic anhydride alone. These reactivities are compared to those for methyl methylsulfinylacetate and ω-methylsulfinylacetophenone and interpreted in terms of the difference in stability of the intermediate sulfinyl carbonium ions.

Why it matters

OpenAlex reports 3 citations for this work. Citation counts describe recorded attention and do not establish research quality.

Key contribution

A contribution statement is not available in the OpenAlex record.

Method / approach

Method details are not available in the OpenAlex metadata.

Main findings

Findings are not separately available in the OpenAlex metadata.

Limitations

Limitations are not available in the OpenAlex metadata.

Applications

Application details are not available in the OpenAlex metadata.

Available abstract

Ethyl methylsulfinylthioacetate undergoes Pummerer rearrangement with thionyl chloride, trifluoroacetic anhydride or with acetic anhydride-trifluoroacetic anhydride mixture, but not with acetic anhydride alone. These reactivities are compared to those for methyl methylsulfinylacetate and ω-methylsulfinylacetophenone and interpreted in terms of the difference in stability of the intermediate sulfinyl carbonium ions.

Key concepts: Trifluoroacetic anhydride, Pummerer rearrangement, Acetic anhydride, Carbonium ion, Thionyl chloride, Chemistry, Organic chemistry, Ion

Related papers

Related paper 1Related paper 2
Back to paper searchBrowse research topicsOriginal source
PUMMERER REARRANGEMENT OF ETHYL METHYLSULFINYLTHIOACETATE — Research Paper | ScholarLens