Dimethyldithiocarbamic acid

Animals. Mostly eliminated within 1-2 days leaving 1-2% of the dose in the tissue and carcass after 7 days Plants. The major metabolite is dimethylamine salt of dimethyldithiocarbamic acid tetramethylthiourea, carbon disulfide and sulfur can also be formed. Dimethyldithiocarbamic acid can be present as the free acid or as the metabolic conversion products DDC-/3-glucoside, DDC-a-aminobutyric acid and DDC-a-alanine Soil. A. aerobic DT50 42 hr. Unlikely to leach... 

The only past usage in the field of agriculture has been the use of Z. I. P., the zinc salt of dimethyldithiocarbamic acid compound with cyclohexylamine, to keep deer, rabbits, and other rodents from feeding on the bark and twigs of dormant trees in the winter. It cannot be used on the foliage because of phytotoxicity. 

DIMETHYLCARBAMODITHIOIC ACID, ZINC SALT DIMETHYLDITHIOCARBAMATE ZEvJC SALT DIMETHYLDITHIOCARBAMIC ACID, ZINC SALT DRUPINA 90 ENT 988 EPTAC 1 FUCLASIN FUCLASIN ULTRA FUKLASIN FUNGOSTOP HERMAT ZDM HEXAZIR KARBAM WHITE METHASAN METHAZATE METHYL ZIMATE METHYL ZINEB METHYL ZIRAM MEXENE MEZENE MILBAM MLBAN MOLURAME MYCRONIL NCI-C50442 ORCHARD BRAND ZIRAM... 

SYNS AAFERTIS BERCElvLA FERTAM 50 CARBAMATE DIMETHYLCARBAMODITHIOIC ACID, IRON COMPLEX DIMETHYLCARBAMODITHIOIC ACID, IRON(3+) SALT DIMETHYLDITHIOCARBAMIC ACID, IRON SALT DIMETHYLDITHIOCARBAMIC ACID, IRON(3+) SALT EISENDIMETHYLDITHIO-... 

SYNS BIS(DIMETHYLCARBAMODITHIOATO-S,S )LEAD BIS(DIMETHYLDITHIOCARBAMIA-TO)LEAD DIMETHYLDITHIOCARBAMIC ACID,... 

SYNS N,N-DIMETHYLDITHIOCARBAMIC ACID S-TRIBUTYLSTANNYL ESTER STANNANE, (piMETH-YLTHIOCARBAMOYL)THIO)TRIBUTYL-... 

N, N-DIMETHYLDITHIOCARB, MIC ACID S-TRIBUTYLSTANNYL ESTER see TID150 DIMETHYLDITHIOCARBAMIC ACID, ZINC SALT see BJK500... 

Cobalt is well known for its ability to break an oxidatively destructive chain reaction catalysed by another metal (cf. Baur and Preis, 1936). This suggested to the Dutch workers that the iron and copper complexes of oxine, pyrithione, and dimethyldithiocarbamic acid were oxidatively destroying thioctic acid (dihydrolipoic acid) (2.28) which is the essential coenzyme for the oxidative decarboxylation of pyruvic acid. This was confirmed when they found pyruvic acid accumulating in the medium (Sijpesteijn and Janssen, 1959 also personal communications from these authors). The receptor in all three examples is the small molecule (2.28) although, at the time, it caused surprise to find one of such low molecular weight. 

Tetramethylthiuram disulfide (3.56), which is used to check the growth of fungi in seeds and turf, acts by reduction to dimethyldithiocarbamic acid (3.57) which is a widely used chelating fungicide (see Section 11.7.3). 

Although sulfur can take part in sirhple four-membered rings such as in cupric dimethyldithiocarbamate (11.15), which is formed from cupric ions and dimethyldithiocarbamic acid (3.57), sulfur-containing ligands form an equilibrium mixture of many complexes. Thus zinc and mercaptoacetic acid (L ) form the series ... 

Cobalt also protects yeasts against oxine-copper (Nordbring-Hertz, 1955), but mycelial fungi are not protected, apparently because of their slow rate of growth (Anderson and Swaby, 1951). However, see the protective effects of cobalt on DMDC (dimethyldithiocarbamic acid) (p. 478). Cobalt uniquely protects trypanosomes against the lethal action of oxine, as shown in Table 11.8 (Williamson, 1959). 

Dimethyldithiocarbamic acid, or DMDC (5.57), is a potent fungicide much used in agriculture as the sodium ( NaDDC ), iron (Termate or ferbam), and zinc ( Zerlate or ziram) salts. Formula (77.75) shows the 1 1 copper complex. 

Dimethyl disulphide dicarboxylic Acid. 8ee Disulphidoacetic Acid. Dimethyldithiocarbamic Acid... 

Synonyms Aafertis Bercema Fertam 50 Carbamate Dimethylcarbamodithioc acid iron complex Dimethylcarbamodithioc acid iron(3+) salt Dimethyldithiocarbamic acid iron salt Dimethyldithiocarbamic acid iron(3+) salt ENT 14689 Ferbam 50 Ferbame Fer-bam, iron salt Ferbeck Ferberk Fermate Fermate ferbam fungicide Fermocide Ferra-dow Ferric dimethyldithiocarbamate Fuklasin Fuklasin ultra Hexaferb Hokmate Iron flowable Iron tris(dimethyldithiocarbamate) Karbam black Trifimgol Tris(dimethyl-carbamodithioato-S,y)iron Tris(dimethyldithiocarbamato)iron Vancide FE95. 

Potassium salt solutions of iV-dimethyldithiocarbamic acid are also available. 

Ziram gives an anodic wave in 0,5 M NHi+OH/NHi+Cl due to the oxidation of dimethyldithiocarbamic acid, whereas in 0.2 M-NaOH a cathodic wave is observed due to the reduction of Zn ions. 

Dimethy1aminocarbodithioic acid (dimethyldithiocarbamic acid) (C H NS2) Dipropylaminocarbodithioic acid (dipropyldithiocarbamic acid)... 

Reaction with Thiocarboxylic Acids, Phosphoric Acids, Sulfonic Acids, and their Derivatives. Thiocarboxylic acids, - dithiocarboxylic acids, and dimethyldithiocarbamic acid zinc salt, as well as various phosphorus oxyacids and phosphorus thioacids, can also be utilized. a,o)-Mercapto alcohols form cyclic thioethers whereas thiols react with both DEAD and TPP-DEAD to form disulfides. 2-Mercaptoazoles also react with alcohols in the presence of DEAD and TPP. Although arenesulfonic acids do not enter into the reaction, a combination of DEAD-TPP with methyl p-toluenesulfonate as a nucleophile carrier gives the corresponding alkyl sulfonates (eq 14). Altema-... 

Other chelating antimicrobials have been found that, while having a totally different structure, mimic the action of oxine by being active only in the presence of a variable-valence metal, and hence show concentration quenching. Such a substance is i-hydroxypyridine-2-thione (pyrithione), (2.2j) (Albert, Rees, and Tomlinson, 1956), which is much used in the dermatology of the scalp. Another example is dimethyldithiocarbamic acid (2.2 ), whose salts are widely used as selective fungicides in agriculture. 

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