Dimethyl sulfoxide-Chlorine

See also Dimethyl sulfoxIde-Chlorine, this volume. 

Potassium permanganate. Dimethyl sulfide-Chlorine. Dimethyl sulfoxide. Dimethyl sulfoxide-Chlorine. Dimethylsulf-oxide Sulfur trioxide. Dipyridine chro-mium(VI) oxide. Iodine. Iodine-Potassium iodide. Iodine tris(trifluoroacetate). Iodosobenzene diacetate. Isoamyl nitrite. Lead tetraacetate. Manganese dioxide. Mercuric acetate. Mercuric oxide. Osmium tetroxide—Potassium chlorate. Ozone. Periodic acid. Pertrifluoroacetic acid. Potassium ferrate. Potassium ferricyanide. Potassium nitrosodisulfonate. Ruthenium tetroxide. Selenium dioxide. Silver carbonate. Silver carbonate-Celite. Silver nitrate. Silver oxide. Silver(II) oxide. Sodium hypochlorite. Sulfur trioxide. Thalli-um(III) nitrate. Thallium sulfate. Thalli-um(III) trifluoroacetate. Triphenyl phosphite ozonide. Triphenylphosphine dibromide. Trityl fluoroborate. 

Dimethyl sulfoxide-Chlorine, 200 Dimethyl sulfoxide-Sulfur trioxide, 200-201... 

Rosell and Svennson (1975) described a procedure whereby a methylated polysaccharide that contained a limited number of free hydroxyls at specific positions could be selectively degraded. Using a dimethyl-sulfoxide-chlorine complex (Corey and Kim, 1973), the free hydroxyls are oxidized to keto (or aldehyde) groups. Treatment of the oxidized material with base results in the elimination of glycosyl or methoxyl substituents 3 to the activated group, and the resultant a,p-unsaturated... 

Dimethyl sulfoxide-chlorine complex Oxo compds. from alcohols... 

Saturated Aldehydes and Ketones - Both primary and secondary alcohols can be oxidized in 94-98% yield to their corresponding carbonyl compounds with dimethyl sulfoxide-chlorine complex at -45 to -10 , a procedure which Is reportedly superior to previous oxidation methods. Terminal alkynes are converted to ketones by alkylation or protonation of their lithium alkynyltrlalkylborate salts, followed by H2O2 oxidation. 

More recently it was found that methyl sulfide-iV-chlorosuccin-imide in toluene at 0°C gives good yields of ketones by the oxidation of primary and secondary alcohols. However, allylic and dibenzylic alcohols give halides. The latter alcohols can be oxidized to ketones with a dimethyl sulfoxide-chlorine reagent. 

Compound A (C4H10) gives two different monochlondes on photochemical chlorination Treatment of either of these monochlondes with potassium tert butoxide in dimethyl sulfoxide gives the same alkene B (CaHg) as the only product What are the structures of compound A the two monochlondes and alkene B2... 

CeUulose triacetate is insoluble in acetone, and other solvent systems are used for dry extmsion, such as chlorinated hydrocarbons (eg, methylene chloride), methyl acetate, acetic acid, dimethylformamide, and dimethyl sulfoxide. Methylene chloride containing 5—15% methanol or ethanol is most often employed. Concerns with the oral toxicity of methylene chloride have led to the recent termination of the only triacetate fiber preparation faciHty in the United States, although manufacture stiH exists elsewhere in the world (49). 

Trilialophenols can be converted to poly(dihaloph.enylene oxide)s by a reaction that resembles radical-initiated displacement polymerization. In one procedure, either a copper or silver complex of the phenol is heated to produce a branched product (50). In another procedure, a catalytic quantity of an oxidizing agent and the dry sodium salt in dimethyl sulfoxide produces linear poly(2,6-dichloro-l,4-polyphenylene oxide) (51). The polymer can also be prepared by direct oxidation with a copper—amine catalyst, although branching in the ortho positions is indicated by chlorine analyses (52). 

Zirconium tetrachloride is instantly hydrolyzed in water to zirconium oxide dichloride octahydrate [13520-92-8]. Zirconium tetrachloride exchanges chlorine for 0x0 bonds in the reaction with hydroxylic ligands, forming alkoxides from alcohols (see Alkoxides, METAl). Zirconium tetrachloride combines with many Lewis bases such as dimethyl sulfoxide, phosphoms oxychloride and amines including ammonia, ethers, and ketones. The zirconium organometalLic compounds ate all derived from zirconium tetrachloride. 

The use of mixtures of trimethylbromosilane and dimethyl sulfoxide to brominate indoles is more successful than analogous chlorinations since the bromine atom increases the rate of transformation of Me2S+OSiMe3 to Me2S+Br and shows a stronger electrophilic character than the chloro intermediate. Sulfonium products do not form in such reactions [89JCR(S)182],... 

A mixture of the (highly activated) dichloro compound with potassium fluoride in the solvent was heated to reflux to effect replacement of chlorine by fluorine. The reaction accelerated out of control and exploded, leaving much carbonised residue. Analogous reactions had been effected uneventfully on many previous occasions. See Dimethyl sulfoxide Acyl halides, etc. 

The chlorinated silica gel suspended in diethyl ether, dimethyl sulfoxide, or dioxane will also react with diamine or amino compounds. After being washed in an excess of amine and HC1, and then dried under vacuum, the final stationary phase materials are obtained ... 

Indium metal (0.85 g) is maintained at +15 V in a solution phase of 100 mLof 50 50 benzene-dimethyl sulfoxide (dmso). Benzene is purified as in Section A above dimethyl sulfoxide is dried over 4A molecular sieves before use. The cell is cooled in an ice bath throughout the experiment. Chlorine gas is bubbled slowly through the solution phase (about one bubble per second from a 2-mm tube) for 2 hours. At the end of this period, the solution is brown, and most of the indium has dissolved approximately 0.1 g of corroded material remains. 

Similar oxidation of alcohols has been carried out with dimethyl sulfoxide and other reagents317 in place of DCC acetic anhydride,318 SOy-pyridine-triethylamine,319 trifluo-roacetic anhydride,320 oxalyl chloride,321 tosyl chloride,322 chlorine,323 bromine,324 AgBF4-Et3N,325 P205-Et3N,326 phenyl dichlorophosphate,327 trichloromethyl chloroformate,328 tri-... 

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