3- Thiocresol Toluene

Toluenethiol. See o-Thiocresol 4-Toluenethiol. See p-Thiocresol a-Toluenethiol. See Benzyl mercaptan o-Toluenethiol. See o-Thiocresol p-Toluenethiol. See p-Thiocresol Toluene trichloride Toluene, a,a,a-trichloro. 

Pertechnetate can also be reduced by p-thiocresol in acetic acid solution. With an excess of the reducing agent technetium forms a complex compound which readily dissolves in non-polar solvents such as chloroform, toluene or benzene. 

Extending the reaction times to 3 hours gave a considerably different distribution of products. Not only was the benzothio-phene consumed, but the major product was toluene. These results indicate that the overall reaction of benzothiophene with molten hydroxide involves a ring opening and elimination of a one-carbon fragment to form o-thiocresol (Equation 1), followed by a slower sulfur elimination to form toluene (Equation 2). 

Benzothiophene experiments conducted at 375°C for 30 minutes with KCl-NaOH mixtures (70 30 by wt) resulted in no decomposition or desulfurization. Experiments conducted with K2C09-Na0H mixtures (70 30 by wt) resulted in complete decomposition of benzothiophene, yielding o-thiocresol and toluene as products. Relative amounts of the two products were similar to those found in experiments that used the KOH-NaOH mixture. Experiments with the KCl-NaOH mixture were repeated at longer reaction times (1 and 3 hours). After 1 hour, very little decomposition of benzothiophene had occurred. After 3-hour reaction times, the majority of benzothiophene had decomposed to toluene (4>), o-thiocresol (26 ), and tolyldisulfide (23>). While the yield of tolyldisulfide (an oxidation product of o-thiocresol) was somewhat unexpected, the longer reaction times demonstrate that KCl-NaOH mixtures can cause benzothiophene decomposition. Again, the induction or inhibition period may account for the lack of KCl-NaOH reactivity using 30-minute reaction times. 

Pyrroles.—Formation. A general synthesis of 2-aryl-pyrroles (112) is by cycliz-ation of the esters (111), which are obtained from unsaturated aldehydes and methyl azidoacetate. Thermolysis of the acetylene (113 Ar = p-MeC6H4) gives Al-(p-tolyl)pyrrole with the elimination of p-thiocresol. The pyrrole derivative (115) is the product of the action of benzylamine on tri-(t-butylthio)cyclopropenylium perchlorate (114). Azoalkenes combine with fi-dicarbonyl compounds or with enamines to yield derivatives of Al-aminopyrrole thus the ester (116) and ethyl acetoacetate form (117). The base-catalysed addition of methyl propiolate to toluene-p-sulphonylmethyl isocyanide, T0SCH2NC, gives the ester (118). The dipolar cyclo-adduct (120) of piperidinocyclopentene to the azo-compound (119) forms the A-(tosyl-amino)pyrrole derivative (121) and piperidine on heating. ... 

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