Ethyl p-tolyl ether

In saturation of ethyl p-tolyl ether in ethanol solvent, hydrogenolysis rose with metal in the order Pd < Ru Rh < Ir < Pi ( 7). The various complex factors contributing to this ordering are discussed at length in this reference. 

Ethyl toluates, e204, e205, e206 Ethyl p-tolyl ether, m3 7 3 Ethyl trimethylacetate, el28 Ethyl vanillin, e46 Ethyne, a41 Ethynylbenzene, p84... 

Et ether ethyl p-tolyl ether. B.p. 188-9°. Propyl ether propyl p-tolyl ether. B.p. 210 4°... 

It is well known that spontaneous resolution of a racemate may occur upon crystallization if a chiral molecule crystallizes as a conglomerate. With regard to sulphoxides, this phenomenon was observed for the first time in the case of methyl p-tolyl sulphoxide269. The optical rotation of a partially resolved sulphoxide (via /J-cyclodextrin inclusion complexes) was found to increase from [a]589 = + 11.5° (e.e. 8.1%) to [a]589 = +100.8 (e.e. 71.5%) after four fractional crystallizations from light petroleum ether. Later on, few optically active ketosulphoxides of low optical purity were converted into the pure enantiomers by fractional crystallization from ethyl ether-hexane270. This resolution by crystallization was also successful for racemic benzyl p-tolyl sulphoxide and t-butyl phenyl sulphoxide271. 

Di-p-tolyl sulphone [599-66-6] M 278.3, m 158-159 , b 405 . Crystd repeatedly from ethyl ether. Purified by zone melting. 

Chromium tri-p-tolyl iodide, 2(C7H7)3CrI.C2H5.O.C2H5.— Chromium tri-p-tolyl hydroxide is isolated by a similar method to that used for the corresponding phenyl compound, and by means of an excess of aqueous potassium iodide is converted into the iodide. This melts with decomposition at 115° to 119° C., is soluble in alcohol, nitrobenzene or chloroform, insoluble in cold benzene, ethyl acetate or ether. 

A mixture of N-(2 -bromoallyl)-3-hydroxy-4-(p-tolyl) pyridinium bromide hydro-quinone (lOOmg) dissolved in ethyl acrylate were heated 1.5 hours, (27mmol), 7.5 ml TEA and cooled, and diluted with 200 ml diethyl ether. The suspension was filtered and the product isolated by chromatography using hexanes/EtOAc, 4 1, in 52% yield. H-NMR data supplied. 

Most of the compounds are readily soluble in water and in pyridine, slightly soluble.in methanol and in ethanol (which are the usual recrystallizing solvents), and sparingly soluble in ether, acetone, light petroleum, chloroform, benzene, and ethyl acetate. AT-Phenyl- and W-p-tolyl-D-manno-sylamine, like n-mannose phenylhydrazone, have unusually low solubilities. 

Ethyl nitroacetate-Dicthyl azodicarboxyl-ate-Triphcnylphosphine, 182 Ethyl 2-phenylsulfinyIacetate, 183 Ethyl vinyl ether, 184 d-Ethynyl-0-propiolactone, 283 Ethynyl p-tolyl sulfone, 183 Ethynyltrimethylsilane, 177 Evodone, 231,232,279 Exaltone, 35... 

Typical of this work is the rearrangement of phenyl p-toluenesulphonate into 2-hydroxyphenyl and 4-hydroxyphenyl p-tolyl sulphones274. Ogata and coworkers275 have shown that phenyl benzenesulphonate also rearranges on irradiation in ethanol and yields both 2-hydroxyphenyl and 4-hydroxyphenyl phenyl sulphones as well as phenol, small amounts of diphenyl ether and polymer. Interestingly, the tolyl derivative 305 does not rearrange and only o- and p-cresol are isolated. Irradiation (330 nm) of the sulphonates 306 in ethyl acetate affords the hydroxysulphones 307 in 66% yield. The reaction of 306 also... 

Refluxing a solution of Pb(C2H5)4 and p-tolylllthium for 8 h in benzene-ether affords di-p-tolyl [14], Only 0.9% ethyl group exchange, aside from much decomposition, had occurred between Pb(C2H5)4 and " C-labeled NaC2H5 at room temperature after 2.5 months [67]. 

Phenol with smaUer amounts of p-cresol, p-ethyl phenol, p-isopropyl- 201 phenyl phenol, bisphenol A, diphenyl ether, p-tolyl phenyl ether, p-ethyl diphenyl ether, p-isopropenyl diphenyl ether, isomers of lolyl (ethyl-phenyl)ether... 

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