Tetrahydro thiophene

Tetrahydro-thiophen-l,l-dioxidc werden als Anionen von Lithiumalanat unter Ringverengung zu Cyclo-butenen reduziert3. 3,4-Dihydro-thiophen-1,1 -dioxide liefern dagegen offenkettige Diene4. 

Natriumboranat/Kobalt(II)-chlorid (s.S. 115) reduziert aliphatische undaroma-tische Sulfoxide in Athanol mit guten Ausbeuten zu den entsprechenden Sulfanen. Mit dieser Methode erhalt man7 z.B. Dibutyl-sulfan (98% d.Th.), Diphenyl-sulfan (95% d. Th.) oder Thiuxanthen (100H/o d. Th.). Dibenzyl-sulfoxid und Tetrahydro-thiophen-1-oxid werden praktisch nicht angegriffen. 

Because of their inherent penetrating smell, certain organic sulfur compounds are used for odorization. Repellents from the skunk contain compounds such as trans-2-butene-l-thiol and 3-methyl-1-butanethiol. Ethylmercaptan, because of its extremely low odor threshold, is the favorite compound used as an odorant in natural gas and liquid propane for leak detection. Tetrahydro-thiophene is also often used. Common odorization reagents are summarized in Table 15-1 and Figures 15-1 to 15-3. 

Biotin (2 -keto-3,4-imidazolido-2-tetrahydro-thiophene-n-valeric acid). 

Bicyclic compounds possessing fused 1,3,2-oxathiaphospholan and tetrahydro-thiophen rings are obtainable by reaction between a suitable halohydrin (49) and the anhydride (50), followed by cyclization of the intermediate (51) to give (52).43... 

Im Diagramm 28 ist das gleiche mit den homologen Reihen der Paare Pyridin-4-carbonsaure-alkylester / Piperidin-4-carbonsaure-alkyl-ester und mit Thiophen-l-carbonsaure-alkylester / Tetrahydro-thiophen-1-carbonsaure-alkylester gezeichnet (54). 

Tetrahydro thiophene. h Phentamethylenesulfide. Predominantly low-spin at 98K, 11 About 55% in high-spin form at 293K. 

Ionic ring-expansions of 2-substituted thietanes in many cases probably proceed via the ion 106, which can open to a five-membered cyclic cation. The ring-expansion of 74 by such a mechanism has already been discussed in Section The conversion of 2-methylthietane to thiophene and di- and tetrahydro-thiophenes with triphenylmethyl cations, chloranil, and aluminum oxide also may occur via similar ions. 2-Methylthietane also yields 3-butenethiol when heated with alumina. ° The isomerization of hydroxy-benzodihydrothiophenes by aluminium chloride is believed to involve common thietane intermediates that subsequently undergo ring expansion. ... 

AuCIPC H,4, Gold, chloro(triphenyl-phos-phine)-, 26 325, 27 218 AUCISC4H, Gold(I), chloro(tetrahydro-thiophene)-, 26 86... 

Initial rates and product distributions in thiophen hds and in reaction of possible intermediates over sulphided M0/AI2O3 and C0-M0/AI2O3 catalysts (521 K, < 1 atm) were also consistent with reaction via tetrahydro-thiophen according to Scheme 4 butane-1-thiol was not an intermediate. Relative initial rates were (i), 1 (ii), 5-10 (v), to butenes 20, and then to butane 0.1. Co promoted the desulphurization rate and, to a lesser extent, the olefin hydrogenation rate. Desulphurization [C-S scission, step (zY)] occurred on a site involving Co and Mo and hydrogenation on a Mo site. 

Unusual electrophilic compounds containing sulfur are the S+—S+ dications S. yjjg reaction of dimethyl sulfide ditrifiate with dimethyl sulfide leads to the formation of tetramethyldisulfonium ditrifiate (101a). The same procedure starting from tetrahydrothiophene ditrifiate gives by reaction with tetrahydro thiophene the corresponding dication 101b (equation 105). 

Within this class of complexes AH° varies within much broader limits than TAS . The average value of the TAS° terms equals —30.8 kJ/mol. The second subset (points designed by , Fig. 4) consists of charge-transfer complexes, for which AH and TAS were also determined experimentally. (TCNE. .. p-xylene, o-xylene, mesitylene, durene I2. .. dimethylsulfide, diethylsulfide, tetrahydro thiophene TCNE. .. benzene, toluene, naphthalene COfCN). .. furan, thiophene, tetrahydrothiophene, tetrahydrofuran, diethylether, diethylsulfide ). Finally, the third subset (points designed by O, Fig. 4) consist of seven hydrogen-bonded complexes and true vdW molecules for which AH and TAS were evaluated theoretically (cf. Table 8) and... 

Wrobel, J. T., and E. Hejchman, Spiro Derivatives of Tetrahydroth-iophene. Synthesis of the Quinolizidine (3-Spiro-2 )Tetrahydro-thiophene System Using Solid/Liquid or Liquid/Liquid Phase-Transfer Catalysis, Synthesis, 452(1987). 

Carbonyl-Verbindungen in Gegenwart von Schwefel zu Thiolen Thiophen zu Tetrahydro-thiophen unter Hydrogen-olyse von Halogen und aromatischen Carbonyl-Gruppen... 

Sulfolane Sulfolane-W Tetrahydro-thiophene-1,1-Dioxide Tetramethylene Sulfone ... 

---