S- dithiocarbamates

Another class of fungicides recently encountered in groundwater are the ethylene-bi s-dithiocarbamates (EBDC s) (28). These compounds are often salts of metals and the names and chemical structures of some of them are shown ... 

Stecnland, K., Cedillo. I... Tucker, J., Hines. C-, Sorensen, K., Deddciis, J and Cruz. V. (1997). Thyroid hormonc.s and cytogenetic outcomes in backpack. sprayers using cthyl-enebi.s(dithiocarbamate) (EBDC) fungicides in Mexico. Environ. Health Perspect. 105, 1126-1130. 

During a relatively long period, the condensation of rhodanines with aldehydes was developed, especially by Andreasch s group (78-87). Finally, Holmberg (88, 89) described the best method to obtain rhodanines the condensation of ammonium dithiocarbamate with a sodium or potassium salt of an a-chloro acid. 

Caibon disulfide reacts with piimaiy and secondary amines to yield substituted ammonium salts of N-substituted dithiocarbamic acids, RNHC(S)SNH3R and R2NC(S)SNH2R2 ... 

Analogous reactions form sodiummethyldithiocarbamate [137-42-8] from methylamine, and disodiumethylenebis(dithiocarbamate) [142-59-6] from ethylenediamine. Iron, manganese, and 2iac salts can be prepared from the sodium salts heavy metals form characteristically colored compounds with dithio c arb amate s. 

DITHIOCARBAMATE PESTICIDES, FLAMMABLE LIQUID, n.O.S., flssh-DITHIOCARBAMATE PESTICIDES, FLAMMABLE LIQUID, n.O.S., flash-DITHIOCARBAMATE PESTICIDES, LIQUID, TOXIC, n.O.S. 

Complexes with dithiocarbamates involve linear S-Au-S coordination but are dimeric and the Au-Au distance of 276 pm compared with 288 pm in the metal and 250 pm in gaseous Au2 is indicative of metal-metal bonding. ... 

Among complexes of bidentate ligands, the dithiocarbamate Ir[S2CN(CH2)4]3 has octahedrally coordinated iridium (Ir-S 2.38 A) [153],... 

AuCl3(tht) [129], AuX3[S(benzyl)2)2] (X = Cl, Br) [130] and AuC13 (thian-threne). Various dithiocarbamates and dithiolene complexes have been made, some by oxidation of gold(I) complexes (Figure 4.26). 

Square planar coordination is general in these in the tris-complexes Au(S2CNR2)3, it is obtained by two dithiocarbamates being monodentate (the third is, of course, bidentate) [131], Such planar coordination in [Au(S2CNEt2)2]+SbF6 involves Au—S distances of 2.316-2.330 A [132]. 

Certain, Y, Y-dialkyl dithioearbamates [e,g. benzyl A)/V-diethyl dithiocarbamate (14)] and xanthates have been used as photoinitiators. Photodissociation of the C-S bond of these compounds yields a reactive alkyl radical (to initiate polymerization) and a less reactive sulfur-centered radical (to undergo primary-radical termination) as shown in Scheme 9.9.30 41 4 ... 

The processes described in this section should be contrasted with RAFT polymerization (Section 9.5.3), which can involve the use of similar thioearbonylthio compounds. A. A -dialkyl dithiocarbamates have very low transfer constants in polymerizations of S and (mctb)acrylatcs and arc not effective in RAFT polymerization of these monomers. However, /V,A -dialkyl dithiocarbamates have been successfully used in RAFT polymerization of VAc. Certain O-alkyl xanthates have been successfully used to control RAFT polymerizations of VAc, acrylates and S. The failure of the earlier experiments using these reagents and monomers to provide narrow molecular weight distributions by a RAFT mechanism can he attributed to the use of non-ideal reaction conditions and reagent choice. A two part photo-initiator system comprising a mixture of a benzyl dithiocarhamate and a dithiuram disulfide has also been described and provides better control (narrower molecular weight distributions).43... 

Dithiocarbamatc 16 has been used to prepare low dispersity PMAA ( Mw 1 Mn-1.2).52 Photopolymerization of S in the presence of dithiocarbamate 16 also displays some living characteristics (molecular weights that increase with conversion, ability to make block copolymer). However, 17 appears to behave as a conventional initiator in S polymerization.53 The difference in behavior was attributed to the relatively poor leaving group ability of the 2-carboxyprop-2-yI radical. This hypothesis is supported by MO calculations. Dithiocarbamatc 17 was used to control polymerizations of MMA,54 HEMA54 and NIPAM.5... 

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