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By F.G.A. Stone and Robert West (Eds.)

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By F.G.A. Stone and Robert West (Eds.)

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Extra resources for Catalysis and Organic Syntheses

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Falbe and Korte (90) studied the cobalt hydroformylation of dihydropyran and its derivatives. The reactions were conducted at temperatures above 18O"C, with pressures of 300 atm of 1/1 H,/CO. Under these conditions, the initially formed aldehydes were hydrogenated to the alcohols in situ. As noted with acyclic vinyl ethers, formyl attachment was predominantly a. 77% Substitution on the double-bond carbon a to the oxygen increased the difficulty of the reaction, and formyl attachment occurred exclusively on the p-carbon [Eq.

The hydrogen partial pressure has a small but reproducible effect on the hydroformylation product composition. The direction of the change found was the same as for carbon monoxide partial pressures: the higher PH2 experiments gave higher percentages of n-aldehyde. Conflicting results have been reported for the effects of catalyst concentration in the cobalt-catalyzed reaction. 80 atm; temperature, 80°C. 6 28. 2 5. I 5. 05 g ; benzene, 27 g; PHz,80 atm; temperature, 80°C. A = % n-hexanal of total aldehydes formed: B and C = % 2-methylpentanal and 2-ethylbutanal.

Time, the polar medium reaction showed first-order dependence on olefin concentration, whereas the nonpolar solvent reaction showed no definite order, owing to the constantly changing polarity. 7 X lo-* M ;pressure, 500 psi 1/1 H,/CO; temperature, 100°C; reaction time, 17 hours; solvent, 50 ml benzene; olefin, 25 ml 1-hexene. Table reprinted with permission from Ind. Eng. , Prod. Res. 8,291 (1969). Copyright by the American Chemical Society. 2-Methylhexanal. 2-Ethylpentanal. Percent of total aldehyde which is I-heptanal.

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