Sodium trithiocarbonate

It is the sodium trithiocarbonate from this side reaction that gives the viscose dope its characteristic orange color. 

Many other routes to produce thioglycohc acid have been iavestigated (9). To try to minimise by-products, nucleophilic agents other than alkah sulfhydrates have been claimed, eg, thiosulfates, sodium disulfides, thiourea, xanthogenic acid derivatives, and sodium trithiocarbonates (10). These alternative methods, which require reduction of the disulfides or hydrolysis of carboxymethylthio derivatives, seem less competitive than those usiag alkah sulfhydrates. 

Where no water is present, very pure xanthates form (65). Ethanol reacts slowly with sodium trithiocarbonate to produce sodium ethyl xanthate... 

Cyclic trithiocarbonates are conveniently prepared by the phase-transfer catalysed reaction of 1,2- and 1,3-dichloro- and dibromoalkanes with sodium trithiocarbonate [47]. Diodoalkanes produce alkenes. 

The reductive dehalogenation of vic-dibromides to give the alkenes, using sodium sulphide [32] or sodium trithiocarbonate [33] is aided by the addition of quaternary ammonium salts. Anri-elimination normally occurs is good yield, but is susceptible to steric factors [34], Other functional groups are not reduced by the sulphide. 

Demercuradon.1 A recent synthesis of the Prelog-Djcrassi lactone (5), a degradation product of some macrolidc antibiotics, involves mercury(ll) cyclization of 1 to 2. Usual methods of demercuration (NaBH4, Na/ Hg, H2S py) favor formation of the 2-cpimer (6) of 5. The most useful reagent is sodium trithiocarbonate, which gives 5 and 6 in a ratio of 3.5 1. The ratio is 2 1 when Nu2S is used. 

A variety of sulfur reagents have been used for the dehydrohalogenation of vic-dihaloalkanes to alkenes. Aqueous sodium trithiocarbonate in the presence of a phase transfer catalyst was reported to give high yields under very mild conditions [217]. A radical mechanism involving a one-electron transfer was proposed as the first step in this reductive elimination. 

Sodium trithiocarbonate, Na2CS3,10, 369 370. An aqueous solution of Na2CS3 can he prepared by reaction of Na2S-9H20 with CS2 at 45-50 ". The solution is stable for about I week. 

THIOLS Phosphorus(V) sulfide. Sodium trithiocarbonate. Thiourea. 

Only a few reactions of this type are known. For example, treating 2-(l,2-di-bromoalkenyl)quinoxalines 88 with sodium trithiocarbonate in aqueous methanol results in thiophene ring closure to thieno[2,3-Z>]quinoxalines 89 (Scheme 27) (01JCS(P1)154). 

The spirobis[2,4]-benzodithiepine (90) has been prepared from l,2-bis(chloromethyl)-4,5-dimethylbenzene and sodium trithiocarbonate prepared in situ and a conformational analysis has been carried out using H- and l3C-NMR, X-ray analysis and semi-empirical calculations <95JOC6335). In the solid state it exists in a chair-twisted boat conformations whereas in solution it undergoes two dynamic processes, namely pseudorotation at lower temperatures and ring inversion at higher temperatures. 

The l,3-dithiolane-2-thione (326) was first prepared by the reaction of ethylene dibromide with sodium trithiocarbonate in ethanol (1862LA(123)83>. Presumably the best synthesis of (326) is the reaction of ethylene oxide with carbon disulfide and potassium hydroxide in methanol at room temperature (46JCS1050). 

Sodium trithiocarbonate, Na2CS3. Mol. wt. 154.21. This reagent is prepared by the reaction of sodium sulfide and carbon disulfide. ... 

Several cases have been reported in which the reactivity of the C-C douhle hond towards nucleophilic attack is further enhanced by an external electrophile. An example of an exo-trig cyclization induced by mercuration is shown in the case of the unsaturated acid rac-1 which was converted to the cyclic acetals (otR,2S)-2 and (y.S.2S)-2 employing mercury(ii) acetate in methanol followed by subsequent demercuration40. In the latter step, sodium trithiocarbonate afforded the highest selectivity in terms of retention of configuration (cf. Section 4.7.1.1.1.1.2.). 

Regarding the synthesis of tetrathiafulvalenes (TTFs), the preparation of a series of substituted naphtho-1,3-dithiole-2-thiones 150 in good yields (50-78%), from 3,4,7,8-tetrachloronaphtho[l,8-f, 5,4-fV ]bis(l,2-dithiole) 149, and an excess of sodium trithiocarbonate and alkyl halide were reported (Scheme 17) <1998EJ01577>. The monosubstitution products 151 were formed when equimolar quantities of derivatives 149 and sodium trithiocarbonate were used. Upon desulfurization with mercury(ll) acetate, the bis- and monosubstituted l,3-dithiol-3-thiones 150 and 151, respectively, yielded the corresponding l,3-dithiol-2-ones, whereby dechalogenation of 150 (R = 7-CsHii) with triethyl phosphite gave rise to the TTF 152. 

Sodium trithiocarbonate, 369-370 Spiroannelation, 240, 266-267, 443 Spiro [4.5 ] decadienones, 443 Spiro [4.5 ] decenes, 266-267 Spiro-[4.5]decenones, 100 Spirolactones, 8, 155,192 Stabase adducts, 140 Stannic chloride, 370-373 Stannous chloride-Silver perchlorate, 374 Stannous fluoride, 374 Stannoxanes, 124 Stemodin, 169... 

In contrast to the facile formation of ethylene trithiocarbonate (52) by the reaction of ethylene dibromide with sodium trithiocarbonate as shown in Equation (10) and Scheme 9, the major course of the reaction of ethylene dibromide with the selenodithiocarbonate ion (53) <71ZAAC(384)235> has been reported to lead to the precipitation of red selenium (75%), accompanied by the vigorous evolution of ethylene, and the expected thiaselenoranethione (54) was obtained only in 2% yield. The reaction process can be rationalized by assuming that the initially formed monoalkylated anion (55) is in equilibrium with carbon disulfide and the /i-bromoethylselenide ion (56) the latter can rapidly cyclize to the extremely thermolabile ethylene episelenide (1). 

To address this concern, several organic and inorganic reagents were evaluated as precipitants for heavy metals in a 10-34-0 (N-P2O5-K2O) fluid fertilizer and WPA. Trisodium trithiocyanuric acid (TMT-15), sodium polythiocarbonate (Thio-Red II), and sodium trithiocarbonate (5% Na2 CS3) precipitated arsenic, cadmium, copper, mercury, lead, and zinc from 10-34-0. Ammonium cyanurate was ineffective in removing cadmium from 10-34-0. Thio-Red II and 5% Na2CS3 precipitated mercury, lead, cadmium, copper, and chromium from WPA. A water-insoluble starch xanthate adsorbed mercury, copper, and lead from 10-34-0 and WPA. Sodium sulfide, sodium polysulfide, and potassium ferrocyanide were tested as inorganic precipitants. The polysulfide was twice as effective as the sulfide alone, and concentrations of less than 10 ppm of arsenic, cadmium, mercury, and lead were achieved in 10-34-0. Ferrocyanide reduced the concentrations of cadmium and nickel to less than 10 ppm in WPA. 

Sometimes a slightly different method is used (method B). The amine is then reacted directly with the bis-(carboxymethyl) trithiocarbonate (CLXXXIX). On the whole though the same reagents are effectively used since (CLXXXIX) is formed from chloroacetic acid and sodium trithiocarbonate (CXC) (169). 

Thiol 237 has been prepared from bromide 228 by treatment with sodium trithiocarbonate (89JHC1205). Sulfides 221 and 224 required for the [2,3]sigmatropic rearrangements in Section V,A,3 are formed by substitution with sodium phenylthiolate from the corresponding bromides such as... 

Sodium mtrite-CF,COjH-DMSO, 386-387 Sodium perborate, 387 Sodium periodate, 358 Sodium-potassium alloy, 436 Sodium sulfite, 387 Sodium telluride, 388 Sodium thiophenoxide, 317 Sodium trichloroacetate, 388-389 Sodium trithiocarbonate, 389 Spinachrome D, 342 Spiro[2.5]octadiene-3-one, 18 S-Protein, 5... 

Page 389, Sodium trithiocarbonate, add Supplier Eastman Page 397, Tetramethyl pyrophosphite, read Tetraethyl pyrophosphite Page 406, Thallium triacetate, add additional reference Review W. Kitching, Organometallic Chem. Rev.. 3,61 (1968)... 

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