Ostromislensky trial

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The Ostromislensky process or Ostromislensky reaction is a name reaction in organic chemistry that goes back to the Russian-American chemist Ivan Ostromislensky (1880–1939). The reaction was first published in 1915. It is a two-step synthesis for the production of 1,3-butadiene and acetaldehyde from ethanol .

Overview reaction

The Ostromislensky process synthesizes the product 1,3-butadiene from two equivalents of ethanol .

Overview reaction of the Ostromislensky process

Reaction mechanism

A possible reaction mechanism for the Ostromislensky process is described by Zerong Wang as follows:

Proposed reaction mechanism of the Ostromislensky process

The ethanol is oxidized to an acetaldehyde . Acetaldehyde reacts with its enol (hydroxyethene) by splitting off water in the form of an aldol condensation to form crotonaldehyde . The action of catalytic amounts of tantalum (V) oxide (Ta 2 O 5 ) and ethanol ultimately results in 1,3-butadiene with elimination of acetaldehyde and water via the intermediate stage of an allyl alcohol .

application

The Ostromislensky process is an important industrial process to synthesize 1,3-butadiene for the production of synthetic rubber .

Individual evidence

  1. ^ A. Fischer, W. Müller, W. Pötsch Hrsg .: Lexicon Significant Chemist, 1st edition . Bibliographisches Institut, Leipzig 1998, ISBN 3-323-00185-0 , p. 330 .
  2. a b c d Zerong Wang: Comprehensive Organic Name Reactions and Reagents, Volume 2 . John Wiley, Hoboken (NJ) 2009, ISBN 978-0-470-28662-3 , pp. 2097-2099 .