Ethyl phenyl sulphide

Chlorination not accompanied by oxidation occurred on treatment of aliphatic sulphides and phenylated dimethyl sulphide with 3-(dichloroiodo)pyridine in chloroform for example, methyl ethyl sulphide afforded a mixture of the two monochlorinated sulphides (CH2CISCH2CH3 and CH3SCHCICH3) in a ratio of 1 3 [25]. 

Sulphur Compounds.—The two preceding reactions with water and with alcohol may be carried out also with the analogous sulphur compounds, viz., hydrogen sulphide, H—SH, and thio-alcohols or mercap-tans, e.g.j C2H6—SH. The product in the first case is a thio-phenol, CeHs—SH, and in the second phenyl ethyl thio-ether, CeHs—S—C2H6. 

Electron Diffraction.—Among completed electron-diffraction studies are ethyl methyl sulphide, chloromethyl methyl sulphide, methyl phenyl sulphide, di-(2-pyridyl) sulphide, sulphones, sulphoxides and sulphones, and trifluoro-methanesulphonyl chloride. A number of precise analyses of gas-phase conformational equilibria have emerged. Methyl ethyl sulphide shows a preference for the gauche conformation rather than for the trans form. ... 

Electron Diffraction.— Bond-length and bond-angle data have become available for trifluoromethanethiol, phenyl vinyl sulphide, dimethyl disulphide, ethyl methyl disulphide, dimethyl sulphurdi-imide, and benzenesulphonyl chloride. ... 

In a 1 litre round-bottomed flask provided with an efficient double surface condenser, place 40 g. (39 ml.) of aniline, 50 g. (40 ml.) of carbon sulphide CAUTION inflammable) (1), and 50 g. (63-5 ml.) of absolute ethyl alcohol (2). Set up the apparatus in the fume cupboard or attach an absorption device to the top of the condenser (see Fig. 11, 8, 1) to absorb the hydrogen sulphide which is evolved. Heat upon an electrically-heated water bath or upon a steam bath for 8 hours or until the contents of the flask sohdify. When the reaction is complete, arrange the condenser for downward distillation (Fig. 11, 13, 3), and remove the excess of carbon disulphide and alcohol (CA UTION inflammable there must be no flame near the receiver). Shake the residue in the flask with excess of dilute hydrochloric acid (1 10) to remove any aniline present, filter at the pump, wash with water, and drain well. Dry in the steam oven. The yield of crude product, which is quite satisfactory for the preparation of phenyl iao-thiocyanute (Section IV.95), is 40-45 g. Recrystalhse the crude thiocarbanihde by dissolving it, under reflux, in boiling rectified spirit (filter through a hot water funnel if the solution is not clear), and add hot water until the solution just becomes cloudy and allow to cool. Pure sj/m.-diphenylthiourea separates in colourless needles, m.p, 154°,... 

Ethyl phenyl sulphide is lithiated mainly in the ortho position, but with significant amounts of meta and para lithiation and substitution products. Superbases, on the other hand, prefer to deprotonate afkylthio benzenes at benzylic or a-positions, rather than on the ring ... 

The optically active arsinous acid esters 128-134 and the arsinthious acid ester 135 have been used to prepare optically active tertiary arsines (Table 7). When the arsine sulphide 136 was heated in benzene with n-butyl or -propyl bromide, ethyl bromide was eliminated and there was a reversal in the sign of the rotation, which was attributed to the formation of the inverted n-butyl and n-propyl esters of (p-carboxyphenyl)phenyl-arsinthious acid, 137a and 137b, respectively (equation 18) . 

Two grams of 4-bromo-l-phenyl-2 3-dimethyl-5-pyrazolon.e (1 mol.) and 10 5 grams of mercuric acetate (4 mols., 90 percent.) are heated for tliirty minutes in an oil-bath at 160° C. The melt is cooled, extracted with alcohol, the solution boiled with charcoal, filtered, and treated with ether. The white precipitate is filtered, washed with ether, and dried. It is a hygroscopic substance, readily soluble in cold water, less soluble in methyl or ethyl alcohol faintly acidified with acetic acid. It decomposes with gas evolution at 225° C., and is unaffected by ammonium sulphide unless boiled. From its aqueous solution sodium chloride precipitates an insoluble chloride and sodium hydroxide the corres X)nding hydroxide. 

The C-nmr spectra of 1-methyl- and 1-ethyl-phosphor-anin-4-one and derivatives and also that of phosphorinane-4,4--diols in water at 30° have been recorded, along with the P-nmr spectra and equilibrium compositions for the hydration of some phosphorinan-4-ones. Also recorded the ir-and uv-spectra for 1-ethylphosphorinan-4-one and its 1-oxide and 1-sulphide (J.J. Breen, S.O. Lee, and L.D. Quin, J. org. Chem., 1975, 0, 2245). P-nmr spectral data of 1-phenyl-phosphorian-4-one (K. Ramarajan, M.D. Herd, and K.D. Berlin, Phosphorus Sulphur, 1981, 11, 199). 

Also reported are the preparation of 1-chloro-, 1-ethyl-, and 1-phenyl-1,2,3,4-tetrahydrophosphinoline 1-oxide, 1-chloro- and 1-ethyl-1,2,3,4-tetrahydrophosphinoline, and 1-ethyl-1,2,3,4--tetrahydrophosphinoline 1-sulphide (L.E. Rowley and J.M. Swan Austral. J. Chem., 1974, 801). 1-Hydroxy-1,2,3,4-tetra-... 

The scope of the reactions of 5-nitro-3-thienylethyl chloride and acetate with the lithium salt of 2-nitropropane to give (83) (cf. this series, Vol. 2, p. 80) has been investigated. The cyano-group was not found to be sufficiently active, since 4-cyano-2-thienyl-methyl and -ethyl chlorides only gave O-alkylated products by an mechanism. The iSn(AEAE) reaction also occurred between benzenethiolate and 4-nitro-2-thienylmethyl acetate, and a moderate yield of 4-nitro-2-thienylmethyl phenyl sulphide was obtained. 

Ethyl phenyl sulphide 84.6 + 2 354.0 + 8.4 Derived from AfH° 1986PED/NAY... 

Ethyl phenyl sulphide 64.5 + 1.5 269.9 + 6.3 Derived from AfH° 1994PED... 

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