9 Phenyl propyl sulfide

Divalent sulfur is a poison for most noble metal catalysts so that catalytic hydrogenation of sulfur-containing compounds poses serious problems (p. 10). However, allyl phenyl sulfide was hydrogenated over tris trisphenyl-phosphine)rhodium chloride in benzene to give 93% yield of phenyl propyl sulfide [674. ... 

Phenyl propyl sulfide Ethyl 4-tolyl sulfide Benzyl ethyl sulfide... 

Sublimation. Such effects can also be seen in solid-gas interphase. Scheme 30 shows the consequences of fractional sublimation of partially resolved L-mandelic acid (47). The optical purity could be enhanced or reduced, depending on the optical purity of the starting material. Since the eutectic point of mandelic acid is obtained with about a 75 25 enantiomer ratio, such a mixture is more readily sublimed than the racemate or conglomerate. Scheme 30 gives other examples of optical enrichment by sublimation. Phenyl 1-phenyl-1-propyl sulfide in 6% ee affords the sublimed compound in 74% ee, but the residue is... 

Reaction of menthyl methylphenylthiosulfinate with propyllithium proceeds with inversion of configuration at arsenic to give enantiomerically enriched methyl(phenyl)— (propyl)arsine sulfide as shown in equation 56 . ... 

Heteroatom substituted ruthenium carbenes like 7 and 8 (Cy=cyclohexyl, i-Pr=iso-propyl) were synthesized similar to 6, just adding the appropriate vinylethers and vinylthioethers instead of styrene in the last step (Scheme 4) [20]. Phenyl vinyl sulfide was prepared according to Scheme 5a. 

Poly(phenyl vinyl sulfide-alt-MA), 386 Polyphosphoric acid, dehydrating agent, 80, 84 Poly03-pinene-alt-MA), 352 Poly(propenyl chloride-alt-MA), 380 Poly(c -propenyIphenol-ait-MA), 375 Poly(4-propenylpyrocatechol-alt-MA), 375 Poly(propenylthiophene-co-MA), 387 Poly(cw-propenyl vinyl ether-co-MA), 326 Poly (/I-propyl endomethylene tetrahydrophthalate-co-MA), 289 Polypropylene, 461-464 MA copolymer blends, 292 MA ene adduct, 175 bismaleimide blends, 464 MA grafting procedures, 675... 

Diphenyl sulfide was converted to benzene over Re2S7 in ethanol at 300°C.173 However, thioethers appear to be stable at the temperatures of 155-245°C over Re2S7, since hydrogenation of allyl phenyl sulfide and thiophene over Re2S7 affords exclusively propyl phenyl sulfide at 150-160°C and thiolane at 230-260°C, respectively (eq. 13.98).173... 

This reaction has found little application to mercaptan syntheses since the mercaptans are usually as readily available (by other methods) as the disulfides. The S-S linkage is reduced by zinc in acetic or sulfuric " acid, lithium aluminum hydride, or metallic sodium. y-Hydroxy-propyl disulfide is reduced electrolytically in 70% yield. Reduction by sodium disulfide does not reduce the nitro group in the preparation of p-nitrothiophenol (65%), whereas zinc and acetic acid converts o-nitro-phenyl disulfide to o-aminothiophenol (90%). Disulfides made by the action of ammonium hydrogen sulfide on aldehydes are sources for difficultly available aromatic and heterocyclic mercaptans. The disulfides are reduced by aluminum amalgam and water. ... 

C8H18S2 di-tert-butyl disulfide 110-06-5 270.65 23.141 2 17213 C9H12S propyl phenyl sulfide 874-79-3 228.15 17.237 2... 

Trost also found that treatment of these cyclobutanones with sodium methoxide and diphenyl disulfide leads to in situ bisulfenylation and ring cleavage (secosulfenylation). This was applied to the total synthesis of verrucarol, a complex tetrahydrochromanone substituted at the ring junction by a hydroxymethyl substituent. The synthetic strategy twice used the cyclobutanone formation from 1-lithiocyclo-propyl phenyl sulfide and a ketone, followed by the secosulfenylation process and Baeyer-Villiger type rearrangement of cyclobutanone. Only this part of the synthesis is described in Scheme 28. 

The oxidation of various thioethers with aqueous H2O2, in organic solvents, over two titanium containing zeolites, TS-1 and Ti-beta has been studied. The performances of these catalysts depend strongly on the thioether structure and the nature of solvent. Thus, the reactivity of organic substrates is in agreement with the nucleophilic character of the sulfur atom and their molecular size (Ethyl)2 S > (Propyl)2 S > (Allyl)2 S > (Butyl)2 S > Methyl-S-Phenyl > (Phenyl)2 S. The conversion of sulfide in protic solvents is higher than that obtained in aprotic solvents. For all the solvents, Ti-beta is more active and selective than TS-1 in the oxidation of hindered molecules. 

Phenyl-bis-[4-melhyl -phenyl]- 13 56 (2-Trialhoxysilyl-athyl)-diphenyl- 1352 (2-Trialhoxysilyl-athyl)-diphenyl- -sulfid 1353 Trifluormcthyl-ilthyl-(3.3,3-lrifluor-propyl)- 1349. 1352... 

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