Phenylmercaptan

Nucleophilic displacement can also occur at C(6). Treatment of 126 with potassium cyanide yields 127 in low yield (15%) (88JOU1177,88ZOR1306 90MI3). The reaction of 2-phenyl-6-bromoimidazo[2,l-h][l,3,4]thiadiazole with phenylmercaptan yields the corresponding thioether (94KGS421). 

A similar activating effect is produced by S02 during pretreatment of the catalyst or by addition of S02 to the reagents in proportions between 0.1 and 25% of the zeolite weight (79). Important variations can also be produced by CS2, phenylmercaptans, nitrous and nitric oxides, nitro compounds and others (80, 81). Since most of these compounds are acidic, the problem of structural damage arises, especially at high temperatures. Information on this problem is scarce (56). 

Thiophenol, 2,4,6-Trinitro (2,4.6-Trinitro-phenylmercaptan or Picrylmercaptan). C6H3N3S06 mw 245.18 N 17.14% OB to C02 —48.94% v small yel ndls with a bitter taste mp 114° v sol in acet, benz, chlf, ethanol and w insol in carbon disulfide and petr eth. Prepn is by reacting an ethanolic soln of K2S with an ethanolic soln of picryl chloride. The K salt formed is filtered off and dissolved in w and then hydrolyzed with hydrochloric acid to the free nitrate. The picryl compd explds with extreme violence at 115°. The salt, Potassium-2,4,6-Trinitro-Thiophenol KC6H2N3S06 mw 283.27 N 14.84% OB to C02 -48.94% reddish brn ndls v sol in ethanol and w difficultly sol in eth and w mp, explds with great violence at 140°... 

Zu Tab. 17 Ebenso ivie bei den Mercaptanen (Tab. 16) ist der Dbertragungs-cffekt des Phosphimvasserstoffes sehr wenig von der Art der organischen Reste beeinfluBt (vgl. 4, 5 und 6). Im Gegensatz zum Phenylmercaptan ist Phenylphosphin jedoch ein besonders starker tJbertrager. 

Phenylmercaptan. —Bunge,4 who had obtained ethyl disulphide from ethyl mercaptan (see p. 65), also investigated phenylmercaptan. Phenyldisulphido, (CV>Hr>) 2S2, was formed from phenylmercaptan at the positive pole. 

Michael addition of phenylmercaptan to the exomethylene group gives the proteinase inbitor tanomastat (34). ... 

The first chemical test of the aforementioned idea comes from experiments with the 0-labeled tricyclic trioxane (128) (Scheme 19) <92JA8328>. Samarium diiodide, dissolving zinc in acetic acid, and similar agents, bring about deoxygenation to 1,3-dioxolane (129). On the other hand, ferrous bromide in THF and hemin plus phenylmercaptan, taken as models for intraerythrocytic heme, isomerize (128) to the tetrahydrofuran (130) and the hydroxy-dioxolane (131). This result is explained in terms of the pair of oxy radicals, (132) and (133), that arise from ferrous ion-induced cleavage of the peroxide bond. It is believed that (132) yields (130) by C—C bond cleavage, and that (133) by... 

Phenyl thiochloroformate (CICOSPh) has been used to produce purine-2,6-diones in good yields from 4-aminoimidazole-5-carboxamide and its derivatives phenylmercaptan is evolved.201... 

The method is unaffected by a fivefold excess of hydrogen sulfide and of most mercaptans (phenylmercaptan, however, interferes). If carbon oxysulfide is present, the method must be modified. 

GgHgClS Phenylsohwefelchlorid 6 II296. o-Chlor-phmylmercaptan 4, 324. m-Chlor-phenylmercaptan 4, 326. p-Chlor-menylmercaptan 6, 326,1149. 

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