Oxidation hexene

Because of the enhanced effectiveness of the cobalt(III) complex with piperidinium end-capping arms (Scheme 6) compared to standard (salen)CoX catalysts for the copolymerization of propylene oxide and CO2, Nozaki and coworkers were able to prepare in a stepwise manner a tapered block terpolymer by first copolymerizing propylene oxide/C02 followed by 1-hexene oxide/C02 [31]. 

Lee and coworkers have reported on the use of the highly active and selective cobalt(III) catalyst depicted in Fig. 12 for the terpolymerization of propylene oxide and various epoxides with CO2, including cyclohexene oxide, 1-hexene oxide, and 1-butene oxide [61]. Catalytic activities ranged from 4,400-14,000 h at a CO2... 

Enantiomer-differentiating co-polymerization of terminal epoxides is achieved by chiral chromium and cobalt complexes. Jacobsen etal. reported the co-polymerization of 1-hexene oxide with GO2 by using complex 35a. The reaction proceeds with kinetic resolution at 90% conversion, the unreacted epoxide is found to be enriched in the (i )-enantiomer of 90% ee. Detailed information about the resultant polymer, however, is not described. As discussed in the previous section, chiral cobalt-salen complex 34c co-polymerizes PO and GO2 (Table 3). When 34c with /r<3 / j--(li ,2i )-diaminocyclohexane backbone is applied to the co-polymerization, (A)-PO is consumed preferentially over (i )-enantiomer with a of 2.8 to give optically active PPG (Equation (8)). In a similar manner, a binary catalyst system, 34d/Bu4NGl, preferentially consumes (A)-PO over R)-PO with = 2.8-3.5. ... 

In a base-free medium (dry MeCN), Fe Ch activates HOOH to form a reactive intermediate that oxygenates alkanes, alkenes, and thioethers, and dehydrogenates alcohols and aldehydes. Table 11 summarizes the conversion efficiencies and product distributions for a series of alkene substrates subjected to the Fe Cfi/HOOH/MeCN system. The extent of the Fe Cb-induced monooxygenations is enhanced by higher reaction temperatures and increased concentrations of the reactants (substrate, Fe Cls, and HOOH). For 1-hexene (representative of all of the alkenes), a substantial fraction of the product is the dimer of 1-hexene oxide, a disubstituted dioxane. With other organic substrates (RH), Fe Cb activates HOOH for their monooxygenation the reaction efficiencies and product distributions are summarized in Tables 11(b). In the case of alcohols, ethers, and cyclohexane, a snbstantial fraction of the product is the alkyl chloride, and with aldehydes, for example, PhCHO, the acid chloride represents one-half of the product. In the absence of snbstrate the Fe Cls/MeCN system catalyzes the rapid disproportionation of HOOH to O2 and H2O. 

Hexene 10 Epoxide (1-hexene oxide) (71%), dimer (dioxane)... 

Show two different methods, with all steps and reagents, to prepare 1-hexene oxide (1-butyloxirane) from 1-hexene. Different methods mean different chemical reagents and also different types or classes of chemical reagents. 

A. Peroxidation of Olefins to Give Oxiranes (Epoxides) 5-5. Preparation of 1-Hexene Oxide 5-6. Preparation of Isophorone Oxide... 

To a round-bottomed flask are added 24.4 gm (0.119 mole) of m-chloroperbenzoic acid (85% pure) and 10.0 gm (0.119 mole) of 1-hexene in 300 ml of anhydrous diglyme. The flask is then placed in the refrigerator for 24 hr and afterward the reaction mixture is subjected to distillation through a 2-ft helices-packed column to give 7.05 gm (60%) of 1-hexene oxide, bp 116°-119°C, 1.4051. 

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