Sodium diethyldithiocarbamate

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Sodium diethyldithiocarbamate is the chemical compound with the formula NaS2CN(C2H5)2. This salt is obtained by treating carbon disulfide with diethylamine in the presence of sodium hydroxide. Many dithiocarbamates can be prepared similarly from secondary amines and carbon disulfide. They are used as chelating agents and as building blocks in the organic synthesis of herbicides and vulcanization reagents.

[edit] Oxidation to thiuram disulfide

Oxidation of sodium diethyldithiocarbamate gives the disulfide, also called a thiuram disulfide (Et = ethyl):

2 NaS2CNEt2 + I2 → Et2NC(S)S-SC(S)NEt2 + 2 NaI

This disulfide is marketed under the labels Antabuse and Disulfiram, as anti-alcoholism drug.

[edit] Other reactions

Chlorination of the above-mentioned thiuram disulfide affords the thiocarbamoyl chloride.[1]

[edit] References

  1. ^ Goshorn, R. H.; Levis, Jr., W. W. ;Jaul, E.; Ritter, E. J. "Diethylthiocarbamyl Chloride" Organic Syntheses, Collected Volume 4, p.307 (1963)
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