- TRANSFORMATIONS OF CYCLIC ORTHO MONO- AND DIESTERS BY THE ACTION OF FREE RADICALS IN THE LIQUID PHASE
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The homolytic liquid-phase reactions of 2-propoxy-1,3-dioxane, 1,2-di(1,3-dioxolan-2-yloxy)ethane, and 1,3-di(1,3-dioxan-2-yloxy)propane, initiated by tert-butoxyl radicals, were investigated.A mechanism is proposed for the formation of dipropylcarbonate, 1,3-dioxan-2-one, propylformate, propionaldehyde, and propane from 2-propoxy-1,3-dioxane.The kinetic parameters characterizing the rate and direction of the transformations were determined.It was found that the corresponding linear and cyclic carbonates are mainly formed from the ortho diesters.
- Kostyukevich, L. L.,Pastuschenko, E. V.,Zlot-skii S. S.,Rakhmankulov, D. L.
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p. 127 - 132
(2007/10/02)
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- Preparation de cetals cycliques a plus de sept chainons
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A good synthesis of eight-membered cyclic ketals, among them trioxocanes, is described.These products are obtained by direct reaction of a ketone on a substitute of orthoester.
- Einhorn, Jacques,Bacquet, Cathy,Lelandais, Daniel
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p. 1345 - 1347
(2007/10/02)
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- EFFECT OF SUBSTITUENTS ON THE STABILITTY OF 1,3-DIOOXOLENIUM IONS
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The 1,3-dioxolenium ions formed in the reaction of 2-isopropoxy-1,3-dioxolanes with fluorosulfonic acid were investigated by PMR spectroscopy.The stability of the cations depends linearly on the electron-donating ability of the substituents at positions 4 and 5 of the ring.The effect of the stability of the cations on the hydrolysis rate of 2-alkoxy-1,3-dioxolanes is discussed.
- Akhmatdinov, R.T.,Chalova, O.B.,Kantor, E.A.,Rakhmankulov, D.L.
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p. 840 - 842
(2007/10/02)
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- Reactions of Co-ordinated Ligands. Part 8. Reaction of Grignard Reagents with 2-Alkoxy-1,3-dioxolans; an Improved Route to Aldehydes
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The yields of 2-phenyl-1,3-dioxolan obtained from phenylmagnesium bromide and 2-alkoxy-1,3-dioxolans in which the type Men-O increase as the value of n proceeds along the series 4,3,1,2.Several Grignard reagents(including phenylmagnesium bromide) react with the 2-alkoxy-1,3-dioxolan in which n=2 to give the expected 2-substituted-1,3-dioxolans, whose yields are considerably higher than those of the diethyl acetals obtained from the corresponding reation with ethyl ortoformate.
- Houghton, Roy P.,Morgan, Alan D.
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p. 756 - 758
(2007/10/02)
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