10165. Zineb

Nomenclature

CAS number: 12122-67-7
[[1,2-Ethanediylbis[carbamodithioato]](2)]zinc; [ethylenebis(dithiocarbamato)]zinc; zinc ethylenebis(dithiocarbamate); ethylenebis(dithiocarbamic acid) zinc salt; ENT-14874; Tritoftorol (Cerexagri).
(C4H6N2S4Zn)n.

Description and references

Polymeric salt of ethylenebisdithiocarbamic acid; related to maneb and mancozeb, q.q.v. Prepd from a zinc salt and nabam, q.v.: C. B. Luginbuhl, US 2690448 (1954 to du Pont). Fungicidal activity is due to degradation products, principally ethylenethiuram monosulfide: R. A. Ludwig et al., Can. J. Bot. 33, 42 (1955). Activity against potato blight: B. K. De, S. B. Chattopadhyay, Pesticides 18, 52 (1984). Decomposition of zineb to ethylenebisdicarbamate and ethylene thiourea, q.v., in tomatoes: B. D. Ripley, D. F. Cox, J. Agric. Food Chem. 26, 1137 (1978). HPLC determn: K. Gustafsson et al., ibid. 29, 729 (1981). Toxicity data: T. B. Gaines, Toxicol. Appl. Pharmacol. 14, 515 (1969). Aquatic toxicology: C. J. Van Leeuwen et al., Aquat. Toxicol. 7, 145 (1985).

Chemical structure

Properties

Powder or crystals from chloroform + alcohol. Practically insol in water. The powder spreads easily on water, also forms aq suspensions. Sol in carbon disulfide, pyridine. LD50 orally in rats: >5000 mg/kg (Gaines).

Caution

Irritation of skin and mucous membranes has been reported. See: Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th Ed., 1984) Section II, p 313.

Use

Agricultural fungicide.