4-Octene oxide

Trans-4-Octene oxide 1885 (1.2 mmol), then hexamethyldisilane 857 (1.8 mmol) in 5 mL HMPA, are added, at 65 °C under argon, to 0.2 mmol potassium methox-ide in 10 mL anhydrous HMPA. After 3 h stirring at 65 °C and cooHng to room temperature saturated aqueous NaCl solution is added to the reaction mixture, which is then extracted with pentane. The pentane extracts are combined and dried with Na2S04 and analyzed by vapor phase chromatography (VPC) to reveal the formation of 99% cis 4-octene 1887 [103] (Scheme 12.71). 

Asami and coworkers also investigated the deprotonation of cyclooctene oxide 97, which is known to undergo both a-deprotonation to yield transannular products and / -deprotonation to yield allylic alcohols 98 upon reaction with lithium amides. Using his catalytic system Asami and coworkers obtained the allylic alcohol in 27% yield and 54% ee of (,S )-98 (Scheme 68c). (Z)-4-Octene oxide 99 was deprotonated yielding the allylic alcohol 100 in 54% yield and 60% ee of the (5)-enantiomer (Scheme 68d)110. 

Catalytic activities of [Ru PW (H30)(0)3, ] -/03/CH3CN/80°C and of [Ru PMOjj(H30)(0)3, ] "/03/CH3CN were compared. The tungsten complex did not catalyse the aerobic oxidation of cumene and 1-octene to cumyl alcohol and 1-octene oxide while the Mo analogue did so the tungsten complex underwent structural change with to an inert form, while its molybdenum analogue did not... 

Several Himple alkyl- and phenyl-substituted ethylene oxides have wen prepared in good yield by this procedure (Eq. 296). These include l-heptene oxide, 41 1-octene oxide,161 1-hexadeoone oxide, 46 cyclo-licxylothylene oxide,240 1,2-epoxy-4-phenylbutane,1 40 and 1,2-epoxy-J -pi icnylpr opane. 40>1BSo- . ws ... 

In the case of nonsymmetrical epoxides, the regioselectivity is determined by the particular reaction conditions. Thus, styrene oxide (6) undergoes methanolysis in the presence of the Lewis acid catalyst copper(II) tetrafluoroborate to give the hydroxy ether 60, derived from attack of the nucleophile at the more substituted oxiranyl carbon. Similar outcomes have been observed in the solvolysis of 6 with the assistance of aminopropyl silica gel (APSG) supported iodine in catalytic quantities <02SL1251>. This selectivity appears to be much less decisive, however, in the case of monoalkyl epoxides, as illustrated in the corresponding reaction of 1-octene oxide (61), which yields an almost 1 1-mixture of isomers under the same conditions <02OL2817>. 

Poly(octene oxide) Poly(trans-2-butene oxide) Poly(styrene oxide) Poly(3-methoxypropylene oxide) Poly(3-butoxypropylene oxide) Poly(3-hexoxypropylene oxide) Poly(3-phenoxypropylene oxide) Poly(3-chloropropylene oxide) Poly[2,2-bis(chloromethyl)... 

Poly(octene oxide) 347 to 360 Poly(3-methoxypropylene oxide) 330... 

Base-catalysed epoxidation of norandrostenone (19), using H2O2 in methanol, produced exclusively the j3-epoxide in the A ring. It was suggested that the conformations of the A ring were such that the hydroperoxide group attached at the 5a- or 5j3-positions could attain an axial confirmation, cis-Cyclo-octene oxide (20) has been prepared in 60% yield by epoxidation of... 

The direct oxidation of alkenes to oxirans by hydrogen peroxide is, of course, only possible when a catalyst is used. In the past the main choice of catalyst has been oxides of the metals of Groups 5a, 5b, 6a, or 6b. In 1978, however. Sharpless put the use of arylseleninic acids as catalysts on a firm practical footing.Using the nitrophenylseleninic acids (25 R = H, R = NO2) and (25 R = R = NO2), 95 % preparative yields of cyclo-octene oxide were obtained from the alkene in CH2CI2 with 30% H2O2. 

Products in both 1- and 2-octene oxidation originate partly from prior doublebond isomerization before olefin oxidation, as in both reactions 2-, 3-, and 4-octanone and the corresponding ethylene ketals were observed. For styrene, where double-bond isomerization is not possible, the product mixture is less complex and only acetophenone, phenylacetaldehyde, and the corresponding... 

In Wacker oxidation, palladium complexes with sulfocalixarenes modified with nitrile-containing groups were more active than unmodified sulfocalixarenes. It has been shown that the activity of the catalysts in alkene oxidation from hexene to decene depends on the calixarene cavity size calix[4]arene is most active in the reaction with 1-hexene and calix[6]arene is most active in 1-octene oxidation [215]. 

Epoxide hydratase is primarily microsomal (James and Little 1980) and present in highest activity in hepatopancreas (Table 20) the enzyme is also found in other tissues, viz. in nmol min mg microsomal protein, green gland 0.1 to 5.7 gill 0.4 to 3.5 egg masses 0.1 to 3.9 (James etal. 1979a see Table 20 for species and substrates). The activity was similar in hepatopancreas of male and female C. sapidus , and had a pH optimum of 6.6 to 12 (substrate BaP 4,5-oxide) and 7 to 7.8 (styrene oxide and octene oxide) H. americanus), and, for styrene oxide, a temperature optimum of 45 to 50 P. argus) or 35 to 40 (C. sapidus) and an... 

TAPO-34, Framework Ti + tetrahedral UV-vis DRS, Prepared with and 1-octene, oxidation of hexanol-2 and cyclohexanol to ketones, oxy-functionalization of cyclohexane (184)... 

Show three different syntheses of 4-methyl-2-octene oxide from three different starting materials that have five carbon atoms or fewer. 

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