A dithiocarbamate is a functional group in organic chemistry. It is the analog of a carbamate in which both oxygen atoms are replaced by sulfur atoms. Sodium diethyldithiocarbamate is a common example. Dithiocarbamates and their derivatives are widely used in the vulcanization of rubber.
Formation and reactions
- R2NH + CS2 + NaOH → R2NCS2−Na+ + H2O
Ammonia reacts with CS2 similarly:
- 2 NH3 + CS2 → H2NCS2−NH4+
Dithiocarbamate salts are pale colored solid that are soluble in water and polar organic solvents.
Dithiocarbamates specifically ethylene bisdithiocarbamates, EBDCs, in the form of complexes with manganese (maneb), zinc (zineb) or a combination of manganese and zinc (mancozeb), have been used extensively as fungicides in agriculture from the 1940s.
- Hans-Wilhelm Engels et al., "Rubber, 4. Chemicals and Additives" in Ullmann's Encyclopedia of Industrial Chemistry, 2007, Wiley-VCH, Weinheim. doi:10.1002/14356007.a23_365.pub2
- Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 0080379419.
- Gullino, Maria Lodovica, et al. "Mancozeb: past, present, and future." Plant Disease 94.9 (2010): 1076-1087.
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