Carbon selenide disulfide

Both antimony tribromide and antimony ttiiodide are prepared by reaction of the elements. Their chemistry is similar to that of SbCl in that they readily hydroly2e, form complex haUde ions, and form a wide variety of adducts with ethers, aldehydes, mercaptans, etc. They are soluble in carbon disulfide, acetone, and chloroform. There has been considerable interest in the compounds antimony bromide sulfide [14794-85-5] antimony iodide sulfide [13868-38-1] ISSb, and antimony iodide selenide [15513-79-8] with respect to their soHd-state properties, ferroelectricity, pyroelectricity, photoconduction, and dielectric polarization. 

The reaction of sulfur dioxide and hydrogen selenide in water yields an orange precipitate of the approximate composition Se S the nature of which has not been elucidated. The product is partly soluble in carbon disulfide. 

The synthesis of substituted sclcnolo 2,3-/ ]thiophcncs 208 and selenolo [2,3-b selenophenes 209 via ketene dithioacetals has been published (Scheme 40) [55], The easy access to ketene dithioacetals via carbon disulfide cannot be applied to selenium since the strongly odorous carbon diselenide cannot be readily prepared. The authors [55] overcame this problem using sodium selenide for the synthesis of selenolo[2,3-/ thiophcncs 208, which could be synthesized from methylsulfanylthiophenes 206 and sodium selenide and/or from 5-methylsulfanylselenophenes 207 and thioglycolate. 

Irradiation with a mercury lamp of (diacyloxyiodo)benzene (64) in the presence of disulfide, generates the corresponding alkyl sulfide (65) together with iodobenzene and carbon dioxide (eq. 2.31) [75, 76]. This is useful for the preparation of adamantyl sulfides or selenides, since the preparation of such caged tert-alkyl sulfides or selenide is not so easy with polar reaction methods. 

The preparation of highly functionalization selenophenes has been accomplished utilizing a three-component condensation reaction involving ketene dithioacetals, sodium selenide, and an activated carbonyl component (Scheme 13) <2003SL855, 2004S451, 2005PS939>. Ketene dithioacetal 122 was prepared from 2,4-pentanedione by condensation with carbon disulfide followed by methylation. Treatment of compound 122 with sodium selenide and ethyl bromoacetate gave selenophene 123 in modest yield. 

Tris- and tetrakis (triphenylphosphine) platinum (0) are the source of many platinum compounds. They react with carbon monoxide, acids/ methyl iodide/ fluoroalkyl derivatives/ carbon disulfide/ oxygen/ chloro/ fluoro/ and activated olefins/ hydrogen sulfide and selenide/ and sulfur dioxide/ yielding many platinum (II) or platinum (0) compounds which cannot be obtained easily by other routes. 

Other Elements - Irradiation ((>300 nm) of the allene (366) in the presence of diphenyl diselenide affords a high yield of the adduct (367) as an El Z mixture (28 72). Diphenyl disulfide affords a complex mixture of products with the same allene while diphenyl ditelluride does not react. The difference between the sulfide and the selenide is due to the lower ability of diphenyl disulfide to react with carbon radicals. When a mixed system is used [(PhS)2 (PhSe)2 as a 1 1 mixture] mixed addition occurs. Thus with the allene (366) an almost quantitative yield of (368) is produced and other allenes (369) are also reactive imder these conditions, affording (370). The use of diphenyl selenide as a catalyst for the photochemical isomerism of some carotenoids has been described. ... 

Carbon disulfide. This well-known solvent is prepared on a large scale by direct interaction of C and S at high temperatures. A similar yellow liquid CSe2 is made by action of CH2C12 on molten Se it has a worse smell than CS2 but, unlike it, is non-flammable. The selenide slowly polymerizes spontaneously, but CS2 does so only under high pressures, to give then a black solid of structure (10-XVII).31... 

Disulfides are good soft acceptors. They are reduced to thiols by hydro-selenide ion (90). The utilization of dimethyl disulfide as an indirect oxidant during conversion of aldehyde to acid derivatives via the dithiane synthesis has been reported (91). The alkylation of the lithiodithiane derived from cinnam-aldehyde occurs exclusively at the heterocyclic carbon. This may be indicative of symbiotic stabilization of the transition state and the product. 

To present, silica-supported rhodium catalysts have been successfully used for hydrogenation, hydroformylation, and hydrosilylation reactions. Zhang and coworkers" developed a heterogeneous rhodium complexes 23 catalyzed carbon-heteroatom bond formation. The reaction couples disulfides 21 or diselenides with an alkyl or acyl halide to generate unsymmetrical sulfides (24) and selenides in good yields. The catalyst could be easily recovered and recycled by filtration of the reaction solution and re-used for five cycles without significant loss of activity (maintains over 90% yield)." ... 

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