ScholarLens Back to search
1978•Bulletin of the Chemical Society of JapanOpen access

Formation of Bis(methylthio)(methylsulfinyl)methane in the Reaction of Methyl (Methylthio)methyl Sulfoxide with Sodium Hydride

Katsuyuki Ogura, Nobuko Katoh, Gen-ichi Tsuchihashi

Open full text 4 citations

Abstract

Abstract Treatment of methyl (methylthio)methyl sulfoxide (1) with sodium hydride gave bis(methylthio)(methylsulfinyl)methane (3) which might be formed by abnormal attack of the carbanion (2) of 1 on the sulfide linkage of 1. The additon of butyl iodide to this system completely suppressed the formation of 3, showing that 2 reacts faster with butyl iodide than with 1. The mechanism to account for these phenomena is discussed.

Open-access reader

About this research paper

What this paper is about

Abstract Treatment of methyl (methylthio)methyl sulfoxide (1) with sodium hydride gave bis(methylthio)(methylsulfinyl)methane (3) which might be formed by abnormal attack of the carbanion (2) of 1 on the sulfide linkage of 1. The additon of butyl iodide to this system completely suppressed the formation of 3, showing that 2 reacts faster with butyl iodide than with 1. The mechanism to account for these phenomena is discussed.

Why it matters

OpenAlex reports 4 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

Abstract Treatment of methyl (methylthio)methyl sulfoxide (1) with sodium hydride gave bis(methylthio)(methylsulfinyl)methane (3) which might be formed by abnormal attack of the carbanion (2) of 1 on the sulfide linkage of 1. The additon of butyl iodide to this system completely suppressed the formation of 3, showing that 2 reacts faster with butyl iodide than with 1. The mechanism to account for these phenomena is discussed.

Key concepts: Chemistry, Methyl iodide, Sodium hydride, Carbanion, Sulfoxide, Hydride, Medicinal chemistry, Methane

Related papers

Related paper 1Related paper 2Related paper 3
Back to paper searchBrowse research topicsOriginal source
Formation of Bis(methylthio)(methylsulfinyl)methane in the Reaction of Methyl (Methylthio)methyl Sulfoxide with Sodium Hydride — Research Paper | ScholarLens