Hydrocarboxylation

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In the hydrocarboxylation is a homogeneous catalytic process for converting olefins or alkynes with carbon monoxide and water or alcohols , amines or carboxylic acids to carboxylic acids or carboxylic acid derivatives as Carbonsäureestern , carboxylic acid amides or carboxylic acid anhydrides . As catalysts find z. B. nickel tetracarbonyl or cobalt carbonyls use.

history

The reaction was discovered by Walter Reppe (1892–1969) in the 1930s. By choosing the reaction conditions, the reaction can be carried out both catalytically and stoichiometrically, since the catalyst can also serve as a source of carbon monoxide.

Reaction equation

The reaction can be varied within wide limits. The following reaction equations are to be seen as examples; instead of water or methanol , a component with protic hydrogen can generally be used, and instead of acetylene , olefins can also be used.

Reaction equation for hydrocarboxylation with water

Reaction equation for hydrocarboxylation with an alcohol

According to the above reaction equation, by using z. B. Dimethylamine acid amides and acid anhydrides obtained by using carboxylic acids. Since the acetylene can also be replaced by olefins, the range of products accessible through this reaction is extremely diverse.

literature

  • Friedrich Asinger : Methanol - chemical and energy raw material; The mobilization of coal. Springer publishing house.

Individual evidence

  1. Christoph Elschenbroich : Organometallchemie. 5th edition. Wiesbaden 2005, ISBN 978-3-519-53501-0 , p. 638, excerpt from Google Books, accessed on February 3, 2009 .