Carbyl sulfate

Subsequent DTA investigation showed that an exothermic reaction set in above 75°C after an induction period depending on the initial temperature and concentration of reactants, which attained nearly 300°C, well above the decomposition point of the cyclic ester component (170°C). The reaction conditions used could have permitted local over-concentration and overheating effects to occur, owing to slow dissolution of the clumped solid ester and aniline in the nitrobenzene solvent [ ] Crude carbyl sulfate contains excess sulfur trioxide [2]. 

There is a preparative hazard for this reaction product of iV-methyl-p-nitroaniline and carbyl sulfate . 

Carbyl sulfate , see 2,4-Dithia-l,3-dioxane-2,2,4,4-tetraoxide, 0835 Ceric ammonium nitrate, Ammonium cerium(IV) nitrate, see Ammonium hexanitrocerate, 3958 Cerium azide, 3960 Cerium carbide, 0587 Cerium, 3955 Cerium dihydride, 3956 Cerium(III) tetrahydroaluminate, 0089 Cerium nitride, 3959 Cerium trihydride, 3957 Cerium trisulfide, 3961... 

The CHEG-II( 1996) version of this chapter demonstrates that much work has been done on the formation of cyclic pyrosulfates (carbyl sulfates) when /3-sultones are exposed to excess SO3 (Scheme 13) <1996CHEC-II(1B)1083>. Since the early 1990s no new research has been performed in this area, although the existence of a cyclic sulfate has been surmised, based on isolated products <2003JFC(121)147>. 

S-Carboxymethylisothiouronium chloride, 1245 Carbyl sulfate , see 2,4-Dithia-l,3-dioxane-2,2,4,4-tetraoxide, 0839 A3-Carene, 3336... 

Carbyl sulfate (l,3,2,4-dioxadithiane-2,2,4,4-tetroxide) 68, a useful reagent in various industrial processes, has sparing solubility or even insolubility in most organic solvents. Although it dissolves satisfactorily in protic solvents, the dissolution is accompanied by simultaneous decomposition <2001W00160787>. 

Carbyl sulfate 68 is a useful reagent in various patented industrial processes, including the production of nitroethio-nate <2001W00160787>, an intermediate in the production of dyes and a synthesis of l-(2-sulfoethyl)pyridinium betaine <1999W09941236>, important as a secondary brightener in the electrolytic deposition of nickel. 

Reaction of an alkene with an excess of SO3 gives a cyclic sulfonate-sulfate anhydride, also referred to as carbyl sulfate or pyrosulfate (eq 5). This carbyl sulfate is formed by a slow insertion of SO3 into the intermediate -sultone. The complex of sulfur trioxIde with dimethyl sulfide reacts with alkenes and alkynes to afford sulfobetaines in good yields (eq 6). These sulfobetaines are produced by nucleophilic attack of the dimethyl sulfide on the initially formed -sultones. 

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