Preparation of Some Unsaturated Sulfonium Halide-Mercuric Halide Double Salts¹

Abstract

Three unsaturated straight-chain alcohols were prepared, their double bonds being, respectively, two, three, and four carbon atoms removed from the carbinol carbon. The bromides of the respective alcohols were made; the physical constants of the hitherto unreported 5-hexen-1-01 and 1-bromohexene-5 were determined and they were characterized. The physical constants of the three new sulfides derived from the bromides were determined and these new compounds were characterized. Attempted syntheses of the three tris-sulfonium bromides were made. An attempt is made to explain the fact that the expected products were not obtained. Except for the tris(3-buteny1)sulfonium bromide-mercuric iodide, which could not be isolated, the eight new double salts of the tris(3-butenyl), -(4pentenyl), and -(&hexenyl) sulfonium bromides and, respectively, mercuric chloride, mercuric bromide, and mercuric iodide were made. Their physical states are reported and their respective constitutions were established by analysis. The effect of moving the double bond farther from the sulfur was an increase in the stability of the compound.

High Melting Precision Sulfone Polyethylenes Synthesized by ADMET Chemistry

“…Similar to a literature procedure, 105 g (0.437 mol, 1.47 eq.) sodium sulfide nonahydrate was dissolved in 95 mL of 200 proof ethanol (≈0.2 mL per mmol of sodium sulfide nonahydrate) in a 500 mL round bottom flask.…”

Pyryliumolate. III. Synthese anellierter Benzotropolone

“…Eine Verbindung des ersteren Typs (8a) wurde auch bereits von Ibata et al isoliert [23]. Sie kann formal als ein Cycloaddukt eines bei einer Wolff-Umlagerung aus 2b gebildeten Oxirens 9 [24] [37]; Pent-4-en01 [36]; 5-Brompenten [38]; Hex-5-en01 [39]; p-Toluolsulfon-saurepent-4-enylester [40]; N-Methyl-Npent-4-enylamin [41]; Phthalsauremonomethylester [42]; [37]; 2-Chlormethyltetrahydro(2H)pyran [39]; 6-Bromhexen [43] (Ausb. 55 %) [44]; Essigsaure-tert-butylester [45] (Ausb.…”