Zinc bis(dimethyldithiocarbamate) explained

Zinc dimethyldithiocarbamate is a coordination complex of zinc with dimethyldithiocarbamate. It is a pale yellow solid that is used as a fungicide, the sulfur vulcanization of rubber, and other industrial applications.

Applications

Known as ziram in agriculture, it was introduced in the United States in 1960 as a broad-spectrum fungicide. It was used to address scab on apples and pears, leaf curl in peaches, and anthracnose and blight in tomatoes. In 1981, additional uses for ziram were approved, including the prevention of leaf blight and scab on almonds, shot-hole in apricots, brown rot and leaf spot in cherries, and scab and anthracnose in pecans. Ziram also began to be used on residential ornaments as a bird and mammal repellent. As a protectant fungicide, it is active on the plant’s surface where it forms a chemical barrier between the plant and a fungus. A protectant fungicide is not absorbed into the plant and must be applied prior to infection. Ziram can either be directly sprayed on to a plant’s leaf or it can be used as a soil and seed treatment. The top five crops ziram is used on are: almonds, peaches, nectarines, pears, and table and raisin grapes.[1]

Alternatively, ziram is used as an additive ingredient in industrial adhesives, caulking, and paint. It also serves as a bird and mammal repellent on outdoor ornamental items.

Chemistry

The compound is a prototypical zinc dithiocarbamate, a broad class of coordination complexes with the formulae Zn(R2NCS2)2, where R can be varied. Such compounds are produced by treating zinc and dithiocarbamate (R2NCS2), as illustrated with dimethyldithiocarbamate:[2]

2 (CH3)2NCS2 + Zn2+ → Zn((CH3)2NCS2)2Annually, approximately 1.9 million pounds of the active ziram ingredient are used. Ziram is often sold in powder or granule form.[3]

Zinc bis(diethyldithiocarbamate) complexes degrade thermally to give zinc sulfide.[4]

Structure

Notes and References

  1. Web site: Ziram . Extension Toxicology Network Pesticide Information Profiles. Cornell University, Oregon State University, the University of Idaho, and the University of California at Davis and the Institute for Environmental Toxicology, Michigan State University. April 26, 2015.
  2. Encyclopedia: Dithiocarbamic Acid and Derivatives. Ullmann's Encyclopedia of Industrial Chemistry. Rüdiger Schubart. 2000 . 10.1002/14356007.a09_001. Wiley-VCH. 3527306730 . Weinheim.
  3. Web site: Ziram. EPA R.E.D Facts . United States Environmental Protection Agency . April 26, 2015.
  4. Shen . Shuling . Zhang . Yejun . Peng . Long . Xu . Bing . Du . Yaping . Deng . Manjiao . Xu . Huarui . Wang . Qiangbin . 2011 . Generalized Synthesis of Metal Sulfide Nanocrystals from Single-Source Precursors: Size, Shape and Chemical Composition Control and Their Properties . CrystEngComm . 13. 14 . 4572 . 10.1039/c0ce00982b . 1466-8033.