5721. Maneb

Nomenclature

CAS number: 12427-38-2
[[1,2-Ethanediylbis[carbamodithioato]](2-)]manganese; [ethylenebis(dithiocarbamato)]manganese; ethylenebis[dithiocarbamic acid] manganous salt; manganous ethylenebis[dithiocarbamate]; Dithane M-22 (Dow AgroSci.); Manex (Griffin); Trimangol (Cerexagri).

Description and references

(C4H6MnN2S4)n. Polymeric salt of ethylenebisdithiocarbamic acid; related to zineb and mancozeb, q.q.v. Prepd from aq nabam, q.v., by neutralizing with acetic acid and adding MnCl2 soln: A. L. Flenner, US 2504404 (1950 to Du Pont), see also W. F. Hester, US 2317765 (1943 to Rohm & Haas). Fungicidal activity is due to degradation products, principally ethylenethiuram monosulfide: R. A. Ludwig et al., Can. J. Bot. 33, 42 (1955). In vitro activity against Alternaria alternata: V. A. Bourbos et al., Br. Crop Prot. Counc. Monogr. 2, No. 31, 461 (1985). Decomposition of maneb to ethylenebisdithiocarbamate and ethylene thiourea, q.v.: W. J. Trotter, J. Pardue, J. Food Saf. 4, 59 (1982). HPLC determn: K. Gustafsson et al., J. Agric. Food Chem. 29, 729 (1981). Toxicological studies in rats: D. W. R. Bleyl, H. Seidler, Nahrung 29, 421 (1985); in aquatic organisms: C. J. Van Leeuwen et al., Aquat. Toxicol. 7, 145 (1985).

Chemical structure

Properties

Yellow powder. Crystals from alcohol. Spontaneously combustible; dangerous when wet. Moderately sol in water. Sol in chloroform, pyridine.

Use

Agricultural fungicide.