Vinyl sulfides ethyl

Dry liquid ammonia (1.2 1) is placed in the flask after which lithium (1.0 mol, 7.0 g, freshly cut in pieces of -0.5 g) is introduced. After stirring for 15 min, ethyl vinyl sulfide [1, 233] is added dropwise over 30 min. Qose to the stoichiometricai amount of 0.50 mol is needed to course a complete disappearance of the blue colour. The dropping funnel is then replaced with... 

Propynyl Vinyl Sulfide (or Propargyl vinyl sulfide). HC = C.CH2.S.CH CH2 mw 98.17 colorl liq bp 28° at 10mm RI 1.5183. Sol in pentane. Prepn is by reacting Na ethyl vinyl sulfide with propynyl bromide in pentane at 0° and then dstlg off the pentane solvent under vac at 20—25°. The residual is then redistld to remove the sulfide at 28°/10mm. The yield is 88—93%. Expl decompn occurs above 80° Refs 1) Beil, not found 2) L. Brandsma, Preparative Acetylenic Chemistry , Elsevier, NY (1971), 7 181... 

TpRun(CO)(R) fragment reacts with olefins that bear electron-donating groups (e.g. ethyl vinyl ether or ethyl vinyl sulfide) to produce TpRu complexes that are not active in hydroarylation chemistry. 

Thiopyran, derived from ethyl vinyl sulfide, is converted into thiopyrylium fluoroborate by reaction with triphenylcarbenium fluoroborate in 54% overall yield (Scheme 235) <2001EJ02477>. 3-Benzoylisothiochromene is oxidized to the 2-benzothiopyrylium salt in a similar manner <1994J(P1)3129>. 

Diisopropylamino ethyl vinyl sulfide NA NA Impurity, present in tonne containers... 

An additional complication appeared in olefin reactions when the olefin contained allylic hydrogen atoms (or other abstractable hydrogen, cf. ethyl vinyl sulfide). The hydrogen abstraction reaction illustrated to form 1,2-adducts 38 then competes with cycloaddition. Such... 

Two reactions of thioethers with phenanthrenequinone have been investigated. As mentioned earlier (cf. Table 3), ethyl vinyl sulfide... 

Ru(Tp)(Ph)(NCMe)CO] reacts with the electron-rich olefins, ethyl vinyl sulfide and 2,3-dihydrofuran, yielding [Ru(Tp)(CO)( x-SEt)]2 and [Ru(Tp)(CO)(NCMe)(C=CCH2CH2OH)] through a transformation that involves stoichiometric C-S and C-H/C-O bond cleavage, respectively.326 [Ru(Tp)(Me)(CO)(NCMe)] reacts with pyrrole forming [Ru(Tp)(CO) K2- V, V-(H)N=C(Me)(NC4H3) ]. Mechanistic studies indicate that the most likely reaction pathway involves metal-mediated N-H activation of pyrrole to form [Ru(Tp)(CO)(A/-pyrrolyl)(NCMe)], followed by C-C bond formation and proton transfer (Fig. 2.71).327... 

Elimination of thiol occurred if ethyl vinyl sulfide was allowed to interact with potassium amide in liquid ammonia [9]. The same reaction may be expected with... 

A solution of 5 g (0.04 mol) of f-BuOK and 2 g of ionol CP in 150 ml of DMSO is heated to 55°, while acetylene is introduced at a moderate rate (ca. 300 ml/min). Freshly distilled ethanethiol (1.0 mol, 62 g) is then added dropwise with vigorous stirring and the temperature maintained at 55 °C (occasional heating or cooling, ensuring the reaction is kept under control). After the addition of the thiol, which is carried out in 45 min, the contents of the cold trap are cautiously (dissolved acetylene escapes ) poured into the flask and introduction of acetylene and heating are continued for an additional 15 min. Ethyl vinyl sulfide (yield ca. 90%, nj)8 1.4758) is obtained as described for vinyl methyl sulfide. The compound should be stored at — 20° in the presence of a radical inhibitor. 

Ethyl vinyl sulfide Isopropyl methyl sulfide Methyl n-propyl sulfide leri-Butyl methyl sulfide Chloromethyl methyl sulfide Ethyl isopropyl sulfide Isobutyl methyl sulfide Methyl 2-methylallyl sulfide Allyl ethyl sulfide Ethyl n-propyl sulfide... 

An efficient synthesis of thiopyrylium tluoroborate involves the quantitative dehydrogenation of 2//-thiopyran, which is prepared from ethyl vinyl sulfide. A single crystal X-ray study showed the cation to be planar <01EJO2477>. 

Otsu and Inoue " reported that phenyl vinyl sulfide (PVS) and ethyl vinyl sulfide (EVS) also fail to agree with the trend in Table 10.14. It was found that EVS and PVS copolymerization rates with MA follows the pattern EVS PVS. The Alfrey-Price e values for PVS and EVS are -1.40 and -0.12, respectively,with the corresponding equilibrium constants (table in appendix to this chapter) of 0.090 and 0.035 liter mole . Thus, PVS should copolymerize much faster with MA than EVS. This shows the Nimoura and Susuki " concept does not hold in all cases. 

Ethyl vinyl sulfide Ethyl vinyl ether 4.0 0.20 554... 

Poly(ethyl succinate), 264 Poly(ethyl-o-vinyl acetal-alt-MA), 328 Poly(A -ethyl-2-vinylcarbazole-alt-MA), 376, 378 Poly(ethyI vinyl ether-alt-MA), 376, 437, 621 Poly(ethyl-o-vinyl formal-alt-MA), 328 Poly(ethyl vinyl sulfide-alt-MA), 386, 414 Poly(furan-alt-MA), 320, 322, 386 Poly(2-furyl-5,5-dimethyl-l,3-dioxane-alt-MA),... 

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