Bis dithiocarbamic acid

Synonyms Manganese ethylenebis(dithiocarba-mate) Ethylene bis(dithiocarbamic acid)-manga-nese salt Farmaneb Manesan Manex Manzate Nereb Newspor... 

Ethylene-bis-dithiocarbamic acid (nabam) is a fungicide. Through bioactivation it gives birth to an alkylating di-isothiocyanate, able to block the reactive thiol functions of the parasitic fungus. Af-Methylation of nabam inactivates the compound because it prevents its transformation into diisothiocyanate (Fig. 19.15). 

Ethylene bis dithiocarbamic acid manganese zinc complex. See Mancozeb Ethylenebis (iminodiacetic acid) tetrasodium salt. See Tetrasodium EDTA Ethylene bis (mercaptoacetate). See Glycol dimercaptoacetate... 

Synonyms Ethylene bis dithiocarbamic acid manganese zinc complex Maneb, zinc enriched Manganese ethylenebis dithiocarbamate complex with zinc salt Manoseb Manzeb... 

Method 1. Polymerization of Bis(dithiocarbamates) with Metal Salts Polymeric metal bis(dithiocarbamates) have been prepared by polymerization of disodium salts of bis(dithiocarbamic acids) with metal acetates (/9). Polymers prepared from nickel, zinc, and cobalt were prepared in aqueous media and were shown to possess structure [20]. 

Samples are hydrolyzed with hydrochloric acid and stannous chloride solution at elevated temperature, and the evolved carbon disulfide is drawn with an air steam through two gas washing tubes in series containing lead acetate and sodium hydroxide solutions and an absorption tube containing an ethanolic solution of cupric acetate and diethanolamine. Lead acetate and sodium hydroxide remove hydrogen sulfide and other impurities. In the absorption tube, the carbon disulfide forms two cupric complexes of Af,Af-bis(2-hydroxyethyl)dithiocarbamic acid with molecular ratios Cu CS2 of 1 1 and 1 2. These complexes are measured simultaneously by spectrophotometry at 453 nm. 

Tellurium Bis[bis(2-hydroxyethyl)dithiocarbamate] 20 ml (50 mmol) of a 20% aqueous methanol solution of bis[2-hydroxyethyl]dithiocarbamic acid, prepared from carbon disulfide and bis[hydroxyethyl]amine, are slowly added to 5.0 g (10 mmol) of tetrakis[thiourea]tellurium dichloride are suspended in 50 ml of methanol containing 1 g of thiourea. The product separates as orange needles that are collected and recrystallizcd from methanol yield 4.4 g (90%) dec. 150°. 

Tellurium Tetrakis[bis(2-hydroxyethyl)dithlocarbamate]s 10 ml (0.1 mmol) of a freshly prepared 0.01 molar solution of bis[2-hydroxyethyl]dithiocarbamic acid in methanol are mixed with 10 ml of a 0.5 molar aqueous solution of sodium hydroxide containing 1.6 mg (0.01 mmol) of tellurium dioxide at 10°. 20 m/ of 1.0 molar aqueous acetic acid is added, the crystals that form within a few minutes are collected, washed repeatedly with cold diethyl ether, and recrystallized from acetone at 10-30°. 

Tellurium dioxide, dissolved in concentrated hydrochloric acid, mixed with a methanolic solution of bis[2-hydroxyethyl]dithiocarbamic acid formed a dark-red, heavy, viscous liquid that did not crystallize even when cooled in a salt-ice mixture. The red liquid was probably impure tellurium tetrakis[bis(2-hydroxyethyl)dithiocarbamate]1. 

Solutions of sodium tellurite in water1,2 or prepared from tellurium dioxide and aqueous sodium hydroxide3 were acidified with sulfuric acid and treated with freshly prepared solutions of bis[2-hydroxyethyl]dithiocarbamic acid in aqueous methanol. Addition of aqueous solutions of potassium chloride, iodide, or thiocyanate led to the deposition of crystalline tris[bis(2-hydroxyethyl)dithiocarbamate] halides. 

Tellurium Tris[bis(2-hydroxyethyl)dithiocarbamate] Iodide 20 ml (1 mmol) of a 0.05 molar aqueous solution of sodium tellurite are mixed with 50 ml of 1 molar sulfuric acid, 60 ml (30 mmol) of a 0.5 molar 20% aqueous/methanolic solution of bis[2-hydroxyethyl]dithiocarbamic acid. The mixture is stirred and 40 ml (4 mmol) of a 0.1 molar aqueous solution of potassium iodide arc added dropwise over 30 min. The red crystals deposited are collected, washed with water, and dried over sulfuric acid yield 0.8 g (100%) m.p. 160° (dec.)... 

Sodium tellurite dissolved in aqueous sulfuric acid reacted with a methanolic solution of the dithiocarbamic acid to produce the corresponding bis[tris(dithiocarbamato)tellurium] oxide1. 

SYNS BIS(2-HYDROXYETHYL)CARBAMODITHIOIC ACID, MONOPOTASSIUM SALT BIS(2-HYDROXY-ETHYL)DITHIOCARBAMIC ACID, MONOPOTASSIUM SALT BIS(2-HYDROXYETHYL)DITHIOCARBAMIC ACID, POTASSIUM SALT... 

The reaction of carbon disulfide with 1,2-alkylene diamines (I) yields N-(2-aminoethyl) dithiocarbamic acids (II) which split off hydrogen sulfide thermally to give imidazolidine-2-thiones (III) (Hofmann-process). The simplest example, the reaction of carbon disulfide with ethylenediamine, is described in Organic Synthesis (5). The reaction is general for N,N -dialkyl-, N,N -diaryI, as well as for N,N -bis-(arylakyl) ethylene diamines. The rate of reaction is determined by the basicity of the diamine. Electron-donor substituents in the para-position of N-aromatically substituted ethylene diamines accelerate dithiocarbamate formation electron-acceptor groups retard it. 

Method A Dithiocarbamic acid and a-halo carboxylic acid (ester). B Amines and bis-(carboxymethyl) trithiocarbonate. 

The 1,2,5-thiadiazine ring system was first prepared by oxidative cyclization of a zwitterionic N-alkyl-V-(/3-alkylaminoethyl)dithiocarbamic acid (46) <49JOC946,50USP2514200, 51USP2537633>. These inner salts, which are formed by the action of carbon disulfide on bis-l,2-alkylaminoethanes, on oxidation with iodine in aqueous sodium hydroxide furnish the 2,5-dialkyl-3,4-dihydro-2//-l,2,5-thiadiazine-6(5//)-thiones (47) in ca. 70% yield (Equation (5)). With bulky substituents (e.g., R = cyclohexyl or isopropyl) yields are good (70%), whereas the diethyl compound (48 R = Et) (see Section 6.15.4.1) is obtained in an unspecified low yield. 

Bi(alkyl xanthates) [dithiodi(thioformates)], (RO—CS—S—)2, and thiuram disulfides [dithiodi(formamides)], (NH2—CS—S—)2, are formed by oxidation of xanthates and salts of dithiocarbamic acid, respectively. Thioureas can be dehydrogenated analogously to di(amidino) disulfide salts, [+NH2=C(NH2)—S—)2 2X , by a wide variety of oxidizing agents. Reaction with bromine in chloroform is particularly satisfactory for these reactions.799... 

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