Entwicklung eines neuen Trioxanverfahrens

Grützner, Thomas; Lang, Neven; Ströfer, E.; Hasse, Hans

doi:10.1002/cite.200490243

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2014

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“…First, most neglect the presence of the poly(oxymethylmethylene) glycols and are based on overall concentrations. Abundant experience with reacting formaldehyde solutions ,− shows that it is more favorable to set up such models using true concentrations, as it is done in the present study.…”

Section: Introductionmentioning

confidence: 87%

NMR Spectroscopic Study of the Aldoxane Formation in Aqueous Acetaldehyde Solutions

Scheithauer¹,

Grützner

Rijksen

et al. 2014

Ind. Eng. Chem. Res.

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Crotonaldehyde is an interesting intermediate in the chemical industry. It is usually produced from aqueous acetaldehyde in a two step process in which the first step is carried out under basic and the second step under acidic conditions. It is commonly assumed that acetaldehyde is converted in the first step to acetaldol and that acetaldol is subsequently dehydrated in the second step to crotonaldehyde. We demonstrate by 1 H and 13 C NMR spectroscopic studies that acetaldol is hardly present in the reacting solutions at lower temperatures and that the key intermediate is aldoxane (2,6-dimethyl-1,3-dioxane-4-ol). For the first time, data on the chemical equilibrium of the aldoxane formation in aqueous acetaldehyde solutions is provided. Furthermore, preliminary information on the kinetics of that reaction is presented.

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