Methyl dimethyldithiocarbamate explained

Methyl dimethyldithiocarbamate is the organosulfur compound with the formula (CH3)2NC(S)SCH3. It is the one of simplest dithiocarbamic esters. It is a white volatile solid that is poorly soluble in water but soluble in many organic solvents. It was once used as a pesticide.

Methyl dimethyldithiocarbamate can be prepared by methylation of salts of dimethyldithiocarbamate:[1]

(CH3)2NCS2Na + (CH3O)2SO2 → (CH3)2NC(S)SCH3 + Na[CH<sub>3</sub>OSO<sub>3</sub>]

It can also be prepared by the reaction of a tetramethylthiuram disulfide with methyl Grignard reagents:[2]

[(CH<sub>3</sub>)<sub>2</sub>NC(S)S]2 + CH3MgBr → (CH3)2NC(S)SCH3 + (CH3)2NCS2MgBr

References

  1. 10.1039/JR9440000147. J. Chem. Soc.. 1944. 147–152. The Constitution of the So-Called Carbothialdines and the Preparation of Some Homologous Compounds. A. D. Ainley . W. H. Davies . H. Gudgeon . J. C. Harland . W. A. Sexton .
  2. Reaction of Grignard Reagents with Tetramethylthiuram Disulfide [yielding dithiocarbamates]. John R. Grunwell. J. Org. Chem.. 1970. 35. 5. 1500–1501. 10.1021/jo00830a052.

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Methyl dimethyldithiocarbamate".

Except where otherwise indicated, Everything.Explained.Today is © Copyright 2009-2024, A B Cryer, All Rights Reserved. Cookie policy.