Diphenyl sulfide-4-sulfonic acid

Naphthalenedicarboxylic acid 3,4 -Diphenyl ether dicarboxyUc acid 4,4 -Diphenyl ether dicarboxyUc acid 3,4 -Diphenyl sulfide dicarboxyUc acid 4,4 -Diphenyl sulfide dicarboxyUc acid 3,4 -Diphenyl sulfone dicarboxyUc acid 4,4 -Diphenyl sulfone dicarboxyUc acid 3,4 -Benzophenonedicarboxylic acid 4,4 -Benzophenonedicarboxylic acid 1,4-Naphthalene dicarboxyUc acid... 

Polysulfonation of self-polycondensation of 4-(phenylthio)benzenesulfonyl chloride was also used to prepare poly(arylene sulfide sulfone)s.245,246 Condensation of diphenyl sulfide with d -oxydibenzenesulfonic acid or d.d -thiodibcn/cnc-sulfonic acid247 or by poly etherification of poly condensation of DC DPS with d.d -dihydroxydiphenol sulfide occurred.5... 

Kennedy and Stock reported the first use of Oxone for many common oxidation reactions such as formation of benzoic acid from toluene and of benzaldehyde, of ben-zophenone from diphenyhnethane, of frawi-cyclohexanediol Ifom cyclohexene, of acetone from 2-propanol, of hydroquinone from phenol, of e-caprolactone from cyclohexanone, of pyrocatechol from salicylaldehyde, of p-dinitrosobenzene from p-phenylenediamine, of phenylacetic acid from 2-phenethylamine, of dodecylsulfonic acid from dodecyl mercaptan, of diphenyl sulfone from diphenyl sulfide, of triphenylphosphine oxide from triphenylphosphine, of iodoxy benzene from iodobenzene, of benzyl chloride from toluene using NaCl and Oxone and bromination of 2-octene using KBr and Oxone . Thus, they... 

The reaction was carried out on numerous aromatic and aliphatic sulfides and sulfoxides. Among the compounds made in essentially quantitative yields were dibenzyl sulfoxide, dibenzyl sulfone, dimethyl sulfone, diphenyl sulfoxide, thionyldiglycolic acid, and carboxymethylthionylsuccinic acid (Table I). 

In acetic acid there was no precipitate, but the product from the addition of two equivalents of ozone was colored and contained both the sulfoxide and the sulfone. In a reactor in which the ozone was dispersed by a high-speed stirrer, the precipitate formed in chloroform did not interfere with the addition of ozone, but the results were the same as they were in acetic acid. Attempts to oxidize diphenyl sulfide and dibenzothiophene cleanly to the sulfones using several solvents and ozone or hydrogen peroxide as the oxidizing agents gave the same results. More work on this phase is clearly indicated. 

Diphenyl sulfone 598 Diphenyl sulfide in glacial acetic acid is treated with an excess (about 2.5 equivalents) of hydrogen peroxide. After several day s storage at room temperature colorless crystals, m.p. 124°, begin to separate and the amount of them is increased by addition of water. 

Tsuchida et al. [95,96] reported the synthesis of poly(thiophenylene sulfonic acid) containing up to two sulfonic acid groups per repeating unit. Polymerisation of 4-(methylsulfinyl)diphenyl sulfide in sulfuric add upon heating or in the presence of SO3 resulted in sulfonated poly(sulfonium cation), which was then converted into the corresponding sulfonated poly(phenylene sulfide). 

Benzoyl-4-hydroxy-2-methoxybenzene sulfonic acid. See Benzophenone-4 2-Benzoyl-2-hydroxypropane. See 2-Hydroxy 2-methyl 1-phenyl 1-propanone Benzoyl methide. See Acetophenone 4-Benzoyl-4 -methyl diphenyl sulfide Synonyms BMDS... 

DPS. See Diphenyl sulfone Diphenyl sulfide DPS. See 3-((Dimethylamino) thioxomethyl) thio)-1-propanesulfonic acid, sodium salt Diphenyl sulfone... 

Both, aliphatic and aromatic disulfides such as diphenyl disulfide and di-M-butyldisulfide undergo rapid reduction to the thiol stage, each consuming 2 equiv of the hydride, 1 equiv for hydrogen evolution and 1 equiv for reduction. However, methylphenyl sulfide is inert toward Li 9-BBNH. Sulfoxides, sulfones, and sulfonic acids are inert to this reagent. 

A mild and chemoselective oxidation of sulfides to sulfoxides by o-iodooxybenzoic acid (IBX) catalyzed by tetraethylammonium bromide (TEAB) has been reported [73]. The reaction is highly selective, and no overoxidation to sulfone was observed. Simple aryl alkyl sulfides are oxidized in 93-98% yield in 0.3-2 h at room temperature with the use of 5 mol% of TEAB. Diphenyl sulfide and phenyl benzyl sulfide took 30 and 36 h, respectively, to go to completion under these conditions. 

The overall transformation is the conversion of the carbon-sulfur bonds bond to a carbon-carbon double bond. The original procedure involved halogenation of a sulfide, followed by oxidation to the sulfone. Recently, the preferred method has reversed the order of the steps. After the oxidation, which is normally done with a peroxy acid, halogenation is done under basic conditions by use CBr2F2 or related polyhalomethanes for the halogen transfer step.92 This method was used, for example, to synthesize 1,8-diphenyl-1,3,5,7-octatetraene. 

The procedure described is essentially that of Ballard and Dehn.1 Stilbene has also been prepared by reduction of desoxy-benzoin,20 benzaldehyde,23 and benzil 2o-2c by dehydrogenation of ethyl benzene,30 toluene,30- 33- 3, and bibenzyl 33-3alkaline reduction of phenylnitromethane,40 phenylnitroacetonitrile,40 and desoxybenzoin 43 by distillation of benzyl sulfone,50 benzyl sulfide,60-63 calcium cinnamate,5 cinnamic acid,5d phenyl cinna-mate,6e-6/ and diphenyl fumarate ie by dehydrohalogenation of a,a -dichlorobibenzyl60 and benzyl chloride 63 by dehalogenation of a,a,c/,a -tetrachlorobibenzyl70 and benzal chloride 73 by the coupling of cinnamic acid and phenyldiazonium chloride 8 by de-... 

Sommelet reaction, 33, 93 Sorbic acid, 5-hydroxy-/3-methyl, J-lactone, 32, 57 Stannic chloride, 33, 91 Stearic acid, 34, 15 Stearone, 33, 84 cis-Stilbene, 33, 88 fraws-Stilbene, 33, 89 Stirrer, for caustic fusion, 30, 104, 105 seal for, 30, 54 Stobbe condensation, 30, 18 Styrene, 33, 72 34, 85 reaction with sulfuric acid, 35, 83 Styrene dibromide, 30, 73 Styrene oxide, 31, 3 0-Styrenesulfonyl chloride, 34, 85 Succinic acid, 34, 44 Succinic acid, < -benzhydrylidene-, a-ETHYL ESTER, 30, 18 CLNNAMYL-, 31, 85 DIPHENYL ESTER, 34, 44 HEPTANOYL-, DIETHYL ESTER, 34, 51 PHENYL-, 30, 83 Succinic anhydride, 34, 40 SUCCINONITRILE, a, -DIPHENYL-, 32, 63 Sulfide, methyl 2-thienyl, 35, 85 Sulfonation of styrene, 34, 85 Sulfonyl chloride, from sodium sulfonate, 34, 85... 

Sulfide of sodium. See Sodium polysulfide Sulfinylbis (methane). See Dimethyl sulfoxide Sulfinyl chloride. SeeThionyl chloride Sulfiram. See Tetraethylthiuram sulfide Sulfisomezole. See Sulfamethoxazole Sulfite lignin. See Lignin sulfonate Sulfoacetic acid, 1-dodecyl ester, sodium salt Sulfoacetic acid dodecyl ester S-sodium salt. See Sodium lauryl sulfoacetate 2-Sulfoanthraquinone sodium salt. See Sodium 2-anthraquinone sulfonate Sulfobenzide. See Diphenyl sulfone o-Sulfobenzimide o-Sulfobenzoic acid imide. See Saccharin... 

---