Cyclohexene sulfide

Thiadisiliranes are also formed in high yield in the reaction of disilenes with episulfides. Thus 1 with cyclohexene sulfide gave 5084 and the reac-... 

Cyclohexene-1,2-dicarboxylic ANHYDRIDE, cis-, 30, 93 Cyclohexene oxide, 32, 39, 40 Cyclohexene sulfide, 32, 39... 

The interaction of K[Ru(Hedta)(Cl)j with elemental sulfur in a water/ethanol mixture was reported to give [Ru (Hedta)]2(/r-S2), which can be further converted to [Ru (Hedta)]2(/i-S) by prolong refluxing in 1 1 water/ethanol. Both complexes are able to stoichiometrically and catalytically transfer the sulfur atom to cyclohexene to yield cyclohexene sulfide. However, further characterizations of these complexes are desirable. 

Cyclohexene sulfide can be stored at about 5° in a closed container for at least a month without apparent decomposition. 

Cyclohexene sulfide has been prepared by the action of thiourea, potassium thiocyanate, or ammonium thiocyanate on cyclohexene oxide.3 The method described above is a modification of that of Snyder, Stewart, and Ziegler.4... 

Cyclohexene sulfide,7 S-eyolohexylethylcne sulfide,7 and letra methykthykne sulfide12 are reported to be formed in poor yields from the corresponding dithiocyanates. 

A detailed study " of this method of synthesis has been made during which cyclohexene sulfide was prepared. The fact that cyclo-hexene sulfide is formed from both the 8- and 0-monoacetates of... 

Thua cyclohexene sulfide reacts slowly at room temperature in the presence of a slight excess of methyl iodide to form (LXVITI) in about 60% yield.1 With the simpler episulfides, e.ff. ethylene sulfide and propylene Bulfide, a complex mixture of salts is obtained unless a large excess of methyl iodide is employed to suppress the competitive qu ternization of the episnlfide by intermediate iodo compounds such as (IiXlX), Apparently no simple methyl 2-iodoethyl sulfide (LXIX) has been isolated from this type of reaction, nor have other expected fragments such as the olefin (LXX) or the diiodide (LXXI). 

Byianthates, Cyclohexene sulfide has been converted in 95% yield to the oorrespooding trithiooarbonate by its reaction with a meth nolio solution of carbon disulfide and potassium hydroxide 1 ... 

A thioformaldehyde complex of titanium (55) was similarly obtained from the titanocene methylene complex 54 and either elemental sulfur or sulfur sources such as propene sulfide, cyclohexene sulfide, styrene sulfide, or Ph3P = S. Best yields were achieved with propene sulfide [Eq. (II)].67... 

The reaction of an osmium carbene cluster containing the cyclic carbene ligand = C(CH=CH)2C(Ph)H which is side on bound to a nonacarbo-nyltriosmium unit with either elemental sulfur/NEt3 or cyclohexene sulfide also afforded a rf-thioketone complex.184... 

Complexes with a bridging vinylidene ligand were also used as the starting compound for the synthesis of thioaldehyde complexes. Sequential treatment of 104 with cyclohexene sulfide, HBF4, and Li[BHEt3] gave the thioaldehyde complexes 105 [Eq. (24)].209... 

Cyclohexene-1-acetonitrile, 31, 25, 26 4-Cyclohexene-1, 2-dicarboxylic ACID, DIETHYL ester, cis-, 30, 29 4-Cyclohexene-1,2-dicarboxylic ANHYDRIDE, cis-, 30, 93 Cyclohexene oxide, 32, 39, 40 Cyclohexene sulfide, 32, 39... 

The formation of an olefinic compound and a 1,2,5-trithiacycloheptane derivative is also observed in the case of tert. butyl thiirane and, to a lesser extent, with cyclohexene sulfide. 

The kinetics and mechanism of rhenium-catalyzed desulfurization of thiiranes was studied experimentally and by means of computation <2006IC5351>. The oxorhenium dimer MeReO(edt)2 (X), where edt= 1,2-ethanedithiolate, was found to catalyze the transfer of S from thiiranes to triarylphosphines and triarylarsines. In the case of phosphines, catalysis was less effective because they converted the dimer catalyst rapidly to MeReO(edt)PAr3, a less effective catalyst. The rate law for AsArs, which did not transform the catalyst, was v = [thiirane][X] with k = 5.581 mol s at 25°C in CDCI3, for X = cyclohexene sulfide. The value of was 10.0 0.9kcalmoP, while AY was —21 3calK moP. The proposed mechanism is shown in Scheme 6. 

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